$111 Find Cheap Flights from Chicago to Mexico - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Mexico departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Chicago to Mexico

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Cancún
Cancún1 stop$313
Mexico City
Mexico City1 stop$256
Guadalajara
Guadalajaranonstop$254
Puerto Vallarta
Puerto Vallarta1 stop$371
León
León1 stop$267
Tijuana
Tijuana1 stop$265
Monterrey
Monterreynonstop$278
Oaxaca
Oaxaca1 stop$265
Morelia
Morelia1 stop$286
Mérida
Mérida1 stop$250
San Luis Potosí
San Luis Potosínonstop$282
Aguascalientes
Aguascalientes1 stop$312
Ixtapa
Ixtapa1 stop$364
Veracruz
Veracruz1 stop$285
Cancún
Cancún1 stop$313
Mexico City
Mexico City1 stop$256
Guadalajara
Guadalajaranonstop$254
Puerto Vallarta
Puerto Vallarta1 stop$371
León
León1 stop$267
Tijuana
Tijuana1 stop$265
Monterrey
Monterreynonstop$278
Oaxaca
Oaxaca1 stop$265
Morelia
Morelia1 stop$286
Mérida
Mérida1 stop$250
San Luis Potosí
San Luis Potosínonstop$282
Aguascalientes
Aguascalientes1 stop$312
Ixtapa
Ixtapa1 stop$364
Veracruz
Veracruz1 stop$285

Book Cheap Chicago to Mexico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Mexico 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.

Recent round-trip flight deals from Chicago to Mexico

Sun, Aug 23 - Sun, Sep 6
Viva Logo
4:20 pm - 8:25 am
ORD
-
TLC
17h 05m
1 stop
Viva Logo
6:01 am - 2:52 pm
TLC
-
ORD
7h 51m
1 stop
$241Viva
Mon, Sep 7 - Mon, Sep 21
Viva Logo
4:22 pm - 10:00 am
ORD
-
TLC
18h 38m
1 stop
Viva Logo
6:01 am - 2:52 pm
TLC
-
ORD
7h 51m
1 stop
$247Viva
Sat, Oct 10 - Fri, Oct 16
Viva Logo
2:40 pm - 10:00 am
ORD
-
TLC
20h 20m
1 stop
Viva Logo
9:10 am - 1:10 pm
TLC
-
ORD
27h 00m
1 stop
$250Viva
Wed, Nov 18 - Mon, Nov 23
Viva Logo
12:35 am - 8:25 am
ORD
-
TLC
7h 50m
1 stop
Viva Logo
9:05 am - 10:55 pm
TLC
-
ORD
13h 50m
1 stop
$252Viva
Tue, Sep 15 - Thu, Sep 17
Multiple Airlines Logo
1:40 am - 10:03 am
ORD
-
CUN
8h 23m
1 stop
Multiple Airlines Logo
12:35 pm - 11:40 pm
CUN
-
ORD
11h 05m
1 stop
$315Multiple Airlines
Mon, Aug 24 - Thu, Aug 27
Volaris Logo
7:35 am - 9:03 pm
ORD
-
CUN
13h 28m
1 stop
Volaris Logo
10:50 am - 11:47 pm
CUN
-
ORD
12h 57m
1 stop
$318Volaris
Sun, Aug 23 - Tue, Sep 1
Multiple Airlines Logo
4:20 pm - 11:50 pm
ORD
-
CUN
7h 30m
1 stop
Multiple Airlines Logo
10:50 am - 11:47 pm
CUN
-
ORD
12h 57m
1 stop
$320Multiple Airlines
Tue, Aug 25 - Tue, Sep 1
Volaris Logo
1:40 am - 10:03 am
ORD
-
CUN
8h 23m
1 stop
Volaris Logo
9:50 pm - 5:52 am
CUN
-
ORD
8h 02m
1 stop
$321Volaris
Mon, Oct 26 - Mon, Nov 2
Frontier Logo
6:40 am - 2:31 pm
MDW
-
CUN
7h 51m
1 stop
Frontier Logo
3:24 pm - 9:53 pm
CUN
-
MDW
7h 29m
1 stop
$361Frontier
Mon, Nov 16 - Sat, Nov 21
Frontier Logo
7:25 am - 2:14 pm
MDW
-
CUN
5h 49m
1 stop
Frontier Logo
10:48 am - 6:26 pm
CUN
-
MDW
8h 38m
1 stop
$372Frontier
Booking Insights

KAYAK's insights & trends for Chicago to Mexico flights

Get data-powered insights and trends into flights from Chicago to Mexico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Mexico flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Mexico from Chicago found in the last 5 days was to León, at $147 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Mexico City (MEX), and the cheapest round-trip airline ticket found on this route in the last 5 days was $157.

