Cheap flights from New York to Chicago

Flights overview

Useful information for finding cheap flights from New York to Chicago and booking your next trip
Cheapest round-trip flights $56
Frontier Nonstop 3 hr Thu, Feb 26 — Sun, Mar 1
The cheapest round-trip flight from New York to Chicago is currently $56
Cheapest one-way flight $28
Frontier Nonstop 3 hr Thu, Mar 5
The cheapest one-way flight from New York to Chicago is currently $28
Last-minute weekend getaway $104
Spirit Nonstop 3 hr Sat, Jan 31 — Mon, Feb 2
The cheapest last-minute weekend getaway from New York to Chicago is currently $104
Cheapest business class flights $371
American Nonstop 3 hr Thu, Feb 26 — Sun, Mar 1
The cheapest business class round-trip flight from New York to Chicago is currently $371
Fastest flight 2 hr 20 min The fastest nonstop flight from New York to Chicago takes 2 hr 20 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 month to fly is typically August.
January
Cheapest
Typical prices: $65–160
August
Most expensive
Typical prices: $150–235

Popular airlines from New York to Chicago

  • United
    Nonstop
    from $137
    Typical price: $145–270
    167 weekly nonstop flights
    EWR, LGA - ORD Every day
    937 weekly connecting flights
    EWR, LGA - ORD Every day
  • American
    Nonstop
    from $122
    Typical price: $150–285
    112 weekly nonstop flights
    EWR, JFK, LGA - ORD Every day
    1067 weekly connecting flights
    EWR, JFK, LGA - ORD Every day
  • Delta
    Nonstop
    from $137
    Typical price: $160–370
    77 weekly nonstop flights
    JFK, LGA - ORD Every day
    2363 weekly connecting flights
    EWR, JFK, LGA - MDW, ORD Every day
  • Southwest
    Nonstop
    from $137
    Typical price: $160–340
    45 weekly nonstop flights
    LGA - MDW Every day
    605 weekly connecting flights
    LGA - MDW, ORD Every day
  • Spirit
    Nonstop
    from $58
    Typical price: $90–220
    12 weekly nonstop flights
    EWR, LGA - ORD Every day
    32 weekly connecting flights
    EWR, LGA - ORD Every day
  • JetBlue
    Nonstop
    from $157
    Typical price: $170–460
    7 weekly nonstop flights
    JFK - ORD Every day
    16 weekly connecting flights
    JFK - ORD Every day

Popular airports near New York

  • John F. Kennedy International Airport (JFK)
    New York United States 39 min 12 mi
  • LaGuardia Airport (LGA)
    New York United States 25 min 8 mi
  • Newark Liberty International Airport (EWR)
    Newark United States 29 min 8 mi
  • Boston Logan International Airport (BOS)
    Boston United States 3 hr 40 min 192 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 27 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 24 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from New York to Chicago

The cheapest flights from New York to Chicago are usually in January. Typical ticket prices in January range from $65 to $160.
The cheapest round-trip flight from New York to Chicago recently found on Google Flights was with Frontier from $56. The cheapest one-way flight was with Frontier from $28.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from New York to Chicago is $137, flying from Feb 26 to Mar 1.
  • The cheapest American flight from New York to Chicago is $122, flying from Feb 28 to Mar 1.
  • The cheapest Delta flight from New York to Chicago is $137, flying from Feb 26 to Mar 2.
  • The cheapest Southwest flight from New York to Chicago is $137, flying from Feb 26 to Mar 1.
  • The cheapest Spirit flight from New York to Chicago is $58, flying from Feb 26 to Mar 1.
  • The cheapest JetBlue flight from New York to Chicago is $157, flying from Feb 26 to Mar 2.
The cheapest round-trip flight from New York to Chicago starts at $56 from Thu, Feb 26 to Sun, Mar 1. The cheapest one-way flight starts at $28 and departs on Thu, Mar 5.
2 hr 20 min is the shortest flight time from New York to 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.
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.
What counts as the best airline for your flights from New York to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from New York to Chicago.

