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Book Cheap International Flights Deals to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip international flight deals to Chicago

Mon, Mar 8 - Thu, Apr 15
Viva Logo
2:45 pm - 11:35 pmCUN  Cancun-ORD Chicago O'Hare Intl
9h 50m1 stop Mexico City Benito Juarez
Viva Logo
1:20 am - 11:40 amORD  Chicago O'Hare Intl-CUN Cancun
10h 20m1 stop Mexico City Benito Juarez
$343Viva
Wed, Jan 27 - Sun, Jan 31
Volaris Logo
10:45 am - 10:13 pmCUN  Cancun-ORD Chicago O'Hare Intl
12h 28m1 stop Mexico City Benito Juarez
Volaris Logo
6:29 am - 8:57 pmORD  Chicago O'Hare Intl-CUN Cancun
13h 28m1 stop Mexico City Benito Juarez
$344Volaris
Wed, Feb 10 - Mon, Feb 15
Multiple Airlines Logo
11:05 am - 10:55 pmCUN  Cancun-ORD Chicago O'Hare Intl
12h 50m1 stop León Del Bajio
Multiple Airlines Logo
12:35 am - 9:35 pmORD  Chicago O'Hare Intl-CUN Cancun
20h 00m1 stop Guadalajara Miguel Hidal
$353Multiple Airlines
Tue, Dec 22 - Tue, Jan 5
Frontier Logo
11:38 am - 2:38 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 00mnonstop
Frontier Logo
7:40 am - 12:58 pmORD  Chicago O'Hare Intl-CUN Cancun
4h 18mnonstop
$354Frontier
Tue, Mar 2 - Tue, Mar 9
Frontier Logo
11:38 am - 2:38 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 00mnonstop
Frontier Logo
7:29 am - 12:52 pmORD  Chicago O'Hare Intl-CUN Cancun
4h 23mnonstop
$356Frontier
Thu, Dec 10 - Mon, Dec 14
Delta Logo
8:05 am - 4:16 pmCUN  Cancun-MDW Chicago Midway
9h 11m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:02 pm - 9:08 pmMDW  Chicago Midway-CUN Cancun
7h 06m1 stop Atlanta Hartsfield-Jackson
$436Delta
Thu, Dec 10 - Mon, Dec 14
Delta Logo
11:16 am - 10:54 pmCUN  Cancun-MDW Chicago Midway
12h 38m2 stops Mexico City Benito Juarez Atlanta Hartsfield-Jackson
Delta Logo
9:37 am - 9:08 pmMDW  Chicago Midway-CUN Cancun
10h 31m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$445Delta
Wed, Nov 18 - Wed, Apr 28
Etihad Airways Logo
4:40 am - 7:35 amBOM  Mumbai Chhatrapati Shivaji Intl-ORD Chicago O'Hare Intl
38h 25m1 stop Abu Dhabi Zayed Intl
Etihad Airways Logo
2:00 pm - 7:00 pmORD  Chicago O'Hare Intl-BOM Mumbai Chhatrapati Shivaji Intl
18h 30m1 stop Abu Dhabi Zayed Intl
$828Etihad Airways
Tue, Dec 1 - Fri, Feb 5
Etihad Airways Logo
5:10 pm - 7:35 amBOM  Mumbai Chhatrapati Shivaji Intl-ORD Chicago O'Hare Intl
25h 55m1 stop Abu Dhabi Zayed Intl
Etihad Airways Logo
1:15 pm - 1:55 amORD  Chicago O'Hare Intl-BOM Mumbai Chhatrapati Shivaji Intl
25h 10m1 stop Abu Dhabi Zayed Intl
$829Etihad Airways
Wed, Dec 2 - Thu, Jan 28
Multiple Airlines Logo
4:20 pm - 2:30 pmDEL  New Delhi Indira Gandhi Intl-ORD Chicago O'Hare Intl
33h 40m1 stop Doha Hamad Intl
Multiple Airlines Logo
6:50 pm - 8:25 amORD  Chicago O'Hare Intl-DEL New Delhi Indira Gandhi Intl
26h 05m1 stop Doha Hamad Intl
$842Multiple Airlines
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What are the most popular airlines flying to Chicago?

The most popular airline among KAYAK users flying to Chicago is American Airlines, followed by United Airlines and Frontier.

Good to know

Low season

January

Cheapest flight

$78
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Fort Lauderdale to Chicago O'Hare Airport

FAQs for booking Worldwide to Chicago flights

  • How does KAYAK find such low prices on flights from Worldwide to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Worldwide to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Worldwide to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Worldwide is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Worldwide to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Worldwide with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Worldwide to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Worldwide up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Chesterton
Munster
Schererville
Porter
Monticello
Saint John
Griffith

More options for your flight to Chicago