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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$43 International Flights to Chicago

KAYAK searches hundreds of travel sites at once for cheap international flights to Chicago

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$172

Overall average: $205

Spirit Airlines

Thu 1/22Mon 1/26

CUN - ORD • Non-stop

Cheapest one-way

$134

Typical prices: $163-$331

Spirit Airlines

Fri 2/6

CUN - ORD • 1 stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

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.

Round-trip

One-way

Last minute

Direct

Recent round-trip international flight deals to Chicago

Thu, Jan 22 - Mon, Jan 26

11:59 am - 2:53 pmCUN-ORD

3h 54mnonstop

6:05 am - 10:54 amORD-CUN

3h 49mnonstop

$172Spirit Airlines

Find Deal

Sun, Jan 18 - Tue, Jan 27

11:59 am - 2:53 pmCUN-ORD

3h 54mnonstop

6:15 am - 11:19 amORD-CUN

4h 04mnonstop

$201Multiple Airlines

Find Deal

Sun, Jan 18 - Fri, Jan 30

11:59 am - 2:53 pmCUN-ORD

3h 54mnonstop

6:15 am - 11:19 amORD-CUN

4h 04mnonstop

$203Multiple Airlines

Find Deal

Thu, Feb 19 - Mon, Feb 23

11:38 am - 2:41 pmCUN-ORD

4h 03mnonstop

5:05 am - 1:36 pmORD-CUN

7h 31m1 stop

$208Frontier

Find Deal

Wed, Feb 18 - Sun, Feb 22

11:55 am - 11:10 pmCUN-ORD

12h 15m1 stop

6:04 am - 7:05 pmORD-CUN

12h 01m1 stop

$209JetBlue

Find Deal

Thu, Jan 22 - Mon, Jan 26

1:45 pm - 4:30 pmCUN-MDW

3h 45mnonstop

9:15 am - 1:55 pmMDW-CUN

3h 40mnonstop

$272Southwest

Find Deal

Fri, Feb 13 - Tue, Feb 17

8:00 am - 10:42 pmCUN-MDW

15h 42m1 stop

6:00 am - 9:10 pmMDW-CUN

14h 10m1 stop

$275Delta

Find Deal

Thu, Jan 22 - Mon, Jan 26

12:15 pm - 5:29 pmCUN-MDW

6h 14m1 stop

10:46 am - 9:11 pmMDW-CUN

9h 25m1 stop

$276Delta

Find Deal

Fri, Dec 26 - Wed, Dec 31

2:50 pm - 10:12 pmCUN-MDW

8h 22m1 stop

6:12 am - 1:40 pmMDW-CUN

6h 28m1 stop

$277Frontier

Find Deal

Thu, Jan 22 - Mon, Jan 26

1:45 pm - 4:30 pmCUN-MDW

3h 45mnonstop

6:15 am - 2:35 pmMDW-CUN

7h 20m1 stop

$323Southwest

Find Deal

Useful Info

Low season	January
High season	July
Cheapest flight	$43

Best time to beat the crowds with an average 14% drop in price.

Most popular time to fly with an average 12% 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

Chesterton

Schererville

Munster

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Worldwide

First Class flights to Chicagofrom $248

Business Class flights to Chicagofrom $292

Prem Econ Class flights to Chicagofrom $78

Economy Class flights to Chicagofrom $24

$43 Find deals on international flights to Chicago

KAYAK searches hundreds of travel sites at once for cheap international flights to Chicago

Everything you should know

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

Good to know

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?

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