In terms of nonstop flights, United is the most popular. United offers 167 nonstop flights and 937 connecting flights per week. United flies from Newark Liberty International Airport (EWR) , LaGuardia Airport (LGA) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Delta is the most popular. Delta offers 77 nonstop flights and 2,363 connecting flights per week. Delta flies from Newark Liberty International Airport (EWR) , John F. Kennedy International Airport (JFK) , LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from New York to Chicago are:
  • American offers 112 nonstop flights and 1,067 connecting flights per week. American flies from Newark Liberty International Airport (EWR) , John F. Kennedy International Airport (JFK) , LaGuardia Airport (LGA) to Chicago O'Hare International Airport (ORD) .
  • Southwest offers 45 nonstop flights and 605 connecting flights per week. Southwest flies from LaGuardia Airport (LGA) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Spirit offers 12 nonstop flights and 32 connecting flights per week. Spirit flies from Newark Liberty International Airport (EWR) , LaGuardia Airport (LGA) to Chicago O'Hare International Airport (ORD) .
  • JetBlue offers 7 nonstop flights and 16 connecting flights per week. JetBlue flies from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between New York and Chicago.
The cheapest round-trip flight from New York to Chicago recently found on Google Flights was with Frontier from $56. The cheapest one-way flight was with Frontier from $28.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from New York to Chicago is $137, flying from Feb 26 to Mar 1.
  • The cheapest American flight from New York to Chicago is $122, flying from Feb 28 to Mar 1.
  • The cheapest Delta flight from New York to Chicago is $137, flying from Feb 26 to Mar 2.
  • The cheapest Southwest flight from New York to Chicago is $137, flying from Feb 26 to Mar 1.
  • The cheapest Spirit flight from New York to Chicago is $58, flying from Feb 26 to Mar 1.
  • The cheapest JetBlue flight from New York to Chicago is $157, flying from Feb 26 to Mar 2.
United, American, Spirit, Delta, JetBlue, Frontier and Southwest fly direct from New York to Chicago.
  • There are 167 United direct flights from New York to Chicago per week. Flights are available every day.
  • There are 112 American direct flights from New York to Chicago per week. Flights are available every day.
  • There are 77 Delta direct flights from New York to Chicago per week. Flights are available every day.
  • There are 45 Southwest direct flights from New York to Chicago per week. Flights are available every day.
  • There are 12 Spirit direct flights from New York to Chicago per week. Flights are available every day.
  • There are 7 JetBlue direct flights from New York to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between New York and Chicago at price $104 is offered by Spirit from Sat, Jan 31 to Mon, Feb 2.
United, American, Spirit, Delta, JetBlue, Frontier and Southwest fly direct from New York to Chicago.
  • There are 167 United direct flights from New York to Chicago per week. Flights are available every day.
  • There are 112 American direct flights from New York to Chicago per week. Flights are available every day.
  • There are 77 Delta direct flights from New York to Chicago per week. Flights are available every day.
  • There are 45 Southwest direct flights from New York to Chicago per week. Flights are available every day.
  • There are 12 Spirit direct flights from New York to Chicago per week. Flights are available every day.
  • There are 7 JetBlue direct flights from New York to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from New York to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between New York and Chicago start at $56 from Thu, Feb 26 to Sun, Mar 1 with Frontier.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from New York to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between New York and Chicago start at $371 from Thu, Feb 26 to Sun, Mar 1 with American.
The cheapest economy class round-trip flights between New York and Chicago start at $56 from Thu, Feb 26 to Sun, Mar 1.
To book business class trips from New York to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between New York and Chicago starts at $104 from Sat, Jan 31 to Mon, Feb 2 with Spirit.
The cheapest last-minute deal between New York and Chicago at price $104 is offered by Spirit from Sat, Jan 31 to Mon, Feb 2.
To find last-minute flight deals from New York to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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