$52 Find deals on international flights to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 3/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals
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Flight Deals

Book Cheap International Flights Deals to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip international flight deals to Chicago

Thu, Apr 16 - Tue, Apr 21
Frontier Logo
10:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Frontier Logo
6:30 am - 10:38 am
ORD
-
CUN
4h 08mnonstop
$147Frontier
Thu, Apr 16 - Mon, Apr 20
Frontier Logo
10:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Frontier Logo
6:30 am - 10:38 am
ORD
-
CUN
4h 08mnonstop
$155Frontier
Thu, Mar 5 - Tue, Mar 10
Frontier Logo
6:27 pm - 9:37 pm
CUN
-
ORD
4h 10mnonstop
Frontier Logo
6:30 am - 10:34 am
ORD
-
CUN
4h 04mnonstop
$168Frontier
Tue, Apr 28 - Tue, May 5
Frontier Logo
10:40 am - 2:49 pm
CUN
-
ORD
4h 09mnonstop
Frontier Logo
6:30 am - 10:33 am
ORD
-
CUN
4h 03mnonstop
$175Frontier
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
6:27 pm - 9:37 pm
CUN
-
ORD
4h 10mnonstop
Multiple Airlines Logo
6:05 am - 9:54 am
ORD
-
CUN
3h 49mnonstop
$221Multiple Airlines
Thu, Apr 16 - Tue, Apr 21
Delta Logo
8:00 am - 4:29 pm
CUN
-
MDW
8h 29m
1 stop
Delta Logo
9:27 am - 8:15 pm
MDW
-
CUN
10h 48m
2 stops
$281Delta
Fri, May 1 - Sun, May 10
Aeromexico Logo
8:00 am - 4:26 pm
CUN
-
MDW
8h 26m
1 stop
Aeromexico Logo
10:46 am - 8:03 pm
MDW
-
CUN
9h 17m
1 stop
$301Aeromexico
Thu, Mar 12 - Wed, Mar 18
Delta Logo
10:50 am - 5:54 pm
CUN
-
MDW
7h 04m
1 stop
Delta Logo
9:35 am - 8:20 pm
MDW
-
CUN
10h 45m
2 stops
$302Delta
Sat, May 2 - Fri, May 8
JetBlue Logo
1:30 pm - 9:36 pm
MAD
-
ORD
15h 06m
1 stop
JetBlue Logo
6:00 am - 11:30 am
ORD
-
MAD
22h 30m
1 stop
$480JetBlue
Thu, Apr 9 - Wed, Apr 22
Multiple Airlines Logo
3:55 pm - 8:35 am
DEL
-
ORD
27h 10m
1 stop
Multiple Airlines Logo
1:10 pm - 4:00 pm
ORD
-
DEL
16h 20mnonstop
$717Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$52
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Dallas/Fort Worth Airport 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
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Worldwide

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $155
Business Class flights to Chicagofrom $249
Premium Economy Class flights to Chicagofrom $157
Economy Class flights to Chicagofrom $48