$158 Find Cheap Flights from Mexico to Chicago - Compare and Save

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Cheap Flights from Mexico to Chicago

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

Recent round-trip flight deals from Mexico to Chicago

Fri, Dec 11 - Mon, Jan 18
Volaris Logo
6:10 pm - 10:13 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 03mnonstop
Volaris Logo
12:04 am - 4:20 amORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
4h 16mnonstop
$271Volaris
Fri, Dec 11 - Wed, Jan 20
Volaris Logo
6:10 pm - 10:13 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 03mnonstop
Volaris Logo
6:29 am - 10:45 amORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
4h 16mnonstop
$271Volaris
Wed, Jan 20 - Tue, Jan 26
Multiple Airlines Logo
7:30 pm - 11:35 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 05mnonstop
Multiple Airlines Logo
12:04 am - 4:20 amORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
4h 16mnonstop
$285Multiple Airlines
Wed, Jan 20 - Wed, Jan 27
Multiple Airlines Logo
7:30 pm - 11:35 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 05mnonstop
Multiple Airlines Logo
12:04 am - 4:20 amORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
4h 16mnonstop
$287Multiple Airlines
Thu, Dec 24 - Sun, Jan 10
Viva Logo
7:35 pm - 11:00 pmMTY  Monterrey Gen Mariano Escobedo-ORD Chicago O'Hare Intl
3h 25mnonstop
Viva Logo
12:35 am - 4:15 amORD  Chicago O'Hare Intl-MTY Monterrey Gen Mariano Escobedo
3h 40mnonstop
$290Viva
Thu, Mar 4 - Mon, Mar 8
American Airlines Logo
4:08 pm - 7:40 amGDL  Guadalajara Miguel Hidal-ORD Chicago O'Hare Intl
15h 32m1 stop Dallas/Fort Worth
American Airlines Logo
10:25 pm - 3:08 pmORD  Chicago O'Hare Intl-GDL Guadalajara Miguel Hidal
16h 43m1 stop Dallas/Fort Worth
$290American Airlines
Fri, Feb 5 - Tue, Feb 9
American Airlines Logo
3:48 pm - 11:59 pmGDL  Guadalajara Miguel Hidal-ORD Chicago O'Hare Intl
8h 11m1 stop Dallas/Fort Worth
American Airlines Logo
9:14 pm - 11:27 amORD  Chicago O'Hare Intl-GDL Guadalajara Miguel Hidal
14h 13m1 stop Dallas/Fort Worth
$291American Airlines
Thu, Dec 24 - Sun, Jan 10
Viva Logo
7:35 pm - 11:00 pmMTY  Monterrey Gen Mariano Escobedo-ORD Chicago O'Hare Intl
3h 25mnonstop
Viva Logo
12:35 am - 4:15 amORD  Chicago O'Hare Intl-MTY Monterrey Gen Mariano Escobedo
3h 40mnonstop
$295Viva
Wed, Dec 2 - Wed, Dec 9
Frontier Logo
7:00 am - 4:10 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
9h 10m1 stop Dallas/Fort Worth
Frontier Logo
7:42 am - 11:20 pmORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
15h 38m1 stop Cancun
$308Frontier
Sat, Feb 20 - Sun, Feb 21
Frontier Logo
7:00 am - 12:26 amMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
17h 26m2 stops Dallas/Fort Worth Denver Intl
Frontier Logo
12:04 am - 4:20 amORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
4h 16mnonstop
$309Frontier
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 is the cheapest flight to Chicago?

In the last 5 days, the cheapest flight deal to Chicago was found on the route from Monterrey, at $271 return. The most popular connection is from Mexico City to Chicago and KAYAK users have found round-trip deals for as low as $271 in the last 5 days.

How much is a flight to Chicago?

A flight to Chicago costs $335 on average. The cheapest price found on KAYAK in the last 2 weeks cost $121 and departed from Mexico City Felipe Ángeles Intl Airport. The most popular routes on KAYAK are Guadalajara to Chicago which costs $320 on average, and Mexico City to Chicago, which costs $412 on average.

What is the cheapest day to fly to Chicago?

Based on KAYAK data, the cheapest day to fly to Chicago is Friday where round-trip tickets can be as cheap as $351. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $414 on average.

What is the cheapest month to fly to Chicago?

The cheapest month for flights to Chicago is February, where tickets cost $297 on average for return flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Mexico is $425 and $402 respectively. For one-way flights, the best month to travel is December with an average price of $218.

What is the cheapest time of day to fly to Chicago?

The cheapest time of day to fly to Chicago is generally in the evening, when round-trip flights cost $286 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $457.

What is a good deal for flights to Chicago?

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Guadalajara $255 round-trip, from Mexico City Benito Juarez Airport $267 round-trip, from Morelia $304 round-trip.

How far in advance should I book a flight to Chicago?

To get a below average price, you should book around 2 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $135.

Good to know

Low season

February

Cheapest flight

$158
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Monterrey to Chicago O'Hare Airport

Flights from Mexico to Chicago: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Mexico to Chicago 
Verified travelerFlew with Viva-Sep 2026
Much walking in OHare from arrival gate to immigration. Fair amount of people mover/conveyor, but still a lot of direct walking
JorgeFlew with Frontier-Mar 2024
From Chicago Ohare to city center take the train blue line all the way to there for just 5 dollars

FAQs - booking Chicago flights

  • What is the cheapest flight to Chicago?

    In the last 5 days, the cheapest flight deal to Chicago was found on the route from Monterrey, at $271 return. The most popular connection is from Mexico City to Chicago and KAYAK users have found round-trip deals for as low as $271 in the last 5 days.

  • Which Chicago airport is closest to central Chicago?

    There are 3 airports in Chicago. The closest airport to Chicago’s city center is Chicago Midway Airport (9 miles). Chicago O'Hare Airport and Chicago Greater Rockford are respectively 16 miles and 79 miles from the center of Chicago.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $335. The cheapest price found on KAYAK in the last 2 weeks cost $121 and departed from Mexico City Felipe Ángeles Intl Airport.

  • How does KAYAK find such low prices on flights 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 to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $275 or less one-way and $340 or less round-trip.

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Chesterton
Munster
Schererville
Porter
Monticello
Saint John
Griffith

More options for your flight to Chicago