Cheapest upcoming dates
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Airlines Flying This Route
AA
B6
Airports on this route
Flying from New York
- JFK
John F. Kennedy International Airport
New York
Arriving in Chicago
- ORD
O'Hare International Airport
Chicago
Best time to fly
Among the months with available fare data, November had the lowest observed fare, from $131.
Typical climate in Chicago
Average daily highs and lows in Chicago, and how often it rains.
Warmest month
Jul, around 28°C
Wettest month
Jul, about 13 rainy days
- Jan: average high 0°C, average low -7°C, 10 days of rain.
- Feb: average high 3°C, average low -7°C, 9 days of rain.
- Mar: average high 9°C, average low 0°C, 11 days of rain.
- Apr: average high 15°C, average low 4°C, 14 days of rain.
- May: average high 21°C, average low 10°C, 14 days of rain.
- Jun: average high 27°C, average low 16°C, 13 days of rain.
- Jul: average high 28°C, average low 19°C, 13 days of rain.
- Aug: average high 28°C, average low 18°C, 12 days of rain.
- Sep: average high 25°C, average low 15°C, 10 days of rain.
- Oct: average high 17°C, average low 8°C, 11 days of rain.
- Nov: average high 10°C, average low 1°C, 7 days of rain.
- Dec: average high 5°C, average low -3°C, 9 days of rain.
More for your trip
Everything else your trip needs, compared in one place.
More routes from New York
More ways to reach Chicago
The return route
Tips for Cheaper Flights
Book Early
For flights from New York to Chicago, booking 2-3 months in advance typically offers the best prices.
Fly Mid-Week
Tuesday to Thursday flights are often cheaper than weekend departures on this route.
Compare All Options
Tripzle compares prices from 2 airlines so you always find the best deal.
Be Flexible
Shifting your dates by a day or two can save significantly on New York to Chicago flights.
Frequently Asked Questions
A typical flight from New York to Chicago takes about 2h 56m.
Yes, direct flights are available from New York to Chicago, taking approximately 2h 56m.
Flights to Chicago arrive at O'Hare International Airport (ORD).
2 airlines operate this route, including AA, B6.
Among the months with available fare data, November had the lowest observed fares from New York to Chicago.