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Cheap flights from Chicago to Mexico from $90

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Mexico departing on 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Mexico

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:58 pm - 3:01 pm
ORD
-
CUN
14h 03m1 stop
Multiple Airlines Logo
1:21 pm - 9:03 pm
CUN
-
ORD
8h 42m1 stop
$214Multiple Airlines
Fri, Jan 23 - Tue, Jan 27
Multiple Airlines Logo
6:23 am - 9:26 pm
ORD
-
CUN
14h 03m1 stop
Multiple Airlines Logo
12:06 pm - 3:07 pm
CUN
-
ORD
4h 01mnonstop
$215Multiple Airlines
Sat, Feb 21 - Sat, Feb 28
Volaris Logo
6:23 am - 10:45 am
ORD
-
MEX
4h 22mnonstop
Volaris Logo
12:40 am - 4:36 am
MEX
-
ORD
3h 56mnonstop
$239Volaris
Tue, Feb 3 - Sat, Feb 7
Volaris Logo
6:23 am - 10:45 am
ORD
-
MEX
4h 22mnonstop
Volaris Logo
12:40 am - 4:36 am
MEX
-
ORD
3h 56mnonstop
$240Volaris
Thu, Feb 26 - Sun, Mar 1
Viva Logo
1:20 am - 5:45 pm
ORD
-
MEX
16h 25m1 stop
Viva Logo
7:30 pm - 11:25 pm
MEX
-
ORD
3h 55mnonstop
$242Viva
Sun, Jan 18 - Fri, Jan 23
Viva Logo
1:20 am - 6:55 pm
ORD
-
TLC
17h 35m1 stop
Viva Logo
6:05 am - 11:50 pm
TLC
-
ORD
17h 45m1 stop
$242Viva
Sun, Jan 18 - Fri, Jan 23
Frontier Logo
6:10 am - 2:04 pm
MDW
-
CUN
6h 54m1 stop
Frontier Logo
4:30 pm - 8:43 am
CUN
-
MDW
17h 13m1 stop
$300Frontier
Mon, Jan 12 - Fri, Jan 23
Aeromexico Logo
12:50 pm - 9:20 pm
MDW
-
CUN
7h 30m1 stop
Aeromexico Logo
1:33 pm - 11:47 pm
CUN
-
MDW
11h 14m1 stop
$302Aeromexico
Mon, Dec 8 - Fri, Dec 12
Frontier Logo
6:20 am - 3:20 pm
MDW
-
CUN
8h 00m1 stop
Frontier Logo
2:57 pm - 10:19 pm
CUN
-
MDW
8h 22m1 stop
$306Frontier
Sun, Feb 1 - Thu, Feb 5
Aeromexico Logo
6:00 am - 1:55 pm
MDW
-
CZM
7h 55m1 stop
Aeromexico Logo
2:20 pm - 10:29 pm
CZM
-
MDW
7h 09m1 stop
$470Aeromexico
Wed, Mar 4 - Wed, Mar 11

Volaris flights from Chicago to Mexico

Our best Volaris deals on Chicago to Mexico flight tickets
Volaris
Feb 3
ORD6:23 amChicago O'Hare Intl
4h 22m
MEX10:45 amMexico City Benito Juarez
Feb 7
MEX12:40 amMexico City Benito Juarez
3h 56m
ORD4:36 amChicago O'Hare Intl
$239
Find similar
Volaris
Feb 26
ORD6:23 amChicago O'Hare Intl
4h 22m
MEX10:45 amMexico City Benito Juarez
Mar 1
MEX12:40 amMexico City Benito Juarez
3h 56m
ORD4:36 amChicago O'Hare Intl
$240
Find similar
Volaris
Feb 7
ORD12:59 pmChicago O'Hare Intl
7h 21m
1 stop
MEX8:20 pmMexico City Benito Juarez
Feb 16
MEX12:40 amMexico City Benito Juarez
3h 56m
ORD4:36 amChicago O'Hare Intl
$245
Find similar

Viva flights from Chicago to Mexico

Our best Viva deals on Chicago to Mexico flight tickets
Viva
Jan 18
ORD1:20 amChicago O'Hare Intl
16h 25m
1 stop
MEX5:45 pmMexico City Benito Juarez
Jan 23
MEX7:30 pmMexico City Benito Juarez
3h 55m
ORD11:25 pmChicago O'Hare Intl
$242
Find similar
Viva
Feb 25
ORD1:20 amChicago O'Hare Intl
19h 05m
1 stop
MEX8:25 pmMexico City Benito Juarez
Mar 5
MEX7:30 pmMexico City Benito Juarez
4h 05m
ORD11:35 pmChicago O'Hare Intl
$243
Find similar
Viva
Jan 12
ORD1:20 amChicago O'Hare Intl
7h 20m
1 stop
MEX8:40 amMexico City Benito Juarez
Jan 21
MEX7:30 pmMexico City Benito Juarez
3h 55m
ORD11:25 pmChicago O'Hare Intl
$244
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Mexico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 4, 2025.
Use the filters below to find and compare flights from Chicago to Mexico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 1/23

