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$103 Find cheap flights from Mexico to Chicago

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 6/6. 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
0 bags
Fri 6/7
Fri 6/14

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days travelers have searched 43,707,506 times on KAYAK, and here is why:

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Flights to Chicago - Travel Insights & Trends

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 prices found by users searching on KAYAK in the last 72 hours.
In the last 3 days, the lowest price for a flight to Chicago was $103 for a one-way ticket from Cancún and $151 for a round-trip. The most popular route searched for by our users was for flights from Mexico City to Chicago and the best round-trip deal found in the last 3 days was $237.

What is the cheapest day to fly to Chicago?

The average price of all 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 Wednesday where tickets can be as cheap as $331. On the other hand, the most expensive day to fly is Sunday, where prices are $379 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 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 $271 on average for one-way flights. On the other hand, the most expensive months are December and October, where the average cost of tickets from Mexico is $418 and $380 respectively. For return trips, the best month to travel is February with an average price of $133.

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

The average price for all 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 at night, when flights cost $162 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 $364.

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 Santiago de Querétaro $170 one-way - $308 round-trip, from Morelia $172 one-way - $329 round-trip, from Mexico City $174 one-way - $215 round-trip.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 69 days 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 Midway Airport, with an average flight price of $108.

Which airlines fly to Chicago?

Airlines flying the most to Chicago from Mexico are Volaris, United Airlines and VivaAerobus. See the amount of flights per week for popular airlines flying to Chicago.

Which airline offers the most flights to Chicago?

Of the 14 airlines that fly to Chicago, United Airlines offers the most flights, with around 5,249 per week, followed by American Airlines with 4,261 flights per week.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 79% of all flights arriving there.

How long is the flight to Chicago?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Cancún, which takes 3h 55m, Mexico City, which takes 3h 59m, Guadalajara, which takes 4h 00m, and San José del Cabo, which takes 4h 12m.

How many direct flights to Chicago are there each day?

There are around 1,992 direct flights from within Mexico to Chicago every day. Most flights depart in the morning, with 6:00 am the most common departure time and 50% of flights departing in the morning.

How many direct flights to Chicago are there each week?

Each week there are around 13,940 direct flights from within Mexico to Chicago. The most common day for departures is Thursday, with 15% of flights taking off on this day.

How many long-haul flights are there to Chicago each week?

Each week, there are 151 medium-haul flights (3-6 hour flight duration) and 77 short-haul flights (up to 3 hour flight duration) to Chicago. There aren't any long-haul flights (6-12 hour flight duration).

How many cities have direct flights to Chicago?

From Mexico, there are direct flights to Chicago from 14 cities. The city with the most direct flights is Cancún, with 57 direct flights each week.

Good to know

Low season

January

High season

July

Cheapest flight

$103
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Cancún to Chicago O'Hare Airport

FAQs - booking Chicago flights

  • What is the cheapest flight to Chicago?

    In the last 3 days, the lowest price for a flight to Chicago was $103 for a one-way ticket from Cancún and $151 for a round-trip. The most popular route searched for by our users was for flights from Mexico City to Chicago and the best round-trip deal found in the last 3 days was $237.

  • 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 $240. The cheapest price found on KAYAK in the last 2 weeks cost $50 and departed from Cancun 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.

See more FAQs

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Prefer to fly non-stop to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Nonstop departures

Mexico to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Mexico

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

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.
8.0
DeltaOverall score based on 10810 reviews
7.9Comfort
8.2Boarding
8.6Crew
8.0Entertainment
7.4Food
Airline reviews

Everything was great. The big planes could still stand to have a bit more leg room. Crew was amazing!!

10.0 ExcellentCynthia, May 2024SJD - ATL
Read more about Delta reviews

Everything was great. The big planes could still stand to have a bit more leg room. Crew was amazing!!

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

The pilot was excellent - he flew us around a storm and even though predicted it would be a bumpy ride - was able to avoid all turbulence and land us safely with only a 15 min delay. Kudos!

Great flight crew, easy boarding, delicious snacks and spacious seats. Love flying delta - worth the price.

Delay at gate caused a flight change for our connection, hotel stay, and lots of standing and waiting in lines which hurt my feet and was unpleasant as people were grumpy and yelling. Delta worker Nestor Espinosa was very helpful! Others were apathetic (tired I’m sure!) but weren’t clear with instructions and didn’t give both of me and my travel partner the same food voucher etc.

From boarding to the next 45 min to 1 hour, it felt like a sauna, felt like vents were working but no AC on.

I was traveling with my 85 years old grandma and 60 years old mother. Which I requested to get a wheelchair. I went to the Delta Kiosk and asked for a wheelchair.  They brought a wheelchair and 2 minutes (without exaggerating, time is important for me as I am well disciplined with a military background) later they said that the wheelchair belongs to American Airlines, so we need to switch it.  We were like where is the other one so my grandma can use it? They are like, "it's on its way, she has to wait for the other one" I asked them why does she have to wait? Is it ok for her to sit on this one when the other one arrives. Answer was "NO". I guess lack of common sense was the issue. I started to explain to the agent that she can not stand still or wait. Finally, someone said that in spanish "she can not stand, let's wait for the other one" . Delta's wheelchair came, without an attendant or helper. They brought that wheelchair and left it in the middle of the airport. Nobody seemed to care. I had to push her to the gate. Then they finally realized that "wait a minute, there is something wrong with that". So they send someone, who later started harassing us, to tell us how he works for cash tips. Then a "Private Security Interviewer" approached us. I think his name was Carlos (His descriptions - tall for an average worker, ginger curly hair, wears glasses, overweight). He did not represent himself. All he did was show his badge for two seconds and when (later on) I asked him what his name was, he said "I already told you at the beginning". At that point we were waiting to be called at the Delta Kiosk (this is prior to the Customs first check in point). So, Delta Airlines hired "Private security interviewers" to make sure that nobody brings anything illegally to the US. Which is great, makes me feel safe and secure. But, it does not serve the purpose. Let me explain to you why. These interviewers do not know what they are doing or saying and you can clearly see that. They think that they are CBP or Immigration officers. They will get angry If you ask them any questions. Then they will put all these stickers on the back of your passport like they caught "Pablo Escobar". At one point I was sarcastic and told the interviewer that "I like those stickers, It's my hobby and I am collecting them. Can I have more of those?"  and interviewers eyes and brain goes like "error 404". He did not know how to react or respond to that. Then he flags my itinerary on his iPad. Trying to give me a hard time since I asked him about his name, so I can call him by his name. But of course that did not change the fact that his lack of english made everything even harder. After 45 mins of wait and clearing the "Private Security Interviewer" you would think that we are going to be all set to depart. I was wrong. We waited in line to go through the security line, just like other citizens. No wheelchair, disability, seniority etc were important for her. They treat us like she is in her twenties.  On several occasions they forced her to stand up. She was like "I swear to God that I can not walk, my son I wish I could walk, but I can not". They did not seem like they cared. Then finally they realized that she is legit disabled. They let her pass on a wheelchair. At the gate, Carlos showed up to make sure that I am going through the secondary check. They pulled me to the secondary check. And started asking me about my luggage. My response was "I only have one carry-on bag, to make everyone's (including my life) life easier". They asked the same question over again "Sir, do you just have only one bag?" I replied saying "Yes". She did not believe me and said "Just only one". So, I thought she did not believe me and I said "Yes, Si, Si, solo uno". She looked at me and then turned to the agent (Carlos) and stared at him like "did you not ask him about his bags, did you not know that he only had one carry on?". I am sorry to say that but they just looked like a bunch of idiots who do not know what they are doing. Finally they released me after a minute of secondary check. Meanwhile everyone is boarding and my grandma is waiting on her wheelchair. Then we approached the gate agent and I asked her if I could sit next to my family, if they had any seats available. She replied that "I can not change any seat at the gate, I do not have any authority". I replied "I understood". We got on the plane last and I asked our flight attendant if I could change my seat to be next to my family. FYI, their seats were 10 B and C, mine was the 35 D. Meanwhile there were empty seats on 10 D and F. Even flight attendants surprisingly said that "why did she put you all the way back, while we had 1/2 full flight. I will go and ask her". Our flight attendant was great and he made sure that I am next to my family. He went above and beyond and he gave the closest seat to the. Flight was good. Delta Airlines failed to bring the wheelchair when we arrived. Excuse was "Gate changed, that is why". I walked outside and grabbed an empty wheelchair. I put my grandma and brought her to the Customs. Then a Delta Airline worker approaches me and says that you can not move this wheelchair, it belongs to the gate. We will bring you a new one. A CBP officer heard our conversation and jumped in and said, "wait a minute you want her (pointed my grandma) to wait here while you bring her wheelchair?". He (delta worker) responded "yes sir". But when he talks to me, no sir, nothing. The CBP officer goes "Nope, she is not waiting here and I will make sure to pull her wheelchair". If that officer was not there we probably would have had to wait and be forced to change the wheelchair. The CBP officer, again the CBP officer, not the Delta employee, pushed our wheelchairs to the gate. Sincerely,