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

The average price for all round-trip flights from Chicago to Mexico depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Mexico is generally in the morning, when round-trip flights cost $487 on average. Morning departures are around 12% cheaper than evening flights, on average. The most expensive time of day to fly to Mexico is generally in the evening, which is peak travel time and where the average cost of a ticket is $554.

Can I save money by flying with a layover from Chicago to Mexico?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $540, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to Mexico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Mexico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Mexico is September, when tickets cost $372 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $601 and $465 respectively.

What’s the cheapest day of the week to fly from Chicago to Mexico?

The average price of all round-trip flights from Chicago to Mexico clicked on KAYAK for each day over the last 12 months.

For Chicago to Mexico, Sunday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Mexico back to Chicago, the best deals are generally found on Thursday, with Monday being the most expensive.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Mexico, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Mexico, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low season

September

Cheapest flight

$111
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 41% increase in price.
Flight from Chicago O'Hare Airport to San José del Cabo

FAQs - booking Mexico flights

  • I’m headed to Baja California. Which airport should I fly to?

    If you’re flying from Chicago to the Baja California region of Mexico, consider flying to Tijuana International Airport (TIJ) in the north or Los Cabos International Airport (SJD) in the south. VivaAerobus offers a one-stop layover from O’Hare Airport to Tijuana Airport that stops at Miguel Hidalgo y Costilla International Airport (GDL), and American Airlines offers one that stops at Phoenix Sky Harbor Airport (PHX). Alternatively, both United Airlines and American Airlines provide nonstop flight service to Los Cabos Airport.

  • Where should I fly to when going from Chicago to Northern Mexico?

    Passengers headed from Chicago to the Northern region of Mexico might want to consider flights to Monterrey International Airport (MTY), located near the city of Monterrey. Both VivaAerobus and United Airlines offer nonstop flights from O’Hare Airport, while American Airlines has a one-stop layover going to Dallas/Fort Worth International Airport (DFW). Alternatively, consider the Chihuahua International Airport (CUU). VivaAerobus has a one-stop layover from O’Hare Airport that stops at Miguel Hidalgo y Costilla International Airport (GDL).

  • When flying to the Bajio region of Mexico, what airport should I use?

    The Guanajuato International Airport (BJX) is the largest airport in the Bajio region of central Mexico. Volaris offers nonstop flight to Guanajuato Airport from both Chicago’s O’Hare Airport and Chicago’s Midway Airport. In addition, American Airlines has a layover flight from Chicago O’Hare that makes one stop at Dallas/Fort Worth Airport. In addition, you might want flights to San Luis Potosí International Airport (SLP). Aeromexico offers a layover that stops at Mexico City International Airport (MEX).

  • I’d like to visit the Pacific Coast of Mexico. Where should I fly to?

    If you’re flying from Chicago to the northern part of the Pacific Coast region of Mexico, consider landing at Miguel Hidalgo y Costilla International Airport (GDL) in Guadalajara. Both VivaAerobus and Volaris offer nonstop flights from Chicago’s O’Hare Airport to Guadalajara Airport. Alternatively, consider flying to Oaxaca International Airport (OAX) in the southern part of the region. VivaAerobus offers a layover flight from O’Hare Airport that makes one stop at Mexico City International Airport (MEX).

  • How does KAYAK find such low prices on flights from Chicago to Mexico?

    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 Chicago to Mexico.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Mexico 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 Chicago to Mexico?

    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 from Chicago to Mexico 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 from Chicago to Mexico?

