Cheap flights from New York to Chicago

Good to know

Flight information for New York to Chicago to help you plan your next trip.
Cheapest round-trip flight
$89
Spirit Nonstop 3 hr Sep 12 — Sep 15
The cheapest round-trip flight from New York to Chicago is currently $89
Cheapest one-way flight
$45
Spirit Nonstop 3 hr Aug 14
The cheapest one-way flight from New York to Chicago is currently $45
Fastest flight
2 hr 15 min
The fastest nonstop flight from New York to Chicago takes 2 hr 15 min
Nonstop flights
Every day
There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from New York to Chicago is typically January. The most expensive one is typically August.
January
Cheapest
Typical prices: $85–160
August
Most expensive
Typical prices: $165–285

Popular airports near New York

  • John F. Kennedy International Airport (JFK)
    New York 39 min 12 mi
  • LaGuardia Airport (LGA)
    New York 26 min 8 mi
  • Newark Liberty International Airport (EWR)
    Newark 27 min 8 mi
  • Boston Logan International Airport (BOS)
    Boston 3 hr 39 min 192 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago 22 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis 2 hr 56 min 165 mi

Frequently asked questions about flying from New York to Chicago

How long does it take to fly from New York to Chicago?
2 hr 15 min is the shortest flight time from New York to Chicago.
When are the cheapest days to fly from New York to Chicago?
The cheapest days to fly are usually in January. Typical prices range from $85 to $160.
Which airlines provide the cheapest flights from New York to Chicago?
The best round-trip deal recently found on Google Flights from New York to Chicago was with Spirit from $89. The best one-way deal was with Spirit from $45.
When are direct flights from New York to Chicago available?
There are direct flights from New York to Chicago on a daily basis.
Which airlines have direct flights from New York to Chicago?
United, American, Delta, JetBlue, Southwest and Spirit fly direct from New York to Chicago.
What are the cheapest flights from New York to Chicago?
The cheapest round-trip flight from New York to Chicago starts at $89 from Thu, Sep 12 to Sun, Sep 15. The cheapest one-way flight starts at $45 and departs on Wed, Aug 14.
When should you visit Chicago?
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
How do I find cheap dates to fly from New York to Chicago
It's easy to use Google Flights to find the cheapest days to fly from New York to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

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Popular trips from New York

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    1 stop 13 hr 15 min Air Canada, SWISS
  2. Portland
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  3. Chicago
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