11:58 pm-3:01 pm

1 stop14h 03m

Cancun

Tue 1/27

1:21 pm-9:03 pm

1 stop8h 42m

$214

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 2/21

6:23 am-9:26 pm

1 stop14h 03m

Cancun

Sat 2/28

12:06 pm-3:07 pm

Nonstop4h 01m

$215

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Tue 2/3

6:23 am-10:45 am

Nonstop4h 22m

Mexico City Benito Juarez

Sat 2/7

12:40 am-4:36 am

Nonstop3h 56m

$239

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Thu 2/26

6:23 am-10:45 am

Nonstop4h 22m

Mexico City Benito Juarez

Sun 3/1

12:40 am-4:36 am

Nonstop3h 56m

$240

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Sun 1/18

1:20 am-5:45 pm

1 stop16h 25m

Mexico City Benito Juarez

Fri 1/23

7:30 pm-11:25 pm

Nonstop3h 55m

$242

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

Sun 1/18

1:20 am-6:55 pm

1 stop17h 35m

Mexico City Toluca Intl

Fri 1/23

6:05 am-11:50 pm

1 stop17h 45m

$242

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 1/12

6:10 am-2:04 pm

1 stop6h 54m

Cancun

Fri 1/23

4:30 pm-8:43 am

1 stop17h 13m

$300

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 12/8

12:50 pm-9:20 pm

1 stop7h 30m

Cancun

Fri 12/12

1:33 pm-11:47 pm

1 stop11h 14m

$302

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 2/1

6:20 am-3:20 pm

1 stop8h 00m

Cancun

Thu 2/5

2:57 pm-10:19 pm

1 stop8h 22m

$306

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 3/4

6:00 am-1:55 pm

1 stop7h 55m

Cozumel

Wed 3/11

2:20 pm-10:29 pm

1 stop7h 09m

$470

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Mexico from

How to get the cheapest flight ticket from Chicago to Mexico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Mexico?

If you’re not able to fly to Mexico in September, then July is your next best option. Flight prices from Chicago to Mexico during July average around $394.

What is the cheapest day to depart on your flight to Mexico?

The cheapest day to depart on your flight to Mexico is on a Monday when prices can be found for as low as $414. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $525. These prices are subject to change though, so be sure to set up a Price Alert for flights to Mexico.

What is the cheapest time of day to depart on your flight to Mexico?

Our data shows that the cheapest Chicago to Mexico flights are usually those with departure times at noon. Our users have found flights to Mexico at noon for as low as $192. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $720 on average. Flights to Mexico from Chicago in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago to Mexico flight route?

Fly from Chicago O'Hare Intl to León Del Bajio for the best Chicago - Mexico flight prices

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

You are more likely to see cheaper flights to Mexico from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Mexico for around $440 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Mexico from Chicago for as low as $367 on momondo.

What cabin class options are available on Chicago to Mexico flights?

There are 4 cabin classes available to choose from on Chicago to Mexico flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Mexico flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago to Mexico flight.

Cheap Chicago to Mexico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Mexico

Best Price Found

$103

Fastest flight time

3h 30m

Direct flights

Every day

Airports in Mexico

1 airport
The best one-way flight to Mexico from Chicago in the past 72 hours is $103. The best round-trip flight deal from Chicago to Mexico found on momondo in the last 72 hours is $302.
The fastest flight from Chicago to Mexico takes 3h 30m
Direct flights go from Chicago to Mexico every day.
There is 1 airport near Mexico: Cancun (CUN)
Search flight deals

  • When did momondo last update prices for flights from Chicago to Mexico?

    Prices for flights from Chicago to Mexico are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Mexico?

  • How old do you have to be to fly from Chicago to Mexico?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Mexico.

  • What documentation or ID do you need to fly to Mexico?

    The required travel and health documents for your Mexico trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Mexico. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Mexico?

Best airlines flying from Chicago to Mexico

Compare and see reviews for airlines that fly from Chicago to Mexico with momondo
Airline
Rating
Free Cancellation
Price
VolarisPriceFrom $52Free CancellationRating
6.7
1,155 reviews
Search Volaris flights
AviancaPriceFrom $129Free CancellationRating
6.6
2,479 reviews
Search Avianca flights
AeromexicoPriceFrom $131Free CancellationRating
7.4
1,650 reviews
Search Aeromexico flights
FrontierPriceFrom $134Free CancellationRating
5.8
3,090 reviews
Search Frontier flights
United AirlinesPriceFrom $146Free CancellationRating
7.4
9,066 reviews
Search United Airlines flights
DeltaPriceFrom $164Free CancellationRating
7.9
8,011 reviews
Search Delta flights
VivaPriceFrom $165Free CancellationRating
7.0
791 reviews
Search Viva flights
Spirit AirlinesPriceFrom $165Free CancellationRating
6.3
8,157 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $259Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,250 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Mexico?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Mexico. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Mexico with flexible booking policies on momondo?

All flight searches from Chicago to Mexico on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Mexico?

Once all potential Chicago to Mexico flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Mexico right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Mexico now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Mexico and let you know when they change.

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Find better results for your trip to Mexico

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Popular flights according to clicks in the last 7 days on momondo
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