Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi. Book cheap flights to Chicago (ORD) with United Airlines. Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi. ... From New York/Newark (EWR) To Chicago (ORD) Roundtrip | Economy: 06/12/24 - 06/15/24: from. $ 139* Viewed: 6 hours ago. From Los ... Flights from Chicago to New York with American Airlines. Round trip. 1 Adult, Economy class. Book with cash. From. To. Depart. 04/29/24. today. There are 5 airlines that fly nonstop from San Francisco to New York. They are: Alaska Airlines, American Airlines, Delta, JetBlue and United Airlines. The cheapest price of all airlines flying this route was found with Delta at $128 for a one-way flight. On average, the best prices for this route can be found at JetBlue.Find airfare and ticket deals for cheap flights from Chicago, IL to New York, NY. Search flight deals from various travel partners with one click at $32.Cheap Flights from Chicago to White Plains (ORD-HPN) Prices were available within the past 7 days and start at $123 for one-way flights and $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to White Plains with no change fee on ...Find flights to Chicago from $37. Fly from the United States on Spirit Airlines, Frontier and more. Fly from New York from $37, from Baltimore from $49, from San Francisco from $54 or from Boston from $91. Search for Chicago flights on KAYAK now to find the best deal. My dates are flexible. SHOW FARES. Include Nearby Airports. Search for a Delta flight round-trip, multi-city or more. You choose from over 300 destinations worldwide to find a flight that fits your schedule. The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to New York flight route. Which airline alliances offer flights from Chicago to New York? oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and New York, with SkyTeam being the most commonly used for this route.Cheap Flights from Chicago to White Plains (ORD-HPN) Prices were available within the past 7 days and start at $123 for one-way flights and $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to White Plains with no change fee on ...Compare flight deals to Chicago FSS from New York from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys. Flex your dates to find the best New York-Chicago FSS ticket prices. If you're flexible when it comes to your travel dates, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly ...Currently, January is the cheapest month in which you can book a flight to New York (average of $237). Flying to New York in June will prove the most costly (average of $338). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.Tue, Jun 4 LGA – ORD with Spirit Airlines. Direct. from C$81. New York.C$81 per passenger.Departing Tue, May 7, returning Wed, May 15.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Chicago O'Hare International on Tue, May 7, arriving in New York LaGuardia.Inbound direct flight with …Book one-way or return flights from Chicago to New York starting at US$28. Fly with top airlines and search for flights deals on Trip.com now!from $86. New York.$93 per passenger.Departing Tue, 23 Apr, returning Tue, 30 Apr.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from Chicago O'Hare International on Tue, 23 Apr, arriving in New York LaGuardia.Inbound direct flight with Spirit Airlines departs from New York LaGuardia on Tue, 30 Apr ...Chicago to New York City Flight Route Information. Travel Distance: 732 Miles. Airlines Flying This Route: American Airlines, United Airlines, Spirit Airlines. Weekly Flights: 9.Find and compare United Airlines flights to Chicago (CHI). Fly from the United States with United Airlines to Chicago. From New York $59; From Boston $64; From Newark $70. Search for flights now | KAYAKFind flights to Chicago from $29. Fly from the United States on Frontier, Spirit Airlines and more. Fly from Dallas from $29, from Boston from $36, from Los Angeles from $42 or from New York from $46. Search for Chicago flights on KAYAK now to find the best deal.Prices were available within the past 7 days and start at $32 for one-way flights and $53 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Looking for cheap flights to New York? Book now to earn airline miles in addition to our OneKeyCash rewards and receive alerts if flight prices ...There are 5 airlines that fly nonstop from New York LaGuardia Airport to Chicago. They are: American Airlines, Delta, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $54 for a one-way flight. On average, the best prices for this route can be found at Spirit ...Compare flight deals to New York from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Chicago-New York … United States. Illinois. $316. Flights from Bloomington, Illinois to New York. $252. Flights from Champaign to New York. $55. Flights from Chicago to New York. $223. Connect with us. Find low fares to top destinations on the official Southwest Airlines website. Book flight reservations, rental cars, and hotels on southwest.com. Wed, May 15 ORD - EWR with Spirit Airlines. 1 stop. from $113. Chicago.