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Flights to Chicago

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
United Airlines logo United Airlines
Frontier Airlines logo Frontier Airlines
Delta Air Lines logo Delta Air Lines
EVA Air logo EVA Air
Etihad Airways logo Etihad Airways
Jetblue Airways logo Jetblue Airways
Alaska Airlines logo Alaska Airlines
Spirit Airlines logo Spirit Airlines
Turkish Airlines logo Turkish Airlines
Air Canada logo Air Canada
Cathay Pacific logo Cathay Pacific
Volaris logo Volaris
Qatar Airways logo Qatar Airways
Royal Jordanian logo Royal Jordanian
Porter Airlines logo Porter Airlines
EgyptAir logo EgyptAir
TAP Air Portugal logo TAP Air Portugal
WestJet logo WestJet

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 $193. Don’t miss out!

56%
New York Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Tue, Aug 11
$91
$200
42%
Los Angeles Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jun 30
$144
$249
33%
Dallas Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jul 14
$130
$193
79%
Houston Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jul 21
$50
$243
29%
Atlanta Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Jul 1
$167
$235
34%
Boston Chicago
Delta Air Lines Delta Air Lines
One way
Economy
Wed, Jul 15
$99
$150
37%
Orlando Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Sat, Jul 4
$137
$218
22%
San Francisco Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Wed, Jul 22
$210
$270
33%
Seattle Chicago
Frontier Airlines Frontier Airlines
One way
Economy
Tue, Jul 21
$155
$231

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 $89; while the month with the highest flight price is usually July, with an average price of up to $214.

$214
$152
$89
$27
    Cheapest
  • $193
    Jun
  • $214
    Jul
  • $186
    Aug
  • $177
    Sep
  • $132
    Oct
  • $89
    Nov
  • $141
    Dec
  • $107
    Jan
  • $115
    Feb
  • $93
    Mar
  • $148
    Apr
  • $176
    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.

$188
$161
$133
$106
  • $152
    Mon
  • $133
    Tue
  • $144
    Wed
  • $155
    Thu
  • $166
    Fri
  • $161
    Sat
  • $188
    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
$116
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5 day trip
Tue, Sep 1- Sat, Sep 5
5 day trip
Los Angeles
Chicago
$122
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8 day trip
Mon, Jul 6- Mon, Jul 13
8 day trip
San Francisco
Chicago
$172
Search
8 day trip
Wed, Sep 23- Wed, Sep 30
8 day trip
London
Chicago
$606
Search
6 day trip
Mon, Sep 7- Sat, Sep 12
6 day trip
Taipei
Chicago
$767
Search
8 day trip
Wed, Jul 8- Wed, Jul 15
8 day trip
Singapore
Chicago
$778
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Useful info for your flights to Chicago from the United States

Cheapest one-way flight price$78
Cheapest round-trip ticket price$158
Cheapest monthSeptember
Peak season for travelJuly
Flight distance1,145.24 km
Average flight time4 hours 25 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 $525. 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 $454.
  • Flight tickets to Chicago are the cheapest in September compared to other months, the average price is $367.
  • Popular airlines with flights to Chicago: American Airlines , United Airlines , and Frontier Airlines .

Recommendations by Trip.com

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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.