I appreciated being upgraded. I was very disappointed with my 13 hr layover in Seattle to geg, while my friends who flew Alaska made it home as scheduled. I had to reserve a hotel on my dime.

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.

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.

Pros: "I like the service ,the food in thos fliggt back. Excelent"
Cons: "Better rules for people who put the seat back while we eating ,some crewmembee could say something"
Pros: "Crew friendlynesd"
Cons: "Paying a little more attention to the seating. Not everyone was socially distanced. Seat rows were unequally distributed: some were all full others were too empty."
Pros: "Seat was okay, but I thought we weren't doing center seats because of Covid risk. That plane was packed tight."
Cons: "They made me store my bag, because I had a guitar which has always been allowed as a carry on. Its a fragile instrument, and has always been allowed as a carry on."
Pros: "Seats are comfortable. Compared to other flights there is more leg room. Flight attendants where friendly."
Cons: "The flight was late on arrival, so there was more time spent in the airport. Due to this, we were right behind another flight that landed before us. Customs will only allow one plane to disembark, so we waited to get off the plan for over 30 minutes. This was the only bad experience with the trip."
Pros: "The crew was attentive."
Cons: "Check in process was super slow. It took an hour and a half. Check in process needs to be made more efficient. Also, plane took off an hour and 20 minutes later than originally planned. Therefore, we landed an hour later than expected."
Pros: "Movies and shows. Blankets. Prompt staff on plane. Snack options."
Cons: "Ticket counter was stubborn to release our boarding passes despite having already checked in online. Saying we were “too late”. The kiosk would not release our boarding passes either. Yet, we breezed right through security to the gate and we’re first to board the plane having had to actually wait awhile before boarding. The ticket counter person unnecessarily made us wait even longer when we were already running late due to having spent 11 hours in the hospital day prior from E. coli. The boarding process was also sloppy. Three different attendants asked to see our passports. Why did everyone need to verify us? We were asked very silly and seemingly unnecessary questions before boarding further slowing the process. We were asked before boarding if we had checked a bag, not sure what difference that made."
Pros: "The flight was delay about an hour, on board. The crew was great. No entertainment on board. Good complimentary bar."
Cons: "Being on time"

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Delayed 6 hours! finally able to board, then had to wait 45 minutes for the plane to fill up. Mid flight when food service started, they had nothing to offer with the exception of chips and cookies. Worst flight ever!

The priority seat are great especially the first row! Crew was very cordial and helpful, airplane efficient, the departure and arrival was on time.