$138 per passenger.Departing Sat, Aug 24, returning Sat, Aug 24.Round-trip flight with United.Outbound direct flight with United departing from New York Newark on Sat, Aug 24, arriving in Chicago O'Hare International.Inbound direct flight with United departing from Chicago ...Fly Chicago Midway to New York La Guardia, train, subway • 4h 49m. Fly from Chicago Midway (MDW) to New York La Guardia (LGA) MDW - LGA. Take the train from Woodside to New York Penn Station. Take the subway from 34 St-Herald Sq to 86 St. $104 - $676.The cost to charter a private jet from Chicago to NYCstarts at around $10,000* for one-way flight in a light jet ( Cessna Citation V, Hawker 400XP, Phenom 300 ); $16,000* for a midsize jet ( Challenger 300, Citation Excel XLS, Hawker 800XP ); and $20,000* for a heavy jet ( Challenger 604, Gulfstream G4, Gulfstream G550 ).Flights from Chicago to New York. Search and compare airlines and travel agents for cheap flights from Chicago to New York.New York State ». New Windsor. $287. Flights to New Windsor, New Windsor. Fly from Chicago to Stewart Intl. on Allegiant Air from $112... Search for Stewart Intl. flights on KAYAK now to find the best deal.There are 5 airlines that fly nonstop from New York to Chicago O'Hare Intl Airport. They are: American Airlines, Delta, JetBlue, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $40 for a one-way flight. On average, the best prices for this route can be found at Spirit ...Prime price per passenger. Flights from Charlotte to New York City. $9 $8. Prime price per passenger. Flights from Chicago to New York City. $10 $9. Prime price per passenger. Flights from Detroit to New York City. $11 $10.There are 5 non-stop flights from Chicago, Illinois to New York, New York. American Airlines. Spirit Airlines. United Airlines. See the full list of airline routes and airports to book your trip. You may need to drive to a nearby airport to get a direct flight. Use the form below to search for cheap airline tickets. From:Cheap Flights from Toronto to New York (YYZ-NYC) Prices were available within the past 7 days and start at $88 for one-way flights and $146 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Toronto to New York with no change fee on selected flights.Effortlessly book your private jet flight from Chicago to New York through MacDonald Air. ... Private jet flights to New York start at $1,800 per hour for turboprop jets, $2,400 for very/light jets, $4,200 for mid-size/super-midsize jets, and up to $11,000 for heavy/ultra-long range jets. This price may be split among passengers if traveling as ...fly for about 1.5 hours in the air. 1:23 pm (local time): Syracuse Hancock International (SYR) Syracuse (New York) is 1 hour ahead of Chicago. so the time in Chicago is actually 12:23 pm. taxi on the runway for an average of 5 minutes to the gate. 1:28 pm (local time): arrive at the gate at SYR. deboard the plane, and claim any baggage.Prices were available within the past 7 days and start at $32 for one-way flights and $53 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Looking for cheap flights to New York? Book now to earn airline miles in addition to our OneKeyCash rewards and receive alerts if flight prices ...Chicago. Cheap flights from Chicago to New York - Manhattan from £39.99. Chicago (United States) - New York - Manhattan (United States) return flights from £64.99. From 08/05/2024 (Wednesday) - 15/05/2024 (Wednesday). Check for the dates with the lowest prices and find the cheapest rates.Book one-way or return flights from Chicago to New York with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from Chicago to New York now! ... May 21 from Chicago to New York, returning Sun, May 26, priced at $139 found 2 hours ago. Tue, Aug 20 - Tue, Aug 27. ORD. Chicago. JFK. New ...The cheapest return flight ticket from Chicago to New York found by KAYAK users in the last 72 hours was for ₹ 5,168 on Spirit Airlines, followed by Delta (₹ 10,587). One-way flight deals have also been found from as low as ₹ 5,335 on Delta and from ₹ …Prices were available within the past 7 days and start at $59 for one-way flights and $111 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. One way. Roundtrip. Wed, May 8 - Wed, May 8. ORD. Chicago.There are 4 airports in Chicago, of which Midway International Airport is the closest to the city centre. The cheapest flight to Chicago in the next 60 days costs $33.27 and departs on 12th Jun. 1h 56m. Shortest flight time. $33.27. Cheapest flight in next 60 days. 1145 km.Cheap Flights from New York to Chicago (JFK-CHI) Prices were available within the past 7 days and start at $59 for one-way flights and $111 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected flights.Flying time between cities. Travelmath provides an online flight time calculator for all types of travel routes. You can enter airports, cities, states, countries, or zip codes to find the flying time between any two points. The database uses the great circle distance and the average airspeed of a commercial airliner to figure out how long a ...Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to New York. Find the best flights fast, track prices, and book with confidence.The two airlines most popular with KAYAK users for flights from Los Angeles to New York are Alaska Airlines and Delta. With an average price for the route of $348 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $446 and an overall rating of 8.0.JetBlue offers flights to 90+ destinations with free inflight entertainment, free brand-name snacks and drinks, lots of legroom and award-winning service. Book JetBlue flights and vacation packages to 100+ destinations. Award-winning service, the most legroom in coach, free wi-fi, live TV, movies, snacks, and more.Mar 5, 2024 · Find the cheapest month to fly from Chicago O'Hare International to New York. We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to New York flights are currently cheapest in May. Apr. from $148. Flights to New York (NYC), low-cost direct flights and cheap flight offers on the route to New York (NYC) from $47 (price correct on 02/14/24). ... Flights from Chicago (CHI) to New York (NYC) Best option . Chicago. New York. 04/09/24 direct NK3385 02h 09min . 04/16/24 direct NK3386 02h 40min . Spirit Airlines : $53 . Found several days ago.New York John F Kennedy Intl Airport. $251. New York LaGuardia Airport. $259. Newark Airport. Search and compare first class flight deals to New York. Fly from Fort Lauderdale from $639, from Dallas from $709, from Miami from $726. Book your first class tickets to New York.Chicago. $103. Flights to Chicago Midway Airport, Chicago. $55. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $43. Fly from New York State on Spirit Airlines, Frontier, American Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.Find the cheapest month - or even day - to fly to Chicago O'Hare International. Apr. from $46. May. from $44. Jun. from $57. Jul. from $76.Flights from Chicago to New York with American Airlines. Round trip. 1 Adult, Economy class. Book with cash. From. To. Depart. 04/29/24. today.The usual cost for a one-way flight to Newark Airport is around $20, while a round-trip averages at about $35. Usually, a round-trip ticket to New York costs in the vicinity of $225, but there are deals as low as $73. If time is of the essence, the quickest one-way flight to New York departs from Ithaca with an average duration of 0 hours 21 ...Find the lowest prices on one-way and round-trip tickets right here. New York.$91 per passenger.Departing Wed, May 8, returning Wed, May 22.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Chicago Midway on Wed, May 8, arriving in New York LaGuardia.Inbound indirect flight with Frontier ...New York State ». New Windsor. $287. Flights to New Windsor, New Windsor. Fly from Chicago to Stewart Intl. on Allegiant Air from $112... Search for Stewart Intl. flights on KAYAK now to find the best deal.Wed, 15 May ORD - LGA with Spirit Airlines. Direct. from £47. Chicago. £48 per passenger.Departing Tue, 4 Jun, returning Wed, 12 Jun.Return flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departs from New York LaGuardia on Tue, 4 Jun, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines ...Cheap flights from Chicago (ORD) to New York (LGA) Prices were available within the past 7 days and start at CA $36 for one-way flights and CA $76 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to New York with no change fee on selected ...Book United Airlines cheap flights to 300+ destinations worldwide on our official site. Find our most popular flight deals and earn MileagePlus® miles. ... Our main U.S. hubs are located in the major cities of Chicago, Denver, Houston, New York/Newark, Los Angeles, San Francisco and Washington, D.C. United is a founding member of Star Alliance ...Chicago. $103. Flights to Chicago Midway Airport, Chicago. $55. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $43. Fly from New York State on Spirit Airlines, Frontier, American Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.The two airlines most popular with KAYAK users for flights from Chicago to Syracuse are Delta and United Airlines. With an average price for the route of $266 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $303 and an overall rating of 7.4.Find Ultra Low Fares from New York to Chicago. Fly with Spirit Airlines and get a great deal on flights from New York to Chicago. With Spirit's Bare Fare™ You Pay Only the Services You Need!Flight deals from Chicago to New York. Looking for a cheap last-minute deal or the best return flight from Chicago to New York? Find the lowest prices on one-way and return …Flight deals from Chicago to New York. Looking for a cheap last-minute deal or the best return flight from Chicago to New York? Find the lowest prices on one-way and return …Tue, 21 May EWR - ORD with Spirit Airlines. 1 stop. from £95. New York. £111 per passenger.Departing Sat, 10 Aug, returning Sat, 17 Aug.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 10 Aug, arriving in New York Newark.Inbound direct flight with United departs from New York ...Salt Lake City (SLC) to New York (JFK) From. $134. one-way. Restrictions Apply. Seattle (SEA) to New York (JFK) From. $149. one-way.United States. Illinois. $316. Flights from Bloomington, Illinois to New York. $252. Flights from Champaign to New York. $55. Flights from Chicago to New York. $223.Spirit Airlines is one of the most popular airlines used for those traveling from New York to Chicago. Flights on this route from Spirit Airlines typically cost $454.87 RT, a price that is 20% more expensive than the average New York to Chicago flight. The cheapest flight found was $84 RT.Flights to Brooklyn, New York State. $108. Flights to Buffalo, New York State. $79. Flights to Cooperstown, New York State. View more. Find flights to New York State from $44. Fly from the United States on Frontier, Spirit Airlines and more. Search for New York State flights on KAYAK now to find the best deal. Flights to New York John F Kennedy Intl Airport, New York. $607. Flights to New York LaGuardia Airport, New York. $327. Flights to Newark Airport, New York. Find flights to New York from $90. Fly from Chicago on Spirit Airlines, Delta, JetBlue and more. Search for New York flights on KAYAK now to find the best deal. The best way to get from Chicago to New York is to fly which takes 4h 20m and costs $100 - $700. Alternatively, you can bus via Columbus, which costs $120 - $170 and takes 15h 32m, you could also train, which costs $40 - $290 and takes 20h 12m.Wed, 25 Sep JFK - ORD with American Airlines. Direct. from £134. New York. £140 per passenger.Departing Thu, 30 May, returning Mon, 3 Jun.Return flight with jetBlue.Outbound direct flight with jetBlue departs from Chicago O'Hare International on Thu, 30 May, arriving in New York John F. Kennedy.Inbound direct flight with jetBlue …Flights from Chicago (CHI) to New York (NYC), low-cost direct flights and cheap flight offers on the route Chicago (CHI) New York (NYC) from $53 (price correct on 02/24/24). Book cheap tickets for direct flights online.Compare flight deals to Chicago FSS from New York from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best New York-Chicago FSS ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to ... There are 5 airlines that fly nonstop from Chicago O'Hare Intl Airport to New York. They are: American Airlines, Delta, JetBlue, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $52 for a one-way flight. On average, the best prices for this route can be found at Spirit ... Every ride counts as an Amtrak Guest Rewards member. Earn points toward reward travel, upgrades and more. Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America.American Airlines to New York. $73. United Airlines to New York. Find flights to New York from $43. Fly from the United States on Spirit Airlines, Frontier and more. Fly from Orlando from $43, from Fort Lauderdale from $47 or from Dallas from $47. Search for New York flights on KAYAK now to find the best deal.The cheapest month for flights from New York LaGuardia Airport to Chicago Midway Airport is April, where tickets cost $205 on average. On the other hand, the most expensive months are May and July, where the average cost of tickets is $488 and $438 respectively.Mon, Jun 3 EWR - CID with Spirit Airlines. 1 stop. from $194. New York.$206 per passenger.Departing Thu, May 2, returning Sun, May 5.Round-trip flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departing from Cedar Rapids on Thu, May 2, arriving in New York LaGuardia.Inbound indirect flight with Frontier Airlines ...Tue, May 14 IAH - LGA with Spirit Airlines. Direct. Wed, Jun 5 LGA - IAH with Spirit Airlines. Direct. from $87. New York.$89 per passenger.Departing Sat, Oct 5, returning Tue, Oct 8.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Houston George Bush Intercntl. on Sat, Oct 5, arriving in New ...Mon, 14 Oct LGA - MDW with Frontier Airlines. 1 stop. from £220. New York. £711 per passenger.Departing Fri, 6 Sep, returning Sun, 8 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 6 Sep, arriving in New York LaGuardia.Inbound indirect flight with Delta, departs from New York LaGuardia on ...The cheapest way to get from Chicago to New York, NY costs only $109, and the quickest way takes just 4¾ hours. Find the travel option that best suits you. ... Flights from Chicago O'Hare to New York JFK via Reagan Washington Ave. Duration 4h 49m When Every day Estimated price $100 - $420 Flights from Chicago O'Hare to White Plains ...Most likely landing spot for Odunze. April 24, 2024 08:10 AM. After Caleb Williams and Rome Odunze shared a flight to Detroit, Mike Florio and Chris Simms map out Odunze's chances of landing in Chicago at No. 9 or if the Bears should consider a trade. Up Next.Find United Airlines cheap flights from New York/Newark to Chicago. Enjoy a New York/Newark to Chicago modern flight experience in premium cabins with Wi-Fi.The best way to get from Chicago to New York is to fly which takes 4h 20m and costs $100 - $700. Alternatively, you can bus via Columbus, which costs $120 - $170 and takes 15h 32m, you could also train, which costs $40 - $290 and takes 20h 12m.Airfares from $31 One Way, $61 Round Trip from Chicago to New York. Prices starting at $61 for return flights and $31 for one-way flights to New York were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.American Airlines, United Airlines and two other airlines fly from Chicago to Manhattan hourly. Alternatively, Amtrak operates a train from Chicago Union Station to New York Penn Station once daily. Tickets cost $40 - $290 and the …Cheap Flights from Chicago (ORD) to New York (JFK) Prices were available within the past 7 days and start at ₹4,131 for one-way flights and ₹14,908 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.
Southwest Airlines and Delta fly from New York, NY to Chicago every 4 hours. Alternatively, you can take a bus from New York, NY to Chicago via New York, NY, Columbus, OH, and Columbus, OH in around 15h 12m. Airlines.. Ezcardinfo.com
Which airlines offer flights from Chicago to New York? Flights from Chicago to New York are operated by 4 airlines. Spirit Airlines (£73.09), American Airlines (£85.89) and Delta Air Lines (£148.99) have the cheapest fares. When is the first flight from Chicago to New York in the morning?Flights from Chicago (CHI) to New York (NYC), low-cost direct flights and cheap flight offers on the route Chicago (CHI) New York (NYC) from $53 (price correct on 02/24/24). Book cheap tickets for direct flights online.Find flights to New York from $37. Fly from Chicago on Spirit Airlines, Frontier and more. Search for New York flights on KAYAK now to find the best deal.Book one-way or return flights from Chicago to New York with no change fee on selected flights. Earn double rewards with airline miles + Expedia points. Find 2024 flight deals now! ... Select JetBlue Airways flight, departing Wed., Feb. 28 from Chicago to New York, returning Fri., Mar. 1, priced at CA $178 found 23 hours ago. Wed., Feb. 28 ...Use Google Flights to plan your next trip and find cheap one way or round trip flights from New York to Chicago. Find the best flights fast, track prices, and book with confidence.The calculation of flight time is based on the straight line distance from Chicago, IL to NYC ("as the crow flies"), which is about 719 miles or 1 157 kilometers. Your trip begins in Chicago, Illinois. It ends at New York Metropolitan Area in New York, New York. Your flight direction from Chicago, IL to NYC is East (92 degrees from North).There are 5 non-stop flights from Chicago, Illinois to New York, New York. American Airlines. Spirit Airlines. United Airlines. See the full list of airline routes and airports to book your trip. You may need to drive to a nearby airport to get a direct flight. Use the form below to search for cheap airline tickets. From:Compare flight deals to New York from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Chicago-New York ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to New York from ...Prices were available within the past 7 days and start at $59 for one-way flights and $118 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. One way. Roundtrip. Tue, May 7 - … Our data shows that the cheapest route for a one-way flight from New York to Chicago O'Hare Intl Airport cost $42 and was between New York LaGuardia Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $74. On average, a flight to Chicago O'Hare Intl Airport costs $411. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Atlanta. The most popular routes on KAYAK are New York to Chicago O'Hare Intl Airport which costs $282 on average, and Boston to Chicago O'Hare Intl Airport, which costs $395 on average.Priority boarding A1-A15. Premium drink10. (on flights 176 miles or more) Free Inflight Internet12. Earn 12X fare more Rapid Rewards points on qualifying flights11. AND. all of the benefits of. Anytime.The cheapest month for flights from New York LaGuardia Airport to Chicago Midway Airport is April, where tickets cost $205 on average. On the other hand, the most expensive months are May and July, where the average cost of tickets is $488 and $438 respectively.Flying from Chicago to New Windsor in July is currently the most expensive (average of $184). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options. January. $125.The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route. Which airline alliances offer flights from New York to Chicago? oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between New York and Chicago, with SkyTeam being the most commonly used for this route.American Airlines, United Airlines and two other airlines fly from Chicago to Manhattan hourly. Alternatively, Amtrak operates a train from Chicago Union Station to New York Penn Station once daily. Tickets cost $40 - $290 and the journey takes 20h 12m. Airlines. United Airlines.There are 5 non-stop flights from Chicago, Illinois to New York, New York. American Airlines. Spirit Airlines. United Airlines. See the full list of airline routes and airports to book your trip. You may need to drive to a nearby airport to get a direct flight. Use the form below to search for cheap airline tickets. From:The two airlines most popular with KAYAK users for flights from New York to Chicago are Alaska Airlines and Delta. With an average price for the route of $319 and an overall rating of 8.1, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $276 and an overall rating of 8.0.Cheap Flights from Chicago to Albany (ORD-ALB) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Albany with no change fee on selected flights.Cheap Flights from New York to Chicago (NYC-CHI) Prices were available within the past 7 days and start at $31 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from New York to Chicago with no change fee on selected flights..