Top airlines fly to Chicago

See which airlines fly to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.
American Airlines logo American Airlines
Frontier Airlines logo Frontier Airlines
United Airlines logo United Airlines
Delta Air Lines logo Delta Air Lines
Etihad Airways logo Etihad Airways
EVA Air logo EVA Air
Jetblue Airways logo Jetblue Airways
Spirit Airlines logo Spirit Airlines
Alaska Airlines logo Alaska Airlines
Turkish Airlines logo Turkish Airlines
Air Canada logo Air Canada
Cathay Pacific logo Cathay Pacific
Volaris logo Volaris
Qatar Airways logo Qatar Airways
Porter Airlines logo Porter Airlines
TAP Air Portugal logo TAP Air Portugal
Royal Jordanian logo Royal Jordanian
Japan Airlines logo Japan Airlines
Korean Air logo Korean Air

Latest Flight Deals to Chicago

These are the best offers on flights to Chicago you’ll find over the next 60 days, with savings of up to €164. Don’t miss out!

56%
New York Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Tue, Aug 11
€80
€178
44%
Los Angeles Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jun 30
€127
€225
51%
Dallas Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jul 14
€85
€172
79%
Houston Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jul 21
€44
€208
33%
Atlanta Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Jul 1
€147
€221
39%
Orlando Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Sat, Jul 4
€120
€198
34%
Boston Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Wed, Jul 15
€87
€132
42%
San Francisco Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Jul 22
€139
€238
35%
Seattle Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jul 21
€137
€210

When is the cheapest time to book flights to Chicago?

Departure:

Which month has the cheapest one-way flights from New York to Chicago?

The average price of one-way flights from New York to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from New York to Chicago is November, with an average price of €78; while the month with the highest flight price is usually June, with an average price of up to €191.

€191
€135
€78
€22
    Cheapest
  • €191
    Jun
  • €188
    Jul
  • €163
    Aug
  • €155
    Sep
  • €116
    Oct
  • €78
    Nov
  • €124
    Dec
  • €94
    Jan
  • €101
    Feb
  • €82
    Mar
  • €130
    Apr
  • €155
    May

What is the cheapest month for round-trip flights from New York to Chicago?

Average price of round-trip flights from New York to Chicago purchased by Trip.com users by month over the past 12 months

According to historical data from Trip.com, the lowest prices for flights from New York to Chicago are found during January, with an average price of €148. Conversely, the highest prices are found during July, with an average price of up to €364.

€364
€256
€148
€40
    Cheapest
  • €231
    Jun
  • €364
    Jul
  • €324
    Aug
  • €229
    Sep
  • €258
    Oct
  • €247
    Nov
  • €221
    Dec
  • €148
    Jan
  • €225
    Feb
  • €228
    Mar
  • €228
    Apr
  • €287
    May

What's the cheapest day to fly from New York to Chicago?

Data is based on the average flight price for each day of the week from New York to Chicago on Trip.com over the past 12 months.

Based on Trip.com data from the past 12 months, the cheapest day to fly from New York to Chicago is Tuesday, with average prices lower than on other days. Avoid Sunday, as prices are usually highest then.

€165
€141
€117
€93
  • €136
    Mon
  • €117
    Tue
  • €126
    Wed
  • €136
    Thu
  • €146
    Fri
  • €141
    Sat
  • €165
    Sun

Round-trip fights to Chicago

Whether it's a quick getaway or a business trip to remember, our 3–7 day round trips are perfect for experiencing Chicago affordably.

1 day trip
Wed, Sep 2- Wed, Sep 2
1 day trip
New York
Chicago
€102
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5 day trip
Tue, Sep 1- Sat, Sep 5
5 day trip
Los Angeles
Chicago
€107
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8 day trip
Mon, Jul 6- Mon, Jul 13
8 day trip
San Francisco
Chicago
€151
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8 day trip
Wed, Sep 16- Wed, Sep 23
8 day trip
London
Chicago
€534
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8 day trip
Wed, Jul 8- Wed, Jul 15
8 day trip
Singapore
Chicago
€683
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5 day trip
Fri, Sep 18- Tue, Sep 22
5 day trip
Taipei
Chicago
€705
Search
View more round-trip flights

Useful info for your flights to Chicago from the United States

Cheapest one-way flight price€68
Cheapest round-trip ticket price€139
Cheapest monthSeptember
Peak season for travelJuly
Flight distance1,145.24 km
Average flight time4 hours 26 minutes
Popular airlineAmerican Airlines

Frequently asked questions about flights to Chicago

  • What is the average flight ticket price from United States to Chicago?

    The average ticket price to Chicago is €439. Please use this price as a reference only.
    • Approx. 3 hours to fly from New York to Chicago.
    • Approx. 4 hours 30 minutes to fly from Los Angeles to Chicago.
    • Approx. 2 hours 18 minutes to fly from Atlanta to Chicago.
    • Approx. 2 hours 2 minutes to fly from Toronto to Chicago.
  • You can book cheaper flights in the following ways:
    • Search for tickets to a city or airport near Chicago.
    • Look up different airlines that have flights to Chicago.
    • Browse different departure dates from the same month.
    • Filter for different departure times from the same day.
    • Check for discount information on various social media sites.
    • Explore deals and discounts on airline websites.
  • Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is July. The average price of flight tickets to Chicago in July is €379.
  • Flight tickets to Chicago are the cheapest in September compared to other months, the average price is €310.
  • Popular airlines with flights to Chicago: American Airlines , United Airlines , and Frontier Airlines .

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 28 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.