Search and compare airfare from 1000+ airlines and travel sites to get the cheapest flights from Chicago to New York with momondo.Fly Emirates to New York (NYC) and beyond. Get inspired by our recommended destinations and book your next flight or holiday today. And on your way, enjoy superior comfort, gourmet meals and award-winning entertainment with us, whether you're flying in Economy Class, Premium Economy, Business Class or First Class. Flights to Milan.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.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 …Book one-way or return flights from New York to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! Get great 2024 flight deals from New York to Chicago now! ... May 28 from New York to Chicago, returning Wed, Jun 19, priced at $122 found 19 hours ago. Wed, Jul 17 - Tue, Jul 23. JFK. New York. ORD ...Prices were available within the past 7 days and start at $64 for one-way flights and $98 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. One way. Roundtrip. Thu, May 30 - Tue, Jun 4. ORD. Chicago.Cheap Flights from Chicago (ORD) to New York (JFK) Prices were available within the past 7 days and start at £50 for one-way flights and £101 for round trip, for the period specified. ... 8 May from Chicago to New York, returning Wed, 15 May, priced at £120 found 5 hours ago. Wed, 1 May - Fri, 3 May. ORD. Chicago. JFK. New York. £123 Return ... 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 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 ).Compare flight deals to New York from Chicago O'Hare International from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Chicago O'Hare International-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 ...Cheap Flights from Chicago to New York (CHI-LGA) Prices were available within the past 7 days and start at $31 for one-way flights and $61 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 flights.JetBlue is one of the most popular airlines used for those traveling from Chicago to New York. Flights on this route from JetBlue typically cost $225.27 RT, a price that is 56% cheaper than the average Chicago to New York flight. The cheapest flight found was $58 RT.CHICAGO (AP) — Pro-Palestinian demonstrators blocked roadways in Illinois, California, New York and the Pacific Northwest on Monday, temporarily shutting down travel into some of the nation's most heavily used airports, onto the Golden Gate and Brooklyn bridges and on a busy West Coast highway. In Chicago, protesters linked arms and blocked ...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.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 ...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.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.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 ... The cheapest month to fly from Chicago O'Hare International to New York John F. Kennedy is May. Include nearby airports in your search. Widen your search for Chicago O'Hare International to New York John F. Kennedy flight deals by selecting the "add nearby airports" option. Find Ultra Low Fares from Chicago to New York. Fly with Spirit Airlines and get a great deal on flights from Chicago to New York. With Spirit's Bare Fare™ You Pay Only the Services You Need!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 …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 ...There are 4 airlines that fly nonstop from Chicago O'Hare Intl Airport to New York LaGuardia Airport. They are: American Airlines, Delta, 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 ...Chicago (O'Hare), IL to New York (LaGuardia), NY. departing on 9/14. one-way starting at*. $94. Book now. * Restrictions and exclusions apply. Seats and dates are limited. Select markets. 16 travel days available.Flights to Buffalo; New York; United States of America; Flights; Orbitz.com; $46 Cheap flight deals from Chicago (CHI) to Buffalo (BUF) Flights; Packages; Stays; Roundtrip; ... Select Frontier Airlines flight, departing Thu, May 9 from Chicago to Buffalo, returning Sat, May 11, priced at $108 found 2 hours ago. Thu, May 2 - Wed, May 8. ORD ...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!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.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 ...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 ...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!Find cheap flights from Chicago to New York. Search and compare millions of airline tickets to find cheap flight deals.Chicago to Buffalo Flights. Flights from ORD to BUF are operated 29 times a week, with an average of 4 flights per day. Departure times vary between 07:30 - 21:21. The earliest flight departs at 07:30, the last flight departs at 21:21. However, this depends on the date you are flying so please check with the full flight schedule above to see ...Salt Lake City (SLC) to New York (JFK) From. $134. one-way. Restrictions Apply. Seattle (SEA) to New York (JFK) From. $149. one-way.Compare flight deals to Chicago 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 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 4 airlines that fly nonstop from Chicago O'Hare Intl Airport to New York LaGuardia Airport. They are: American Airlines, Delta, 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 ...This month, there are 30,210 flights arriving at New York City Airport, which are 1,007 flights per day or 42 flights per hour. On an average day, there is at least 1 flight arriving every 1 minutes. The most frequently departed flights to New York City are routes from Los Angeles (LAX) in United States and London Heathrow (LHR) in United Kingdom.Mon, May 20 EWR - NCE with SWISS. 1 stop. from $364. New York.