Most Popular Airlines Flying 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.
Porter Airlines logo Porter Airlines
WestJet logo WestJet
Air Canada logo Air Canada
United Airlines logo United Airlines
American Airlines logo American Airlines
Alaska Airlines logo Alaska Airlines
Air Transat logo Air Transat
Delta Air Lines logo Delta Air Lines
Etihad Airways logo Etihad Airways
EVA Air logo EVA Air
Air India logo Air India
Frontier Airlines logo Frontier Airlines
Cathay Pacific logo Cathay Pacific
Turkish Airlines logo Turkish Airlines
Flair Airlines logo Flair Airlines
Emirates logo Emirates

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 AED 871. Don’t miss out!

-4%
Toronto Chicago
Porter Airlines Porter Airlines
One way
Economy
Mon, Feb 9
AED 884
AED 847
-11%
Calgary Chicago
WestJet WestJet
One way
Economy
Mon, Feb 2
AED 1,093
AED 988
60%
Vancouver Chicago
Porter Airlines Porter Airlines
One way
Economy
Sat, Mar 7
AED 392
AED 970
64%
Montreal Chicago
Porter Airlines Porter Airlines
One way
Economy
Fri, Feb 13
AED 311
AED 862
46%
Edmonton Chicago
WestJet WestJet
One way
Economy
Fri, Feb 6
AED 474
AED 881
67%
Regina Chicago
WestJet WestJet
One way
Economy
Fri, Feb 6
AED 373
AED 1,144
66%
Kelowna Chicago
WestJet WestJet
One way
Economy
Fri, Jan 30
AED 387
AED 1,155
69%
Winnipeg Chicago
WestJet WestJet
One way
Economy
Mon, Mar 16
AED 397
AED 1,268
49%
Saskatoon Chicago
WestJet WestJet
One way
Economy
Mon, Feb 9
AED 359
AED 701

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.

8 day trip
Mon, Feb 2- Mon, Feb 9
8 day trip
Toronto
Chicago
AED 474
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5 day trip
Thu, Feb 5- Mon, Feb 9
5 day trip
Montreal
Chicago
AED 502
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4 day trip
Fri, Feb 13- Mon, Feb 16
4 day trip
Calgary
Chicago
AED 506
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4 day trip
Fri, Jan 30- Mon, Feb 2
4 day trip
Kelowna
Chicago
AED 625
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8 day trip
Mon, Feb 2- Mon, Feb 9
8 day trip
Edmonton
Chicago
AED 670
Search
7 day trip
Thu, Jan 29- Wed, Feb 4
7 day trip
Vancouver
Chicago
AED 697
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Useful info for your flights to Chicago from the United Kingdom

Cheapest one-way flight priceAED 361
Cheapest return ticket priceAED 529
Cheapest monthJanuary
Peak season for travelJuly
Flight distance701.97km
Average flight time2 hours
Popular airlinePorter Airlines

Frequently asked questions: Booking Chicago flights

  • How long is the flights to Chicago?

    • Approx. 1 hour 54 minutes to fly from Toronto to Chicago.
    • Approx. 3 hours 39 minutes to fly from Calgary to Chicago.
    • Approx. 4 hours 20 minutes to fly from Vancouver to Chicago.
    • Approx. 5 hours 21 minutes to fly from Edmonton 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 March. The average price of flight tickets to Chicago in March is AED 1,321.
  • Flight tickets to Chicago are the cheapest in January compared to other months, the average price is AED 1,358.
  • Popular airlines with flights to Chicago: American Airlines, United Airlines, and Frontier Airlines.