Flights from New York to Chicago
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Lowest one-way fare
$96
Departing Tue, Feb 9, 2027
See flights on Feb 9Prices last checked Nov 5, 2026
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Cheapest days to fly New York to Chicago
The lowest one-way fare found for each day over the next few months.
Cheapest dates found
November 2026
From $111December 2026
From $105January 2027
From $111Good to know: New York to Chicago
Nonstop flights, stops and airlines on the cheapest fares we found.
- Nonstop flightsFrom $111American Airlines · Newark Liberty to O'Hare · 2h 57m
- Stops on the cheapest faresMostly one stopOf the 8 cheapest fares: 1 nonstop, 7 one stop.
- Airlines on the cheapest faresFrontier Airlines and American AirlinesFares with stops may combine airlines.
- Airports usedNewark Liberty and LaGuardiaWhere the cheapest fares from New York leave from, most common first. Arriving at Chicago Midway and O'Hare.
Based on the 8 cheapest one-way fares in recent searches, checked Nov 5, 2026.
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Frequently asked questions
How much do flights from New York to Chicago cost?
One-way fares start from $96, based on recent searches checked on Nov 5, 2026. Prices change often, so confirm the final fare on our partner's site before booking.
What is the cheapest date to fly from New York to Chicago?
The lowest recent one-way fare we found departs on Tue, Feb 9, 2027. Try nearby dates too, since fares can differ by the day.
What is the cheapest month to fly from New York to Chicago?
Of the next 3 months, December has the lowest fare we've seen: $105 on Tue, Dec 8, 2026. For comparison, November from $111 and January from $111.
Are there direct flights from New York to Chicago?
Yes. The cheapest nonstop fare we found was $111 with American Airlines, from Newark Liberty International Airport to O'Hare International Airport, a flight of about 2h 57m.
Which airlines fly from New York to Chicago?
The cheapest fares we found were on Frontier Airlines and American Airlines. Fares with stops may combine more than one airline, so check each flight before you book.
Do you sell plane tickets?
No. We compare fares and send you to our travel partner Aviasales, where you choose a booking option and pay. Changes, refunds and support are handled by the airline or agency you book with.