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

I had a flight before this one and I was able to get to the plane, the doors were open and they didn’t let me in. It was still 15 min before departure and the plane was there with the doors open and the hall as well and I went all the way there and they didn’t let me in. Then they tried selling me another flight 4 times more expensive than what the original cost and with a 7 hour layover in a different state when my flight was direct and cheaper. Very disappointed, specially with their 0 flexibility when it comes to travelers with multiple connections.

They not allowed to bord flight, arguing that was cancelled the flight reservation. No chance to find and explain answers, very bad treated by Airline staff… At the end we buying a flight ticket with Aeromexico. Is a low Price Flight Company (cheap), as it is cheap treatment for customers… seme with Kiwi .com app. With we did our reservation. with KAYAK.com never get this kind of treatment.

Buen servicio y muy puntual El problema ENORME es pagar por la página de Viva Aerobús lo cual es imposible aún con fondos suficientes en la tarjeta. Eso te obliga a acudir al callcenter de la aerolínea, en donde para que te atiendan transcurren 45 minutos, y ya que se tiene la suerte de comenzar la llamada, te toma otros 60 minutos terminar el proceso de pago de los tickets o de la maleta extra que deseas comprar.

It is ridiculous that electronic checkin for under age kids can be done and need to be done over the counter. Having said so, we were requested to do the single line for this as if we never did any checkin or made services for this to happen fast. Just ridiculous. Flight delayed as it is the regular business for this airline.

an absolute joke. couldn’t even board because they sold our tickets out from underneath us. we had tickets in hand with assigned seats and they still denied boarding at the gate. i’m sure you guys won’t follow up or do anything so merry christmas.

Flight was on time Flight attendants should be kind and empathetic

Viva continues to strive for the worst airline experience ever.

Overall good flight. The flight attendants were annoying and unfriendly. They would ask me to grab someone else’s trash can just waiting until the person woke up or after the flight is done. It’s not my job to pick up someone else’s trash. Especially when it’s not easily reachable.

The WiFi tv wasn’t working. The flight was over sold and moved several times. The gate assignment appeared on the screens right as we were supposed to board. Because of the flight being over sold we were almost stuck in Cancun for a couple of a days. The flight attendants were unfriendly and would wake you up to pick up other people’s trash.

The reason we chose Volaris to fly from LAX to Mazatlan, Mexico was because of the DATES and TIMES for the NON-STOP flights. When those flights got Totally Changed that was UNACCEPTABLE ! ! ! Also, when my husband Died unexpectedly, the Only statement that Customer Service kept repeating was "they would only offer Credit on a future flight". REALLY?! Volaris was only going to offer CREDIT on another flight to a DEAD PERSON ! ! !

Service of the person who gave us the boarding pass

Overall good but we had a minor scare when a wind shear caused the plane to re take off on the first landing attempt. The crew handled it well and we landed safely on the second attempt

It was unfortunate that I paid more than $120 one way to carry on my luggage to only have to have them checked baggage. We board the flight and there’s a lot of overhead space. They checked our bags in Group 2 but Group 3 was able to board with their luggage. I would not fly Volaris again. The flight attendance on the plane was very nice but the employees at the gate prior to boarding was very rude.

For the price, you pretty much can't beat this airlines. As far as comfort, you could do a lot better, but it'll cost you. Over all cheapest way to get from point A to point B.

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.