    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 from Chicago to Mexico 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 Mexico

  • Chicago’s O'Hare International Airport (ORD) is the largest Chicago airport and about 17 miles from downtown. It’s a hub for United Airlines and American Airlines and an operating base for Spirit Airlines. Midway International Airport (MDW) is smaller, about 10 miles from downtown, and serves as a base for Southwest Airlines.
  • Citizens of the United States traveling from Chicago to Mexico don’t need to apply for a visa prior to entering the country. Instead, with a valid U.S. passport, they’re allow visa-free travel for up to 180 days.
  • If you’re headed to Central Mexico, book a flight to Mexico City International Airport (MEX) just outside the capital city. VivaAerobus, Volaris, Aeromexico, and United Airlines all offer nonstop flights from Chicago O’Hare to the Mexico City Airport.
  • Passengers looking to visit the Yucatan peninsula of Mexico should consider flights to Cancun International Airport (CUN). Frontier Airlines, Spirit Airlines, and United Airlines all offer nonstop flights from O’Hare to Cancun, while Southwest offers nonstop flights form Midway to Cancun.
  • Passengers with reduced mobility traveling from Chicago to Mexico can rest assured that O’Hare Airport (ORD) has accessible services and facilities. These include accessible parking, accessible restrooms, and wheelchairs available upon request.

Reviews of the top 5 airlines serving from Chicago to Mexico

 
Need help choosing which airline to fly with from Chicago to Mexico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 10025 reviews
7.7Boarding
7.3Comfort
7.1Entertainment
6.6Food
8.1Crew
Airline reviews

It was extremely hot in the cabin the entire flight, vent air was worn

2.0 MediocreRuste, Jul 2026
ORD - FWA
Read more United Airlines reviews

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

With a business flight, having a designated seat in the aircraft, I was denied boarding at the gate at last minute without any genuine explanation. The staff used profane language when asked for reasons. Viva overbooked and passenger had to pay for it. The food voucher that was provided did not even cover the the full meal and water for a single person. It should not be running in service.

Super BAD Everyone Behind the counters in Cancun Not Helpful At All And then on the second flight I Had to purchase Cancun - Guadalajara one of the flight Attendants Kick Out a Couple Out of the Plane and that Flight Attendant Had a Mask So People wouldn’t take pics of her and she was kind of Mean ! I Would NEVER Flight VIVA EVER THEY ARE NOT FRIENDLY AT ALL ! People think They Are Cheap but They Arent!!!

It was cancelled at the last moment and the customer services seemed unnoticed to this change and hanged me off the phone the first time I called.

Staff especially Alan Hernandez was a great help with arrangements for my partner and me sit together. This made the trip do much more enjoyable. Thanks so much.

One of the flight was delayed an hour. We then boarded a new flight. We were told to unboard after some other time. To wait for the next flight for another hour. I paid for a short flight that turned in to half a day of travel.

No entertainment, charging, nor wifi on board but I napped for basically the entire time so it was alright. Was allowed to switch seats because the flight was not full but everyone was assigned to the back. Comfortable seats and we got moved to the emergency exit so the extra room was nice.

THE AIRLINE FUCKEN SUCKS... NO DAMN PROFESIONALS.. NO CURTESY THEY CANCEL THE DAMN FLIGHT AS ITS ABOUT TO TAKE OFF

They need to have enough immigration forms for every one. They should offer free water to everyone, unless some one needs bottled water

They cancel the fly and don’t give a money refund.

The air conditioner was poor and we were delayed 1 hour for no apparent reasons and no information provided

Overall a good red eye. Crew chatted very loudly the whole time making it difficult to sleep.

The fly was 2 hours delayed and the plane was old and dirty. A very umcorfotable flight, which I won't recomend to anyone

Confusion over extra fees. Held up on ramp during boarding. Thin seat cushion. Minimal leg room.

The check-in is either at a kiosk that didn’t allow me to check-in because my middle name was not on the reservation or at an agent that cost $15.

The app doesn’t work. I am having a lot of trouble checking in for flight tomorrow. Very disconcerting. Then they es t to charge extra for checking in at the airport;(

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

Our flight got overbooked and we missed one day of our trip.

Be prepared to pay extra for everything! I'm not sure I really saved any money?

The flight was 3 hrs delayed and no remorse from airline

During the flight I suddenly felt very sick, and no one from the crew even tried to help me or check on my condition. They seemed completely indifferent and showed no concern for my well-being. I was very disappointed by the lack of care and compassion. I hope the airline improves its customer service and trains its crew to respond better when passengers need assistance.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

Everything you need to know for your flight from Chicago to Mexico

Cabin class types available on flights to Mexico

Cabin classes available on flights to Mexico. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.