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.

$81 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

Wed, Oct 21 - 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

$216Frontier

Wed, Oct 21 - 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

$217Frontier

Thu, Dec 3 - Thu, Dec 10

6:55 pm - 11:07 amCUN Cancun-ORD Chicago O'Hare Intl

17h 12m1 stop Montreal Pierre Elliott Trudeau Intl

7:05 am - 10:45 pmORD Chicago O'Hare Intl-CUN Cancun

14h 40m1 stop Montreal Pierre Elliott Trudeau Intl

$289Air Canada

Fri, Nov 20 - Tue, Nov 24

9:30 pm - 9:23 amCUN Cancun-ORD Chicago O'Hare Intl

12h 53m1 stop Toronto Pearson Intl

7:05 am - 10:45 pmORD Chicago O'Hare Intl-CUN Cancun

14h 40m1 stop Montreal Pierre Elliott Trudeau Intl

$294Air Canada

Wed, Oct 21 - Mon, Oct 26

1:30 pm - 10:12 amCUN Cancun-ORD Chicago O'Hare Intl

20h 42m1 stop Montreal Pierre Elliott Trudeau Intl

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

3h 48mnonstop

$298Multiple Airlines

Sun, Nov 1 - Tue, Nov 10

6:55 pm - 3:00 pmCUN Cancun-ORD Chicago O'Hare Intl

21h 05m1 stop Montreal Pierre Elliott Trudeau Intl

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

3h 58mnonstop

$299Multiple Airlines

Thu, Dec 10 - Tue, Dec 15

6:00 pm - 8:35 pmCUN Cancun-MDW Chicago Midway

3h 35mnonstop

6:40 am - 7:45 pmMDW Chicago Midway-CUN Cancun

12h 05m1 stop Houston Hobby

$373Southwest

Fri, Nov 6 - Sun, Nov 15

1:50 pm - 8:35 pmCUN Cancun-MDW Chicago Midway

7h 45m1 stop Orlando

5:15 am - 2:25 pmMDW Chicago Midway-CUN Cancun

8h 10m1 stop Houston Hobby

$383Southwest

Tue, Mar 9 - Mon, Apr 5

6:05 am - 6:37 pmMAD Madrid Barajas-MDW Chicago Midway

19h 32m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

5:59 pm - 3:35 pmMDW Chicago Midway-MAD Madrid Barajas

14h 36m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$564Delta

Fri, Dec 11 - Sat, Jan 16

6:05 am - 4:50 pmMAD Madrid Barajas-MDW Chicago Midway

17h 45m2 stops Amsterdam Schiphol Minneapolis St Paul

1:00 pm - 11:30 amMDW Chicago Midway-MAD Madrid Barajas

15h 30m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$565Delta

Recent last minute international flight deals to Chicago

Thu, Sep 24 - Mon, Sep 28

1:20 pm - 10:15 amCUN Cancun-ORD Chicago O'Hare Intl

20h 55m1 stop Montreal Pierre Elliott Trudeau Intl

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

10h 15m1 stop Toronto Pearson Intl

$350Air Canada

Sun, Sep 20 - Fri, Sep 25

1:20 pm - 10:15 amCUN Cancun-ORD Chicago O'Hare Intl

20h 55m1 stop Montreal Pierre Elliott Trudeau Intl

8:40 pm - 9:50 amORD Chicago O'Hare Intl-CUN Cancun

13h 10m1 stop Toronto Pearson Intl

$352Air Canada

Thu, Sep 24 - Mon, Sep 28

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

$353Air Canada

Sun, Sep 20 - Mon, Oct 19

1:20 pm - 10:15 amCUN Cancun-ORD Chicago O'Hare Intl

20h 55m1 stop Montreal Pierre Elliott Trudeau Intl

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

8h 23m1 stop Mexico City Benito Juarez

$418Multiple Airlines

Sun, Sep 20 - Tue, Oct 20

1:20 pm - 10:15 amCUN Cancun-ORD Chicago O'Hare Intl

20h 55m1 stop Montreal Pierre Elliott Trudeau Intl

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

3h 48mnonstop

$429Multiple Airlines

Wed, Sep 23 - Sun, Oct 4

11:30 am - 7:38 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

15h 08m1 stop Miami

9:01 pm - 5:30 amORD Chicago O'Hare Intl-MAD Madrid Barajas

25h 29m1 stop Charlotte Douglas

$565Finnair

Sun, Sep 20 - Tue, Oct 20

2:15 pm - 10:30 pmCUN Cancun-MDW Chicago Midway

8h 15m1 stop Baltimore/Washington

8:05 am - 1:40 pmMDW Chicago Midway-CUN Cancun

5h 35m1 stop Lambert-St Louis

$598Southwest

Sun, Sep 20 - Tue, Oct 20

1:15 pm - 11:00 pmCUN Cancun-MDW Chicago Midway

9h 45m1 stop Nashville Intl

5:30 am - 2:50 pmMDW Chicago Midway-CUN Cancun

9h 20m2 stops Baltimore/Washington Orlando

$602Southwest

Wed, Sep 23 - Sun, Oct 4

4:20 pm - 12:40 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

27h 20m1 stop Lisbon Humberto Delgado

6:00 pm - 3:25 pmORD Chicago O'Hare Intl-MAD Madrid Barajas

14h 25m1 stop Lisbon Humberto Delgado

$648TAP AIR PORTUGAL

Wed, Sep 23 - Wed, Dec 9

4:20 pm - 12:40 pmMAD Madrid Barajas-ORD Chicago O'Hare Intl

27h 20m1 stop Lisbon Humberto Delgado

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

15h 10m1 stop Lisbon Humberto Delgado

$650TAP AIR PORTUGAL

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	$81

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

Most popular time to fly with an average 14% 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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

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$81 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

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Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight