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.

$93 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, Oct 22 - Mon, Oct 26

10:49 am - 2:50 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 01mnonstop

6:10 am - 9:58 amORD Chicago O'Hare Intl-CUN Cancun

3h 48mnonstop

$308Frontier

Thu, Oct 22 - Mon, Oct 26

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

8h 02m1 stop Mexico City Benito Juarez

6:10 am - 9:58 amORD Chicago O'Hare Intl-CUN Cancun

3h 48mnonstop

$309Multiple Airlines

Fri, Nov 6 - Mon, Nov 16

11:44 am - 2:45 pmCUN Cancun-ORD Chicago O'Hare Intl

4h 01mnonstop

6:10 am - 11:08 amORD Chicago O'Hare Intl-CUN Cancun

3h 58mnonstop

$313Frontier

Fri, Nov 6 - Sun, Nov 8

2:51 pm - 6:16 pmCUN Cancun-ORD Chicago O'Hare Intl

28h 25m1 stop Atlanta Hartsfield-Jackson

6:10 am - 11:08 amORD Chicago O'Hare Intl-CUN Cancun

3h 58mnonstop

$321Frontier

Mon, Oct 19 - Mon, Oct 26

10:00 am - 8:12 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 12m1 stop Montreal Pierre Elliott Trudeau Intl

3:45 pm - 12:00 pmORD Chicago O'Hare Intl-CUN Cancun

20h 15m1 stop Montreal Pierre Elliott Trudeau Intl

$328Air Canada

Sat, Oct 24 - Wed, Oct 28

9:15 am - 8:12 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 57m1 stop Montreal Pierre Elliott Trudeau Intl

7:05 am - 5:00 pmORD Chicago O'Hare Intl-CUN Cancun

9h 55m1 stop Montreal Pierre Elliott Trudeau Intl

$329Air Canada

Fri, Nov 6 - Sun, Nov 8

2:51 pm - 11:47 pmCUN Cancun-MDW Chicago Midway

9h 56m1 stop Atlanta Hartsfield-Jackson

6:42 pm - 1:41 pmMDW Chicago Midway-CUN Cancun

17h 59m1 stop Atlanta Hartsfield-Jackson

$329Frontier

Fri, Jan 29 - Thu, Feb 4

2:58 pm - 11:12 pmCUN Cancun-ORD Chicago O'Hare Intl

9h 14m1 stop León Del Bajio

12:04 am - 2:17 pmORD Chicago O'Hare Intl-CUN Cancun

13h 13m1 stop Mexico City Benito Juarez

$337Volaris

Fri, Nov 6 - Mon, Nov 16

12:00 pm - 2:55 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

9h 55mnonstop

6:05 pm - 9:25 amORD Chicago O'Hare Intl-MAD Madrid Barajas

8h 20mnonstop

$560American Airlines

Thu, Oct 1 - Sat, Oct 3

7:40 am - 12:40 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

12h 00m1 stop Lisbon Humberto Delgado

6:05 pm - 12:40 pmORD Chicago O'Hare Intl-MAD Madrid Barajas

11h 35m1 stop Lisbon Humberto Delgado

$563TAP AIR PORTUGAL

Recent last minute international flight deals to Chicago

Thu, Sep 10 - Mon, Sep 14

10:40 am - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl

14h 15m1 stop Guadalajara Miguel Hidal

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

13h 28m1 stop Mexico City Benito Juarez

$355Volaris

Thu, Sep 10 - Mon, Sep 14

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

$365Arajet

Tue, Sep 8 - Tue, Sep 15

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

$395Volaris

Wed, Sep 9 - Sun, Sep 13

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

8h 02m1 stop Mexico City Benito Juarez

1:40 am - 2:28 pmORD Chicago O'Hare Intl-CUN Cancun

12h 48m1 stop Mexico City Benito Juarez

$406Volaris

Fri, Sep 11 - Wed, Sep 16

9:05 pm - 9:00 amCUN Cancun-ORD Chicago O'Hare Intl

11h 55m1 stop Toronto Pearson Intl

9:55 am - 8:10 pmORD Chicago O'Hare Intl-CUN Cancun

10h 15m1 stop Toronto Pearson Intl

$414Air Canada

Thu, Sep 10 - Mon, Sep 14

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

$418Frontier

Thu, Sep 10 - Mon, Sep 14

10:40 am - 12:55 amCUN Cancun-ORD Chicago O'Hare Intl

14h 15m1 stop Guadalajara Miguel Hidal

4:22 pm - 5:30 pmORD Chicago O'Hare Intl-CUN Cancun

25h 08m2 stops Monterrey Gen Mariano Escobedo Santiago de Querétaro

$457Multiple Airlines

Wed, Sep 9 - Mon, Sep 14

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

11h 32m1 stop Santiago de Querétaro

4:22 pm - 5:30 pmORD Chicago O'Hare Intl-CUN Cancun

25h 08m2 stops Monterrey Gen Mariano Escobedo Santiago de Querétaro

$466Multiple Airlines

Thu, Sep 10 - Mon, Sep 14

1:05 pm - 4:40 pmCUN Cancun-MDW Chicago Midway

3h 35mnonstop

8:25 am - 12:00 pmMDW Chicago Midway-CUN Cancun

3h 35mnonstop

$583Southwest

Thu, Sep 10 - Mon, Sep 14

1:05 pm - 4:40 pmCUN Cancun-MDW Chicago Midway

3h 35mnonstop

7:00 am - 4:00 pmMDW Chicago Midway-CUN Cancun

9h 00m1 stop Denver Intl

$588Southwest

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	July
Cheapest flight	$93

Best time to beat the crowds with an average 10% drop in price.

Most popular time to fly with an average 15% increase in price.

Flight from Baltimore 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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$93 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?

More options for your flight to Chicago

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

Cabin class types available on flights to Worldwide

Find direct flights for Chicago

Flights from domestic origins to Worldwide

Choose which airport to fly into in Chicago

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