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.

$73 International Flights to Chicago

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Flight Deals

Book Cheap International Flights Deals to Chicago

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

Round-trip

One-way

Last minute

Direct

Recent round-trip international flight deals to Chicago

Thu, Sep 24 - Mon, Sep 28

12:35 pm - 11:40 pmCUN Cancun-ORD Chicago O'Hare Intl

11h 05m1 stop Punta Cana

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

$303Multiple Airlines

Thu, Sep 24 - Sat, Oct 3

12:35 pm - 11:40 pmCUN Cancun-ORD Chicago O'Hare Intl

11h 05m1 stop Punta Cana

1:40 am - 10:03 amORD Chicago O'Hare Intl-CUN Cancun

8h 23m1 stop Mexico City Benito Juarez

$306Multiple Airlines

Thu, Sep 24 - Mon, Sep 28

12:35 pm - 11:40 pmCUN Cancun-ORD Chicago O'Hare Intl

11h 05m1 stop Punta Cana

5:30 am - 5:12 pmORD Chicago O'Hare Intl-CUN Cancun

11h 42m1 stop Punta Cana

$310Arajet

Thu, Oct 22 - Mon, Oct 26

12:35 pm - 11:40 pmCUN Cancun-ORD Chicago O'Hare Intl

11h 05m1 stop Punta Cana

4:30 am - 4:57 pmORD Chicago O'Hare Intl-CUN Cancun

12h 27m1 stop Punta Cana

$311Arajet

Fri, Oct 2 - Mon, Oct 5

10:15 am - 1:10 pmCUN Cancun-ORD Chicago O'Hare Intl

26h 55m1 stop Monterrey Gen Mariano Escobedo

5:20 pm - 6:45 pmORD Chicago O'Hare Intl-CUN Cancun

25h 25m1 stop Monterrey Gen Mariano Escobedo

$324Viva

Thu, Oct 1 - Mon, Oct 5

9:50 pm - 5:52 amCUN Cancun-ORD Chicago O'Hare Intl

8h 02m1 stop Mexico City Benito Juarez

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

$327Volaris

Thu, Sep 17 - Mon, Sep 21

5:40 pm - 4:54 amCUN Cancun-ORD Chicago O'Hare Intl

11h 14m1 stop Morelia

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

$329Volaris

Fri, Sep 25 - Sat, Oct 3

3:20 pm - 5:52 amCUN Cancun-ORD Chicago O'Hare Intl

14h 32m1 stop Mexico City Benito Juarez

1:40 am - 10:03 amORD Chicago O'Hare Intl-CUN Cancun

8h 23m1 stop Mexico City Benito Juarez

$330Volaris

Thu, Oct 22 - Mon, Oct 26

1:51 pm - 11:43 pmCUN Cancun-MDW Chicago Midway

9h 52m1 stop Atlanta Hartsfield-Jackson

6:15 am - 12:41 pmMDW Chicago Midway-CUN Cancun

6h 26m1 stop Atlanta Hartsfield-Jackson

$336Frontier

Thu, Sep 24 - Sun, Sep 27

1:51 pm - 11:44 pmCUN Cancun-MDW Chicago Midway

9h 53m1 stop Atlanta Hartsfield-Jackson

6:25 am - 12:37 pmMDW Chicago Midway-CUN Cancun

6h 12m1 stop Atlanta Hartsfield-Jackson

$342Frontier

Recent last minute international flight deals to Chicago

Sun, Aug 30 - Mon, Aug 31

11:16 am - 12:06 amCUN Cancun-ORD Chicago O'Hare Intl

12h 50m1 stop León Del Bajio

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

$465Volaris

Thu, Aug 27 - Fri, Sep 4

11:10 am - 8:15 pmCUN Cancun-ORD Chicago O'Hare Intl

9h 05m1 stop Dallas/Fort Worth

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

$513Volaris

Wed, Aug 26 - Tue, Sep 1

6:06 pm - 5:38 amCUN Cancun-ORD Chicago O'Hare Intl

11h 32m1 stop Santiago de Querétaro

7:35 am - 9:03 pmORD Chicago O'Hare Intl-CUN Cancun

13h 28m1 stop Mexico City Benito Juarez

$514Volaris

Wed, Aug 26 - Tue, Sep 1

2:49 pm - 7:55 amCUN Cancun-ORD Chicago O'Hare Intl

17h 06m1 stop Houston George Bush Intcntl

9:29 am - 1:10 pmORD Chicago O'Hare Intl-CUN Cancun

3h 41mnonstop

$535United Airlines

Thu, Aug 27 - Fri, Sep 4

1:14 pm - 5:19 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 05mnonstop

8:49 pm - 10:00 amORD Chicago O'Hare Intl-CUN Cancun

13h 11m1 stop Philadelphia

$537American Airlines

Thu, Aug 27 - Fri, Sep 4

1:14 pm - 5:19 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 05mnonstop

12:11 pm - 8:03 pmORD Chicago O'Hare Intl-CUN Cancun

7h 52m1 stop Dallas/Fort Worth

$539American Airlines

Sun, Aug 30 - Mon, Aug 31

11:16 am - 12:06 amCUN Cancun-ORD Chicago O'Hare Intl

12h 50m1 stop León Del Bajio

4:35 pm - 12:10 pmORD Chicago O'Hare Intl-CUN Cancun

19h 35m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$575Multiple Airlines

Wed, Aug 26 - Tue, Sep 1

12:40 pm - 4:15 pmCUN Cancun-MDW Chicago Midway

3h 35mnonstop

7:50 am - 3:00 pmMDW Chicago Midway-CUN Cancun

7h 10m1 stop Houston Hobby

$589Southwest

Wed, Aug 26 - Tue, Sep 1

12:40 pm - 4:15 pmCUN Cancun-MDW Chicago Midway

3h 35mnonstop

6:00 am - 3:00 pmMDW Chicago Midway-CUN Cancun

9h 00m2 stops Dallas Love Field Houston Hobby

$594Southwest

Sun, Aug 30 - Mon, Aug 31

3:06 pm - 10:47 pmCUN Cancun-MDW Chicago Midway

7h 41m1 stop Atlanta Hartsfield-Jackson

8:23 pm - 9:55 amMDW Chicago Midway-CUN Cancun

13h 32m1 stop Guadalajara Miguel Hidal

$643Multiple 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.

Low season	January
High season	October
Cheapest flight	$73

Best time to beat the crowds with an average 9% drop in price.

Most popular time to fly with an average 1% increase in price.

Flight from Atlanta to Chicago O'Hare Airport

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.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

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Complete your trip

Direct Flights

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Origins

Other airports

Return flight deals

Cabin class types available on flights to Worldwide

First Class flights to Chicagofrom $319

Business Class flights to Chicagofrom $358

Premium Economy Class flights to Chicagofrom $246

Economy Class flights to Chicagofrom $37

$73 Find deals on international flights to Chicago - Compare and Save

Book Cheap International Flights Deals to Chicago

Recent round-trip international flight deals to Chicago

Recent one-way international flight deals to Chicago

Recent last minute international flight deals to Chicago

Recent direct international flight deals to Chicago

KAYAK's insights & trends for flights to Chicago

What are the most popular airlines flying to Chicago?

Good to know

Low season

High season

Cheapest flight

FAQs for booking Worldwide to Chicago flights

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Worldwide

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Worldwide

Choose which airport to fly into in Chicago

Find deals for your return flight