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New York to Chicago flights
The cheapest New York to Chicago fare we found recently is $98 on Tue, 10 Nov with United Airlines (non-stop). The route covers 1,177 km and has direct flights.
Cheapest$98Tue, 10 Nov
Typical fare$155Next 2 months
Flight time2h 44m1,177 km
DirectYesfrom $98
Cheapest month to fly
Lowest fare per month · tap to search
Cheapest upcoming dates
Recent real fares per adult, economy
| Date | Airline | Stops | Duration | Fare | Action |
|---|---|---|---|---|---|
| Tue, 10 Nov 08:15 |  United Airlines | Non-stop | 2h 44m | $98 | Compare |
| Wed, 18 Nov 06:30 |  Frontier Airlines | 1 stop | 5h 14m | $100 | Compare |
| Tue, 17 Nov 06:30 | Frontier Airlines | 1 stop | 5h 14m | $104 | Compare |
| Thu, 12 Nov 09:29 | Frontier Airlines | 1 stop | 5h 14m | $126 | Compare |
| Tue, 20 Oct 20:19 |  American Airlines | Non-stop | 2h 41m | $128 | Compare |
| Sat, 14 Nov 06:30 | Frontier Airlines | 1 stop | 5h 00m | $129 | Compare |
| Sat, 7 Nov 06:30 | Frontier Airlines | 1 stop | 5h 00m | $131 | Compare |
| Wed, 11 Nov 20:30 | Frontier Airlines | 1 stop | 6h 39m | $131 | Compare |
| Fri, 13 Nov 09:29 | Frontier Airlines | 1 stop | 5h 14m | $135 | Compare |
| Thu, 22 Oct 06:00 | American Airlines | Non-stop | 2h 49m | $137 | Compare |
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Booking sites for this route
Estimated convenience fee per traveller, per flight
Airlines on this route
United Airlines from $98Frontier Airlines from $100American Airlines from $128Route facts
FromLaGuardia Airport (LGA)
ToO'Hare International Airport (ORD)
Distance1,177 km
TypeDomestic · United States
Departure time zoneAmerica/New_York
Arrival time zoneAmerica/Chicago
Coupons for this trip
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Discount with PNB credit cards
Pay with a PNB credit card. Listed on MakeMyTrip flight results. Valid till 31 Oct.
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Flat 12% off on ICICI Bank card EMI
ICICI Bank credit card EMI transactions. Listed on MakeMyTrip flight results. Valid till 31 Oct.
New York to Chicago: questions
What is the cheapest flight from New York to Chicago?
The lowest recent fare is $98 per adult on 10 November with United Airlines. Typical fares in the next two months are around $155.
How long is the flight from New York to Chicago?
The fastest flight we found takes 2h 41m; a typical journey takes 2h 44m. Connecting itineraries take longer.
Which airlines fly from New York to Chicago?
Recent fares on this route include United Airlines, Frontier Airlines, American Airlines.
When is the cheapest time to fly from New York to Chicago?
Based on recent searches, November 2026 has the lowest fares, from $98. Prices rise closer to departure, so booking 3–6 weeks ahead usually helps.
Is there a direct flight from New York to Chicago?
Yes. Non-stop fares start from $98 in recent searches.
Which site is cheapest for New York to Chicago flights?
It changes by date. Aeroport compares each site's estimated checkout total — fare plus convenience fee, minus active coupons — so you can see the cheapest site for your exact flight before you book.