$74 Find deals on international flights to Chicago - Compare and Save

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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

Wed, Jan 27 - Sat, Jan 30
Volaris Logo
9:55 pm - 4:43 amCUN  Cancun-ORD Chicago O'Hare Intl
7h 48m1 stop Mexico City Benito Juarez
Volaris Logo
12:04 am - 9:57 amORD  Chicago O'Hare Intl-CUN Cancun
8h 53m1 stop Mexico City Benito Juarez
$276Volaris
Thu, Jan 28 - Sun, Jan 31
Viva Logo
6:15 am - 11:35 pmCUN  Cancun-ORD Chicago O'Hare Intl
18h 20m1 stop Mexico City Benito Juarez
Viva Logo
2:00 pm - 11:55 pmORD  Chicago O'Hare Intl-CUN Cancun
8h 55m1 stop Monterrey Gen Mariano Escobedo
$322Viva
Thu, Jan 7 - Tue, Jan 19
Multiple Airlines Logo
11:40 am - 7:15 pmCUN  Cancun-ORD Chicago O'Hare Intl
8h 35m1 stop Dallas/Fort Worth
Multiple Airlines Logo
12:04 am - 1:57 pmORD  Chicago O'Hare Intl-CUN Cancun
12h 53m1 stop Mexico City Benito Juarez
$349Multiple Airlines
Fri, Dec 4 - Mon, Dec 7
Frontier Logo
11:24 am - 2:25 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 01mnonstop
Frontier Logo
7:42 am - 1:00 pmORD  Chicago O'Hare Intl-CUN Cancun
4h 18mnonstop
$354Frontier
Fri, Dec 25 - Mon, Jan 4
Frontier Logo
11:38 am - 2:38 pmCUN  Cancun-ORD Chicago O'Hare Intl
4h 00mnonstop
Frontier Logo
7:46 am - 1:04 pmORD  Chicago O'Hare Intl-CUN Cancun
4h 18mnonstop
$355Frontier
Fri, Dec 25 - Fri, Jan 1
Delta Logo
8:15 am - 2:41 pmCUN  Cancun-MDW Chicago Midway
7h 26m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 3:07 pmMDW  Chicago Midway-CUN Cancun
8h 07m1 stop Atlanta Hartsfield-Jackson
$455Delta
Thu, Dec 24 - Thu, Dec 31
Delta Logo
8:15 am - 5:44 pmCUN  Cancun-MDW Chicago Midway
10h 29m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 12:42 pmMDW  Chicago Midway-CUN Cancun
5h 42m1 stop Atlanta Hartsfield-Jackson
$456Delta
Thu, Jan 21 - Mon, Jan 25
Multiple Airlines Logo
4:57 pm - 11:46 pmCUN  Cancun-MDW Chicago Midway
7h 49m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:17 pm - 12:04 pmMDW  Chicago Midway-CUN Cancun
16h 47m1 stop Guadalajara Miguel Hidal
$460Multiple Airlines
Sun, Dec 13 - Fri, Mar 12
Etihad Airways Logo
11:00 pm - 7:35 amBOM  Mumbai Chhatrapati Shivaji Intl-ORD Chicago O'Hare Intl
20h 05m1 stop Abu Dhabi Zayed Intl
Etihad Airways Logo
1:15 pm - 7:00 pmORD  Chicago O'Hare Intl-BOM Mumbai Chhatrapati Shivaji Intl
18h 15m1 stop Abu Dhabi Zayed Intl
$836Etihad Airways
Sun, Dec 13 - Fri, Mar 12
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
1:15 pm - 7:50 pmORD  Chicago O'Hare Intl-BOM Mumbai Chhatrapati Shivaji Intl
19h 05m1 stop Abu Dhabi Zayed Intl
$838Etihad Airways
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

$74
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
Monticello
Porter
Saint John
Griffith

More options for your flight to Chicago