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Cheap flights from Chicago to Mexico from $100

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 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Mexico

Cheap round-trip flights

Viva Logo
12:25 pm - 10:30 amORD-TLC
23h 05m1 stop
Viva Logo
7:55 pm - 11:35 pmTLC-ORD
26h 40m1 stop
$209Viva
Find Deal
Thu, Oct 9 - Mon, Oct 13
Viva Logo
12:25 pm - 11:45 pmORD-TLC
12h 20m1 stop
Viva Logo
6:05 am - 11:35 pmTLC-ORD
16h 30m1 stop
$210Viva
Find Deal
Thu, Oct 9 - Sun, Oct 12
Volaris Logo
7:25 am - 10:35 amORD-MEX
4h 10mnonstop
Volaris Logo
6:00 am - 12:15 amMEX-ORD
17h 15m1 stop
$223Volaris
Find Deal
Sat, Oct 4 - Tue, Oct 14
Volaris Logo
6:23 am - 10:45 amORD-MEX
4h 22mnonstop
Volaris Logo
12:40 am - 4:36 amMEX-ORD
3h 56mnonstop
$227Volaris
Find Deal
Sat, Nov 15 - Thu, Nov 27
Frontier Logo
6:41 am - 10:33 amORD-CUN
3h 52mnonstop
Frontier Logo
11:34 am - 3:43 pmCUN-ORD
4h 09mnonstop
$239Frontier
Find Deal
Tue, Sep 16 - Tue, Sep 23
Frontier Logo
8:15 am - 12:08 pmORD-CUN
3h 53mnonstop
Frontier Logo
1:28 pm - 4:36 pmCUN-ORD
4h 08mnonstop
$241Frontier
Find Deal
Thu, Oct 30 - Tue, Nov 4
United Airlines Logo
8:43 am - 1:33 pmORD-CUN
3h 50mnonstop
United Airlines Logo
1:27 pm - 4:27 pmCUN-ORD
4h 00mnonstop
$271United Airlines
Find Deal
Sat, Nov 29 - Wed, Dec 10
American Airlines Logo
8:39 am - 12:22 pmORD-SJD
4h 43mnonstop
American Airlines Logo
1:40 pm - 7:10 pmSJD-ORD
4h 30mnonstop
$436American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
American Airlines Logo
7:00 am - 3:23 pmORD-SJD
9h 23m1 stop
American Airlines Logo
1:40 pm - 7:10 pmSJD-ORD
4h 30mnonstop
$441American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
United Airlines Logo
9:05 pm - 12:50 pmORD-SJD
17h 45m1 stop
United Airlines Logo
11:52 am - 6:06 pmSJD-ORD
4h 14mnonstop
$471United Airlines
Find Deal
Sun, Sep 28 - Tue, Oct 7

Volaris flights from Chicago to Mexico

Our best Volaris deals on Chicago to Mexico flight tickets
Volaris
Oct 4
ORD7:25 amChicago O'Hare Intl
4h 10m
MEX10:35 amMexico City Benito Juarez
Oct 14
MEX6:00 amMexico City Benito Juarez
17h 15m
1 stop
ORD12:15 amChicago O'Hare Intl
$223
Find similar
Volaris
Nov 15
ORD6:23 amChicago O'Hare Intl
4h 22m
MEX10:45 amMexico City Benito Juarez
Nov 27
MEX12:40 amMexico City Benito Juarez
3h 56m
ORD4:36 amChicago O'Hare Intl
$227
Find similar
Volaris
Nov 12
ORD11:58 pmChicago O'Hare Intl
4h 22m
MEX4:20 amMexico City Benito Juarez
Nov 26
MEX12:40 amMexico City Benito Juarez
3h 56m
ORD4:36 amChicago O'Hare Intl
$228
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Aeromexico flights from Chicago to Mexico