It was horrible, our flight back was overbooked and had to take a flight 12hours later in the day but to LAX. Volaris is horrible.

necesitan mejorar el entretenimiento, en vuelos de mas de 3 horas

Book cheap flights from Mexico to Chicago

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Chicago found on KAYAK in the last 72 hours.
7/18Thu
nonstopFrontier
4h 03mCUN-ORD
7/22Mon
nonstopFrontier
3h 54mORD-CUN
$151
5/24Fri
nonstopFrontier
4h 08mCUN-ORD
5/28Tue
nonstopFrontier
3h 57mORD-CUN
$158
10/4Fri
nonstopUnited Airlines
3h 55mCUN-ORD
10/8Tue
1 stopUnited Airlines
10h 35mORD-CUN
$205
9/12Thu
nonstopUnited Airlines
3h 55mCUN-ORD
9/16Mon
1 stopUnited Airlines
12h 54mORD-CUN
$206
5/22Wed
nonstopVivaAerobus
4h 10mMEX-ORD
11/9Sat
nonstopVivaAerobus
4h 25mORD-MEX
$237
8/22Thu
nonstopAeromexico
4h 20mMEX-ORD
8/25Sun
nonstopAeromexico
4h 15mORD-MEX
$244
5/24Fri
nonstopVolaris
4h 04mGDL-ORD
5/27Mon
nonstopVolaris
4h 06mORD-GDL
$267
6/3Mon
nonstopVolaris
4h 04mMEX-ORD
8/13Tue
nonstopVolaris
4h 05mORD-MEX
$271
5/22Wed
nonstopAeromexico
4h 13mMEX-ORD
11/2Sat
nonstopAeromexico
4h 15mORD-MEX
$274
8/13Tue
nonstopVivaAerobus
4h 15mGDL-ORD
8/27Tue
nonstopVivaAerobus
4h 10mORD-GDL
$275

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
6/6Thu
nonstopSpirit Airlines
4h 12mCUN-ORD
$103
6/6Thu
nonstopSpirit Airlines
4h 12mCUN-ORD
$104
6/10Mon
nonstopVivaAerobus
3h 30mMTY-ORD
$135
5/17Fri
1 stopUnited Airlines
23h 47mCUN-ORD
$141
9/6Fri
nonstopVivaAerobus
4h 15mGDL-ORD
$144
5/14Tue
1 stopUnited Airlines
8h 02mCUN-ORD
$146
5/22Wed
nonstopVolaris
4h 04mGDL-ORD
$149
5/22Wed
nonstopVolaris
4h 04mGDL-ORD
$153
6/10Mon
1 stopAeromexico
9h 02mMTY-ORD
$163
7/30Tue
1 stopAeromexico
16h 11mMTY-ORD
$172

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Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
5/9Thu
multi-stopSpirit Airlines
11h 14mCUN-ORD
5/13Mon
nonstopSpirit Airlines
3h 32mORD-CUN
$174
5/9Thu
nonstop
4h 10mMEX-ORD
5/15Wed
nonstop
4h 05mORD-MEX
$189
5/9Thu
multi-stopUnited Airlines
8h 42mCUN-ORD
5/13Mon
multi-stopUnited Airlines
12h 27mORD-CUN
$206
5/9Thu
nonstopVivaAerobus
4h 10mMEX-ORD
5/14Tue
nonstopVivaAerobus
4h 25mORD-MEX
$217
5/10Fri
nonstopVivaAerobus
4h 10mMEX-ORD
5/14Tue
nonstopVivaAerobus
4h 25mORD-MEX
$245
5/10Fri
multi-stopUnited Airlines
8h 36mCZM-ORD
5/14Tue
multi-stopUnited Airlines
17h 46mORD-CZM
$252
5/9Thu
nonstopVolaris
4h 04mMEX-ORD
5/15Wed
nonstopVolaris
4h 05mORD-MEX
$292
5/9Thu
nonstopVolaris
4h 04mMEX-ORD
5/14Tue
nonstopVolaris
4h 05mORD-MEX
$306
5/9Thu
multi-stopAeromexico
15h 59mCUN-MDW
5/13Mon
multi-stopAeromexico
8h 11mMDW-CUN
$410
5/11Sat
multi-stopAeromexico
11h 44mCUN-ORD
5/17Fri
multi-stopAeromexico
22h 17mORD-CUN
$410

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Flights to Chicago

Return flight deals:

Chicago - Mexico

Cabin classes:

$581
$392
$245
$105