$142 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 11/9. 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.
1 adult
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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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

Wed, Sep 16 - Mon, Sep 21
Viva Logo
6:52 pm - 11:59 pm
GDL
-
ORD
4h 07mnonstop
Viva Logo
12:30 pm - 3:40 pm
ORD
-
GDL
4h 10mnonstop
$267Viva
Thu, Aug 13 - Thu, Aug 20
Viva Logo
6:50 pm - 11:55 pm
GDL
-
ORD
4h 05mnonstop
Viva Logo
12:25 pm - 3:35 pm
ORD
-
GDL
4h 10mnonstop
$269Viva
Mon, Aug 3 - Wed, Aug 5
Frontier Logo
3:31 pm - 7:53 am
CUN
-
ORD
16h 22m
2 stops
Frontier Logo
6:05 am - 9:54 am
ORD
-
CUN
3h 49mnonstop
$279Frontier
Tue, Sep 15 - Fri, Sep 25
Volaris Logo
10:50 am - 11:47 pm
CUN
-
ORD
12h 57m
1 stop
Volaris Logo
1:40 am - 2:28 pm
ORD
-
CUN
12h 48m
1 stop
$280Volaris
Tue, Aug 25 - Sun, Aug 30
Volaris Logo
4:32 pm - 12:55 am
CUN
-
ORD
8h 23m
1 stop
Volaris Logo
6:21 am - 6:14 pm
ORD
-
CUN
11h 53m
1 stop
$283Volaris
Wed, Sep 23 - Thu, Oct 1
Delta Logo
6:30 pm - 11:53 pm
MEX
-
ORD
4h 23mnonstop
Delta Logo
4:01 pm - 7:35 pm
ORD
-
MEX
4h 34mnonstop
$290Delta
Thu, Aug 27 - Sun, Aug 30
United Airlines Logo
2:10 pm - 7:30 pm
MEX
-
ORD
4h 20mnonstop
United Airlines Logo
9:35 pm - 8:35 am
ORD
-
MEX
12h 00m
1 stop
$291United Airlines
Wed, Sep 23 - Thu, Oct 1
United Airlines Logo
2:10 pm - 7:30 pm
MEX
-
ORD
4h 20mnonstop
United Airlines Logo
6:25 am - 3:40 pm
ORD
-
MEX
10h 15m
1 stop
$292United Airlines
Sat, Sep 19 - Sun, Sep 27
Delta Logo
7:05 am - 3:25 pm
MEX
-
MDW
7h 20m
1 stop
Delta Logo
6:05 am - 1:55 pm
MDW
-
MEX
8h 50m
1 stop
$377Delta
Fri, Jul 24 - Tue, Jul 28
Frontier Logo
3:31 pm - 11:07 am
CUN
-
MDW
19h 36m
2 stops
Frontier Logo
6:05 am - 1:46 pm
MDW
-
CUN
7h 41m
1 stop
$382Frontier
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 $267 return. The most popular connection is from Mexico City to Chicago and KAYAK users have found round-trip deals for as low as $290 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 $349 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 Guadalajara to Chicago which costs $396 on average, and Mexico City to Chicago, which costs $419 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 $336. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $406 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 January, where tickets cost $313 on average for return flights. On the other hand, the most expensive months are June and July, where the average cost of tickets from Mexico is $400 and $396 respectively. For one-way flights, the best month to travel is October with an average price of $216.

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 $272 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 $401.

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 León $260 round-trip, from Guadalajara $292 round-trip, from Santiago de Querétaro $297 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 39% 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 $142.

Good to know

Low seasonFebruary
Cheapest flight$142
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 2% 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 $267 return. The most popular connection is from Mexico City to Chicago and KAYAK users have found round-trip deals for as low as $290 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 $349. 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 $264 or less one-way and $324 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 8450 reviews
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
8.1Boarding
Airline reviews

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

8.0 ExcellentMark, Jun 2026
LAX - ORD
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.

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

I flew from Barcelona to Chicago on UA yesterday. The flight was on time, the pilots did a great job and the flight attendants were super nice. All of them. Also food was good, and the drinks, including wine were served a few times during our flight. I highly recommend this airline.

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.

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.

Painless trip. Only downside: No entertainment system (which we know with Viva & Volaris) and very small seat space. I'm petite and felt squizzed. I'm not sure how most overweight passengers do.

I was charge $90 for my bag more then the fight crazy!! And the plain hit a couple of birds on the take off bird strikes we returned back and had to change planes bad customer service everyone has an attitude problem!!! Bad experience!!!

The bad thing is they didnt send me the deatils about how much alowed bagage ehight 1 carryon or cheacking bag Also they just send in spanishlanfuage i couldnt understand emails

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.

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.

Inept company. Won't fly again with them if I can help it. Plane was the wrong size and they couldn't board 20 people.

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
Schererville
Munster
Chesterton
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.