Our best Aeromexico deals on Chicago to Mexico flight tickets
Aeromexico
Sep 15
MDW6:00 amChicago Midway
18h 59m
2 stops
CUN12:59 amCancun
Sep 20
CUN8:00 amCancun
13h 10m
1 stop
MDW9:10 pmChicago Midway
$303
Find similar
Aeromexico
Oct 28
MDW6:00 amChicago Midway
5h 15m
1 stop
CUN11:15 amCancun
Oct 30
CUN8:00 amCancun
8h 09m
1 stop
MDW4:09 pmChicago Midway
$307
Find similar
Aeromexico
Nov 25
MDW10:47 amChicago Midway
12h 03m
2 stops
MEX10:50 pmMexico City Benito Juarez
Nov 26
MEX8:40 amMexico City Benito Juarez
14h 52m
1 stop
MDW11:32 pmChicago Midway
$312
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 August 28, 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

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

Thu 10/9

12:25 pm-10:30 am

1 stop23h 05m

Mexico City Toluca Intl

Mon 10/13

7:55 pm-11:35 pm

1 stop26h 40m

$209

ChicagoMexico City

ORD - TLC

ORDTLC

Chicago O'Hare Intl

Thu 10/9

12:25 pm-11:45 pm

1 stop12h 20m

Mexico City Toluca Intl

Sun 10/12

6:05 am-11:35 pm

1 stop16h 30m

$210

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Sat 10/4

7:25 am-10:35 am

Nonstop4h 10m

Mexico City Benito Juarez

Tue 10/14

6:00 am-12:15 am

1 stop17h 15m

$223

ChicagoMexico City

ORD - MEX

ORDMEX

Chicago O'Hare Intl

Sat 11/15

6:23 am-10:45 am

Nonstop4h 22m

Mexico City Benito Juarez

Thu 11/27

12:40 am-4:36 am

Nonstop3h 56m

$227

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 9/16

6:41 am-10:33 am

Nonstop3h 52m

Cancun

Tue 9/23

11:34 am-3:43 pm

Nonstop4h 09m

$239

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 10/30

8:15 am-12:08 pm

Nonstop3h 53m

Cancun

Tue 11/4

1:28 pm-4:36 pm

Nonstop4h 08m

$241

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 11/29

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Wed 12/10

1:27 pm-4:27 pm

Nonstop4h 00m

$271

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/14

8:39 am-12:22 pm

Nonstop4h 43m

San José del Cabo Los Cabos

Mon 11/17

1:40 pm-7:10 pm

Nonstop4h 30m

$436

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/14

7:00 am-3:23 pm

1 stop9h 23m

San José del Cabo Los Cabos

Mon 11/17

1:40 pm-7:10 pm

Nonstop4h 30m

$441

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 9/28

9:05 pm-12:50 pm

1 stop17h 45m

San José del Cabo Los Cabos

Tue 10/7

11:52 am-6:06 pm

Nonstop4h 14m

$471

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 October is your next best option. Flight prices from Chicago to Mexico during October average around $369.

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 $388. 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 $533. 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 $604 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 Cancun 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 $428 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 $366 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 1% 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

$111

Fastest flight time

3h 29m

Direct flights

Every day

Airports in Mexico

1 airport
The best one-way flight to Mexico from Chicago in the past 72 hours is $111. The best round-trip flight deal from Chicago to Mexico found on momondo in the last 72 hours is $251.
The fastest flight from Chicago to Mexico takes 3h 29m
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 $58Free CancellationRating
6.6
1,158 reviews
Search Volaris flights
FrontierPriceFrom $118Free CancellationRating
5.8
3,204 reviews
Search Frontier flights
VivaPriceFrom $125Free CancellationRating
7.0
788 reviews
Search Viva flights
Spirit AirlinesPriceFrom $128Free CancellationRating
6.3
8,028 reviews
Search Spirit Airlines flights
AeromexicoPriceFrom $131Free CancellationRating
7.4
1,713 reviews
Search Aeromexico flights
United AirlinesPriceFrom $146Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights
DeltaPriceFrom $158Free CancellationRating
7.9
7,977 reviews
Search Delta flights
AviancaPriceFrom $166Free CancellationRating
6.7
2,420 reviews
Search Avianca flights
American AirlinesPriceFrom $259Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,242 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.

An easier way to manage your Mexico trip

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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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