$409 per passenger.Departing Mon, Nov 4, returning Tue, Nov 12.Round-trip flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departing from Nice on Mon, Nov 4, arriving in New York Newark.Inbound indirect flight with TAP Air Portugal, departing from New ...Cheap Flights from Chicago to New York (CHI-LGA) Prices were available within the past 7 days and start at $31 for one-way flights and $61 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 flights.Direct. from 48 €. New York.52 € per passenger.Departing Tue, 23 Apr, returning Wed, 8 May.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 Wed ...Flights between Chicago, IL and New York, NY starting at $32. Choose between United Airlines, Spirit Airlines, or JetBlue Airways to find the best price. Search, compare, and book flights, trains, and buses.Direct. from $59. Chicago.$60 per passenger.Departing Tue, Jun 4, returning Wed, Jun 12.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from New York LaGuardia on Tue, Jun 4, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines departing from Chicago O'Hare ...Use Google Flights to explore cheap flights to anywhere. Search destinations and track prices to find and book your next flight.Looking to fly from the United States to New York with United Airlines? 25% of our users found flights for the following prices or less: From Milwaukee $108 one-way, $257 round-trip; from Rochester, New York $123 one-way, $321 round-trip; from Kansas City $128 one-way, $319 round-trip. The cheapest flight to New York with United Airlines found ...Cheapest flight. $43. Best time to beat the crowds with an average 6% drop in price. Most popular time to fly with an average 11% increase in price. Flight from New York LaGuardia Airport to Chicago Midway Airport.Discover our best American Airlines flight from Chicago ORD to New York JFK To find the best deals on flights to Chicago from New York with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You'll find 2 flights to choose from and can sort by price, flight duration, and arrival or departure time.Find the lowest prices on one-way and return tickets right here. Chicago.$91 per passenger.Departing Tue, 4 Jun, returning Wed, 5 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 ...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.New York. $94 per passenger. Departing Tue, May 7, returning Wed, May 8. Round-trip flight with jetBlue. Outbound direct flight with jetBlue departing from Detroit Wayne County on Tue, May 7, arriving in New York John F. Kennedy.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 (LGA-ORD) Prices were available within the past 7 days and start at $27 for one-way flights and $53 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.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 ...Direct. from $59. Chicago.$60 per passenger.Departing Tue, Jun 4, returning Wed, Jun 12.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from New York LaGuardia on Tue, Jun 4, arriving in Chicago O'Hare International.Inbound direct flight with Spirit Airlines departing from Chicago O'Hare ...Featured daily fares for flights from Chicago (ORD) to Syracuse (SYR) Find United Airlines cheap flights from Chicago to Syracuse. Enjoy a Chicago to Syracuse modern flight experience in premium cabins with Wi-Fi.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. 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. 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 ... 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 ... 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.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 …Amtrak. The best round-trip train deal from Chicago to New York found on momondo in the last 72 hours is $184. The best one-way train deal from Chicago to New York found on momondo in the last 72 hours is $92. Average time it takes to travel by train from Chicago to New York. There is 1 train company servicing this route: Amtrak.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.Wi-Fi Change flight United Club Traveling with pets MileagePlus Baggage Refund Help Center. Find the latest travel deals on flights, hotels and rental cars. Book airline tickets and MileagePlus award tickets to worldwide destinations.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 from Chicago to New York. Search and compare airlines and travel agents for cheap flights from Chicago to 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.New York. $94 per passenger. Departing Tue, May 7, returning Wed, May 8. Round-trip flight with jetBlue. Outbound direct flight with jetBlue departing from Detroit Wayne County on Tue, May 7, arriving in New York John F. Kennedy.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 | KAYAKLooking for a cheap Chicago - New York flight? Compare prices from major travel agents and airlines to get the best flight deals.The two airlines most popular with KAYAK users for flights from Chicago to Berlin are Delta and SWISS. With an average price for the route of $776 and an overall rating of 8.0, Delta is the most popular choice. SWISS is also a great choice for the route, with an average price of $859 and an overall rating of 7.8.Based on KAYAK searches from the last 72 hours, if you fly from Chicago, you should have a good chance of getting the best deal to New York John F Kennedy Airport as it was the cheapest place to fly from.Prices were found for as low as $64 one-way and $127 for a round-trip flight. Also in the last 72 hours, the most popular connection to New York John F Kennedy Airport was from Los Angeles and ...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.Trains. £142. 20h 12m. Buses. £142. 21h 05m. Find flights to New York from £55. Fly from Chicago on Spirit Airlines, Delta, JetBlue and more. Search for New York flights on KAYAK now to find the best deal.Looking for a cheap flight? 25% of our users found tickets from Chicago O'Hare Airport to the following destinations at these prices or less: New York $94 one-way - $136 round-trip. Morning departure is around 10% more expensive than an evening flight, on average*. *Average of the lowest prices shown in KAYAK's search results for departures ...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 ...£50 Cheap Flights from Chicago (ORD) to New York (JFK) Return. One-way. Multi-city. 1 traveller. Economy. Leaving from. Going to. Departing. Returning. Add a place to stay. …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.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 ...Cheap Flights from Chicago to New York (ORD-NYC) Prices were available within the past 7 days and start at $31 for one-way flights and $61 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 flights. The total flight duration from Chicago, IL to New York, NY is 1 hour, 36 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like MDW to LGA . It covers the entire time on a typical commercial flight including take-off and landing. The cheapest month for flights from Chicago Midway Airport to New York John F Kennedy Intl Airport is January, where tickets cost $195 on average. On the other hand, the most expensive months are July and June, where the average cost of tickets is $338 and $322 respectively.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.The best one-way flight to New York from Chicago in the past 72 hours is $30. The best round-trip flight deal from Chicago to New York found on momondo in the last 72 hours is $49. The fastest flight from Chicago to New York takes 2h 00m. Direct flights go from Chicago to New York every day.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 Bloomington to New York are Delta and American Airlines. With an average price for the route of $362 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $446 and an overall rating of 7.3.. Myrprotein
Which airlines provide the cheapest flights from Chicago to Brooklyn? In the last 72 hours, the cheapest one-way ticket between Chicago and Brooklyn found on KAYAK was with Spirit Airlines for $37. Spirit Airlines offered a round-trip …The fastest and shortest route between the Chicago and New York is 805 miles and takes 12 to 13 hours of driving before accounting for rest, fuel and food stops. Start your road trip from Chicago to New York by crossing the Chicago Skyway bridge into Indiana. Henryk Sadura/Shutterstock.com.How long does it take to fly from New York, NY Airport (JFK-John F. Kennedy Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.)? The flight will take roughly 2 hours and 45 minutes from New York, NY Airport (JFK-John F. Kennedy Intl.) to Chicago, IL Airport (ORD-O’Hare Intl.) — hopefully enough time to get through a few chapters of your book!The best way to get from New York to Chicago is to fly which takes 4h 40m and costs $100 - $700. Alternatively, you can bus via Columbus, which costs $110 - $170 and takes 15h 10m, you could also train, which costs $40 - $290 and takes 19h 32m.Compare flight deals to New York from Chicago O'Hare International from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flex your dates to find the best Chicago O'Hare International-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 ...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 … Cheapest round-trip prices found by our users on KAYAK in the last 72 hours. One-way Round-trip. New York nonstop $49. Buffalo 1 stop $97. Syracuse 1 stop $97. Rochester nonstop $242. Albany nonstop $159. Ithaca 1 stop $238. Binghamton 1 stop $276. Which airlines provide the cheapest flights from Chicago to Brooklyn? In the last 72 hours, the cheapest one-way ticket between Chicago and Brooklyn found on KAYAK was with Spirit Airlines for $37. Spirit Airlines offered a round-trip … Flying Time 2 h and 17 m When flying from Chicago to New York City, this can take around 2 h and 17 m in flying time, however this flight duration can vary due to other factors. Cheapest flight $9 The best price for flights from Chicago to New York City offered by eDreams, which have been found by our customers in the last 3 days. United flights from Chicago to New York/Newark from. $ 117. *. Located just 14 miles from Manhattan, Newark Liberty International Airport offers the fastest surface transfer journeys to many parts of the city, including the AirTrain service to New York Penn Station in midtown Manhattan, with a journey time of less than 30 minutes.Prices as travel date approaches. $425 $340 $255 $170 $85 30 20 10 0. By booking your train trip from Chicago to New York on Wanderu at least 29 days ahead of time, you can save about $166.28 on your ticket. Waiting until the last minute means missing out on these savings!Tue, May 21 EWR - BOS with Delta. Direct. from $98. New York.$117 per passenger.Departing Tue, Jun 4, returning Thu, Jun 6.Round-trip flight with Delta.Outbound direct flight with Delta departing from Boston Logan International on Tue, Jun 4, arriving in New York Newark.Inbound direct flight with Delta departing from New York John F. Kennedy ...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.Cheap Flights from New York to Chicago (LGA-ORD) Prices were available within the past 7 days and start at $27 for one-way flights and $53 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.Cheap Flights from New York to Chicago (JFK-MDW) Prices were available within the past 7 days and start at $138 for one-way flights and $266 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.Tue, Jun 11 LGA - CLE with Frontier Airlines. Direct. from $39. New York.$40 per passenger.Departing Wed, Jun 5, returning Wed, Jun 12.Round-trip flight with Spirit Airlines.Outbound direct flight with Spirit Airlines departing from Charleston on Wed, Jun 5, arriving in New York Newark.Inbound direct flight with Spirit Airlines departing from ....