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.

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.

$77 International Flights to Chicago

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Book Cheap International Flights Deals to Chicago

Cheap flights from Worldwide to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Thu, Nov 12 - Tue, Nov 17

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

$308Frontier

Thu, Nov 5 - Tue, Nov 10

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

$312Frontier

Thu, Dec 3 - Mon, Dec 7

10:30 am - 7:52 pmCUN Cancun-ORD Chicago O'Hare Intl

10h 22m1 stop Montreal Pierre Elliott Trudeau Intl

7:05 am - 6:00 pmORD Chicago O'Hare Intl-CUN Cancun

9h 55m1 stop Montreal Pierre Elliott Trudeau Intl

$362Air Canada

Wed, Nov 25 - Sun, Nov 29

8:00 am - 3:38 pmCUN Cancun-ORD Chicago O'Hare Intl

8h 38m1 stop Toronto Pearson Intl

7:05 am - 6:00 pmORD Chicago O'Hare Intl-CUN Cancun

9h 55m1 stop Montreal Pierre Elliott Trudeau Intl

$366Air Canada

Thu, Nov 19 - Fri, Dec 4

4:06 pm - 10:54 pmCUN Cancun-MDW Chicago Midway

7h 48m1 stop Atlanta Hartsfield-Jackson

11:28 am - 9:08 pmMDW Chicago Midway-CUN Cancun

8h 40m1 stop Atlanta Hartsfield-Jackson

$429Delta

Mon, Dec 21 - Fri, Jan 1

4:20 pm - 10:22 pmCUN Cancun-MDW Chicago Midway

7h 02m1 stop Atlanta Hartsfield-Jackson

6:00 am - 12:42 pmMDW Chicago Midway-CUN Cancun

5h 42m1 stop Atlanta Hartsfield-Jackson

$430Delta

Thu, Nov 12 - Wed, Nov 25

9:10 pm - 3:30 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

25h 20m1 stop Lisbon Humberto Delgado

7:00 pm - 5:10 pmORD Chicago O'Hare Intl-MAD Madrid Barajas

15h 10m1 stop Lisbon Humberto Delgado

$545TAP AIR PORTUGAL

Tue, Dec 1 - Thu, Apr 22

5:00 pm - 4:45 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

30h 45m1 stop Kastrup Copenhagen

7:15 pm - 5:40 pmORD Chicago O'Hare Intl-MAD Madrid Barajas

15h 25m1 stop Kastrup Copenhagen

$547Scandinavian Airlines

Thu, Nov 5 - Sun, Nov 15

2:55 pm - 3:30 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

31h 35m1 stop Lisbon Humberto Delgado

8:10 pm - 11:30 pmORD Chicago O'Hare Intl-MAD Madrid Barajas

20h 20m1 stop Lisbon Humberto Delgado

$548TAP AIR PORTUGAL

Fri, Apr 16 - Tue, Apr 20

6:30 pm - 4:10 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

28h 40m1 stop Kastrup Copenhagen

7:15 pm - 5:40 pmORD Chicago O'Hare Intl-MAD Madrid Barajas

15h 25m1 stop Kastrup Copenhagen

$553Scandinavian Airlines

Wed, Oct 21 - Wed, Oct 28

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

11h 55m1 stop Toronto Pearson Intl

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

9h 55m1 stop Montreal Pierre Elliott Trudeau Intl

$366Air Canada

Fri, Oct 23 - Tue, Oct 27

9:05 pm - 9:48 amCUN Cancun-ORD Chicago O'Hare Intl

12h 43m1 stop Toronto Pearson Intl

1:55 pm - 12:00 pmORD Chicago O'Hare Intl-CUN Cancun

22h 05m1 stop Montreal Pierre Elliott Trudeau Intl

$371Air Canada

Wed, Oct 21 - Wed, Oct 28

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

4h 01mnonstop

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

3h 58mnonstop

$423Frontier

Fri, Oct 23 - Tue, Oct 27

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

4h 01mnonstop

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

3h 58mnonstop

$427Frontier

Wed, Oct 21 - Wed, Oct 28

10:50 am - 9:00 amCUN Cancun-ORD Chicago O'Hare Intl

22h 10m1 stop Toronto Pearson Intl

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

3h 58mnonstop

$440Multiple Airlines

Fri, Oct 23 - Tue, Oct 27

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

4h 01mnonstop

1:55 pm - 12:00 pmORD Chicago O'Hare Intl-CUN Cancun

22h 05m1 stop Montreal Pierre Elliott Trudeau Intl

$453Multiple Airlines

Fri, Oct 23 - Tue, Oct 27

12:40 pm - 12:01 amCUN Cancun-ORD Chicago O'Hare Intl

11h 21m1 stop Mexico City Benito Juarez

8:29 am - 7:55 pmORD Chicago O'Hare Intl-CUN Cancun

11h 26m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

$491Delta

Wed, Oct 21 - Wed, Oct 28

8:00 am - 4:14 pmCUN Cancun-MDW Chicago Midway

8h 14m1 stop Atlanta Hartsfield-Jackson

9:29 am - 7:55 pmMDW Chicago Midway-CUN Cancun

10h 26m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

$497Delta

Wed, Oct 21 - Wed, Oct 28

3:20 pm - 6:55 pmCUN Cancun-MDW Chicago Midway

3h 35mnonstop

8:15 am - 1:40 pmMDW Chicago Midway-CUN Cancun

5h 25m1 stop Lambert-St Louis

$559Southwest

Fri, Oct 23 - Tue, Oct 27

2:20 pm - 11:55 pmCUN Cancun-MDW Chicago Midway

9h 35m1 stop Nashville Intl

9:05 am - 12:40 pmMDW Chicago Midway-CUN Cancun

3h 35mnonstop

$564Southwest

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.

Find deals

Low season	January
High season	July
Cheapest flight	$77

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly with an average 12% increase in price.

Flight from Fort Lauderdale 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

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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$77 Find deals on international flights to Chicago - Compare and Save

Book Cheap International Flights Deals to Chicago

Cheap flights from Worldwide to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

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

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Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight