$177 Find Cheap Flights from Mexico to Chicago - 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 to Chicago departing on 10/10. 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 Mexico to Chicago

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

Recent round-trip flight deals from Mexico to Chicago

Fri, Nov 6 - Sun, Nov 8
Viva Logo
7:30 pm - 10:55 pmMTY  Monterrey Gen Mariano Escobedo-ORD Chicago O'Hare Intl
3h 25mnonstop
Viva Logo
12:35 am - 4:03 amORD  Chicago O'Hare Intl-MTY Monterrey Gen Mariano Escobedo
3h 28mnonstop
$262Viva
Mon, Nov 2 - Fri, Nov 6
Viva Logo
7:30 pm - 10:55 pmMTY  Monterrey Gen Mariano Escobedo-ORD Chicago O'Hare Intl
3h 25mnonstop
Viva Logo
12:35 am - 4:03 amORD  Chicago O'Hare Intl-MTY Monterrey Gen Mariano Escobedo
3h 28mnonstop
$264Viva
Thu, Sep 24 - Mon, Sep 28
Arajet Logo
12:35 pm - 11:40 pmCUN  Cancun-ORD Chicago O'Hare Intl
11h 05m1 stop Punta Cana
Arajet Logo
5:30 am - 5:12 pmORD  Chicago O'Hare Intl-CUN Cancun
11h 42m1 stop Punta Cana
$267Arajet
Fri, Oct 30 - Sun, Nov 1
Multiple Airlines Logo
8:45 am - 1:10 pmMTY  Monterrey Gen Mariano Escobedo-ORD Chicago O'Hare Intl
3h 25mnonstop
Multiple Airlines Logo
1:24 am - 9:35 amORD  Chicago O'Hare Intl-MTY Monterrey Gen Mariano Escobedo
8h 11m1 stop Guadalajara Miguel Hidal
$283Multiple Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
1:09 pm - 6:54 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 45mnonstop
American Airlines Logo
5:00 am - 10:20 amORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
6h 20m1 stop Dallas/Fort Worth
$297American Airlines
Fri, Sep 25 - Tue, Sep 29
American Airlines Logo
1:09 pm - 6:54 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 45mnonstop
American Airlines Logo
11:00 am - 6:35 pmORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
8h 35m1 stop Dallas/Fort Worth
$297American Airlines
Tue, Sep 15 - Sat, Sep 19
Volaris Logo
7:03 am - 12:09 pmGDL  Guadalajara Miguel Hidal-ORD Chicago O'Hare Intl
4h 06mnonstop
Volaris Logo
2:53 am - 5:57 amORD  Chicago O'Hare Intl-GDL Guadalajara Miguel Hidal
4h 04mnonstop
$298Volaris
Mon, Sep 14 - Mon, Sep 21
Volaris Logo
12:50 am - 5:52 amMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 02mnonstop
Volaris Logo
1:40 am - 4:50 amORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
4h 10mnonstop
$299Volaris
Fri, Oct 23 - Sat, Oct 24
Frontier Logo
12:50 am - 5:52 amMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
4h 02mnonstop
Frontier Logo
9:20 am - 10:15 pmORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
13h 55m2 stops Atlanta Hartsfield-Jackson Houston George Bush Intcntl
$306Frontier
Tue, Oct 6 - Tue, Oct 13
Frontier Logo
7:00 am - 8:29 pmMEX  Mexico City Benito Juarez-ORD Chicago O'Hare Intl
12h 29m1 stop Dallas/Fort Worth
Frontier Logo
7:12 am - 4:40 pmORD  Chicago O'Hare Intl-MEX Mexico City Benito Juarez
10h 28m1 stop Cancun
$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?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

In the last 5 days, the cheapest flight deal to Chicago was found on the route from Monterrey, at $262 return. The most popular connection is from Mexico City to Chicago and KAYAK users have found round-trip deals for as low as $293 in the last 5 days.

How much is a flight to Chicago?

The average and cheapest price for all round-trip flights to Chicago from each origin found by users searching on KAYAK in the last month.

A flight to Chicago costs $398 on average. The cheapest price found on KAYAK in the last 2 weeks cost $121 and departed from Mexico City. The most popular routes on KAYAK are Mexico City to Chicago which costs $443 on average, and Guadalajara to Chicago, which costs $399 on average.

See prices from:

What is the cheapest day to fly to Chicago?

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

Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where round-trip tickets can be as cheap as $340. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $420 on average.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights to Chicago, 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 to Chicago is February, where tickets cost $288 on average for return flights. On the other hand, the most expensive months are July and June, where the average cost of tickets from Mexico is $424 and $390 respectively. For one-way flights, the best month to travel is December with an average price of $206.

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

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

The cheapest time of day to fly to Chicago is generally in the morning, when round-trip flights cost $318 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 $414.

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 $301 round-trip, from Mexico City $328 round-trip, from León $329 round-trip.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, 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, you should book around 2 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 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 $144.

Good to know

Low season

February

Cheapest flight

$177
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Monterrey to Chicago O'Hare Airport

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 $262 return. The most popular connection is from Mexico City to Chicago and KAYAK users have found round-trip deals for as low as $293 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 $398. 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 $313 or less one-way and $436 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 5 airlines serving from Mexico to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Mexico to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? 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.
7.8
DeltaOverall score based on 8496 reviews
8.5Crew
7.8Comfort
8.1Boarding
7.8Entertainment
7.2Food
Airline reviews

It was as good as it could be. Flying is not a pleasant experience these days.

8.0 ExcellentMark, Jun 2026
Read more Delta reviews

It was as good as it could be. Flying is not a pleasant experience these days.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

Cramped seating for me. Luckily it wasn’t a long flight

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

long flights are never truly comfortable but the airline did their best. crew was great and the flight was safe.

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

The staff did not do a good job of getting everyone boarded quickly, so we missed our take off window and had to sit on the tarmac for 20+ min waiting for our turn. The plan was old. Pockets on the back of seats were torn and tearing off. One of the attendants was rude-she would ask a question but he walking away before you finished answering so she kept getting our drink orders wrong.

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

Seats are complete BS for 10 hrs. The guy at counter canceled our return flight from europe. Lufthansa on the way back made United look like a trailer park gathering. If given the opportunity, I will never fly united again. Lufthansa seats werent much better to be fair but the service was a 10 out of 10. Incant express how difficult umited made my trip.

It was a great experience to fly with ANA, the sit is very comfortable.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

Gluten free snack options and meals that offer both gluten free and dairy free.

Not a bad flight but a long delay boarding and taking off due to the pilot not arriving on time.

Excellent all round, first time flying United. App is very helpful.

Unfortunately this is not a happy ending comment. Positive: flown United before no issue Negative: it only takes one bad experience to not plan future travel with United Cancún departure was delayed by 1h20 minutes, connection in Chicago was 1h30 minutes. Flight departure time 6:08 Miraculously 7 of us ran 4 kilometres through Chicago to arrive at 6:00 to be told very rudely by the 2 unprofessional United attendants you missed your flight and that we should of arrived early. Did I mention that reason I was flying? I received a call that my brother was dying and to get home. They provided no assistance would not answer any of our questions, ignorantly walked away. Deplorable

If United expects people to use their own devices for entertainment they should put charging outlets in each seating area. I arrived with 14%battery power. That is not good when you arrive anywhere and need to communicate for transportation.

At my original departure Istanbul I was told my seat and flight was cancelled from the 3rd party. I had no seat to get to my other flights .. they charged me $481 USD to board the flight that I already paid for

All went very well. We used the AIFI Airport, such a lovely facility. Definitely needs better transportation options to get there.

Both ground crew and flight crew were rude, and did not provide any level of service. They made it very difficult as we were traveling with a passenger the required assistance.

It was OK. The flight is pretty long for the airlines to only offer a simple sandwich on business class. The entertainment is similar to that on other Skyteam members. Ultimately the airline lost my bag and didn’t deliver it to me until the next day after a lengthy lost baggage report.

Good, the flight from Miami to Mexico City was better than Mexico City to Miami

Flight was on time, good service, but there was no free WiFi, even for first class passengers

the guy in front of me put his seat back immediately...and then left it back including thru landing and taxiing to the runway. attendants did not check/ask him to put it up for landing.

Boarding - It is unclear where the line for the group are given the signs. A solution would be a diagonal arrow pointing to the lane in which the lane for boarding of a given zone should form. As it is now, you are guessing which side of the pole the "zone 3" sign is telling you to form the line. Inflight Entertainment - The Spanish subtitles function didn't work for movie watching (in fact, all subtitles didn't work), so was difficult to follow along and I watched the movie in silence without words.

An hour-long wait to check in, 90 minutes for luggage to come out, lost luggage, chaotic operations

No everybody brings the proper equipment to enjoy the plane entertainment. Then I was not able to enjoy it.

They miss placed a piece of luggage. My kids booster seat. How am I supposed to drive home with no booster seat?

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.

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.

They closed the gate over 25 minutes before departure and I didn’t get to board.

NOTHING.. THEY CANCEL MY FLIGHT WITHOUT NOTICE AND ENDED UP BUYING A NEW ONE..

Ridiculous fees for seats and restrictions of 10kg carry on. Cheap a$$ airline

Viva aerobús didn’t let me check in to my flight even when there was more than an hour before take off.

Hate it. They do not provide any food or drinks during the flight, unless you pay. They also charge a ton of money to bring a carry on bag. And their customer service is the worst. I will never fly with them again.

The money you save flying volaris is not worth it

Unfortunately it was not a good flight got canceled had to be at the airport all night long to get a different flight to another airport my first flight with Volaris was very bad. Poor services

In Mexico charges too much for my luggage and I ask for help and nothing one lady she just disappeared 😡😡😡😡😡never going to fly there

Better communication about delayed flight. I am thankful for a small credit for late flight.

Terrible. And they charged over $400 just for luggage. And threatened that I would loose my flight if I didn’t pay. So I didn’t have another choice but to pay.

I got to where I needed to go quickly. There were no amenities. And the seats were painful.

The flight was delayed an hour and a half, and they would not update the board on when the flight was supposed to take off. Once the plane arrived, they started the boarding process before the plane was even ready for the passengers so we had to wait another 45 minutes on the tarmac while we waited for the plane to be ready for us. In my opinion, there is no point in starting the boarding process when you are not ready to board the plane. This just causes a crowded gate with everyone from zone one and zone two standing up going nowhere.

My experience was good. But it seems that every time I go on Volaris the plane is always full, not sure if because the price is cheaper. And the flight attendants kept hitting my shoulder every time they walked by the aisle with their food cart. I’m 6’4” so I barely fit in the seat next to the aisle. Plus the seat was defective. I had a hard time raising the lever where I rest my left arm. I tried calling the flight attendant 3 times if she could assist me but she was too busy talking in the back with her fellow flight attendants. Finally after 20 mins she looked my way and she too struggled to fix the problem but she finally raised it so I could get out of my seat.

I never got an email for checking in for my flight back to Los Angeles so I got to airport extra early to sort it. they changed the gate, and so I had to run to the other end of the airport. Their app is wonky. They are not on WhatsApp and I didn’t have cell service to call for help. I think they need to up their game with communicating.

Traveling to a place near Chicago?

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

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

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