HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$129+ Cheap flights from Quintana Roo to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Quintana Roo to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Quintana Roo to Chicago

Keep the following information in mind while searching for Quintana Roo to Chicago flight deals. Data was last updated August 1, 2025.

Round-trip from

$204
(Frontier)

One-way from

$129
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$275

Good round-trip deal

$184 or less

Good one-way deal

$148 or less
From Quintana Roo to Chicago (CHI)
Search Deals
One-way flight from Quintana Roo to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals
Price to beat on a round-trip flight from Quintana Roo to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Quintana Roo to Chicago (CHI).
Search Deals

Find flight deals from Quintana Roo to Chicago

Cheapest flights from Quintana Roo to Chicago
Explore the most affordable flight options available from Quintana Roo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/911:31 amCUN - ORD
Nonstop3h 55mFrontier
Tue 10/146:41 amORD - CUN
Nonstop3h 45mFrontier
Deal found 7/30$204
This Mytrip deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1310:44 amCUN - ORD
Nonstop4h 05mMultiple Airlines
Sat 9/2012:25 pmORD - CUN
1 stop9h 10mMultiple Airlines
Deal found 7/30$212
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2912:27 pmCUN - ORD
Nonstop4h 03mUnited Airlines
Mon 11/38:00 pmORD - CUN
1 stop17h 18mUnited Airlines
Deal found 7/31$229
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2811:51 amCUN - ORD
Nonstop4h 01mVolaris
Sun 9/286:00 amORD - CUN
1 stop9h 53mVolaris
Deal found 7/31$244
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/229:14 amCUN - ORD
1 stop13h 08mSpirit Airlines
Mon 8/256:10 amORD - CUN
Nonstop3h 29mSpirit Airlines
Deal found 7/31$248
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/91:20 pmCUN - ORD
Nonstop4h 00mAmerican Airlines
Tue 10/147:10 amORD - CUN
1 stop6h 35mAmerican Airlines
Deal found 7/30$270
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:00 amCUN - MDW
2 stops10h 25mDelta
Fri 10/3110:35 amMDW - CUN
1 stop9h 45mDelta
Deal found 7/31$276
This Aeromexico deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/93:14 pmCUN - MDW
1 stop7h 00mAeromexico
Sun 10/126:00 amMDW - CUN
2 stops11h 45mAeromexico
Deal found 7/31$287
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/61:15 pmCUN - MDW
1 stop7h 30mSouthwest
Tue 9/99:55 amMDW - CUN
Nonstop3h 35mSouthwest
Deal found 7/31$289
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/181:41 pmCUN - MDW
1 stop9h 28mFrontier
Sat 10/256:10 amMDW - CUN
1 stop6h 16mFrontier
Deal found 7/31$296
This Booking.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/272:10 pmCTM - ORD
1 stop19h 45mViva
Tue 9/21:40 amORD - CTM
1 stop12h 45mViva
Deal found 7/29$356
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/279:14 amCTM - ORD
1 stop13h 18mVolaris
Wed 9/37:25 amORD - CTM
1 stop26h 02mVolaris
Deal found 7/29$369

Cheapflights Fare Finder

 
Customize your flight search to find flights from Quintana Roo to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2025.
Use the filters below to find and compare flights from Quintana Roo to Chicago that are best for you.

Fly from

Quintana Roo

Fly to

Chicago

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 10/9

11:31 am-3:26 pm

Nonstop3h 55m

Chicago O'Hare Intl

Tue 10/14

6:41 am-10:26 am

Nonstop3h 45m

$204

CancúnChicago

CUN - ORD

CUNORD

Cancun

Sat 9/13

10:44 am-2:49 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sat 9/20

12:25 pm-9:35 pm

1 stop9h 10m

$212

CancúnChicago

CUN - ORD

CUNORD

Cancun

Wed 10/29

12:27 pm-4:30 pm

Nonstop4h 03m

Chicago O'Hare Intl

Mon 11/3

8:00 pm-2:18 pm

1 stop17h 18m

$229

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 8/28

11:51 am-3:52 pm

Nonstop4h 01m

Chicago O'Hare Intl

Sun 9/28

6:00 am-3:53 pm

1 stop9h 53m

$244

CancúnChicago

CUN - ORD

CUNORD

Cancun

Fri 8/22

9:14 am-10:22 pm

1 stop13h 08m

Chicago O'Hare Intl

Mon 8/25

6:10 am-9:39 am

Nonstop3h 29m

$248

CancúnChicago

CUN - ORD

CUNORD

Cancun

Thu 10/9

1:20 pm-5:20 pm

Nonstop4h 00m

Chicago O'Hare Intl

Tue 10/14

7:10 am-1:45 pm

1 stop6h 35m

$270

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 10/24

8:00 am-6:25 pm

2 stops10h 25m

Chicago Midway

Fri 10/31

10:35 am-8:20 pm

1 stop9h 45m

$276

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 10/9

3:14 pm-10:14 pm

1 stop7h 00m

Chicago Midway

Sun 10/12

6:00 am-5:45 pm

2 stops11h 45m

$287

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sat 9/6

1:15 pm-8:45 pm

1 stop7h 30m

Chicago Midway

Tue 9/9

9:55 am-1:30 pm

Nonstop3h 35m

$289

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sat 10/18

1:41 pm-11:09 pm

1 stop9h 28m

Chicago Midway

Sat 10/25

6:10 am-12:26 pm

1 stop6h 16m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 41 results
1
2
3
...
5

Best time to book a flight from Quintana Roo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Quintana Roo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Quintana Roo to Chicago

What is the cheapest month to book a flight from Quintana Roo to Chicago?

Currently, August is the cheapest month in which you can book a flight from Quintana Roo to Chicago (average of $245). Flying from Quintana Roo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from QR to CHI?

Find hourly flight availability from Quintana Roo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Quintana Roo to Chicago as you normally would.

Weekly flight availability from Quintana Roo to Chicago

Explore weekly flight availability from Quintana Roo to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 1, 2025.

The most flights from MXQR to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 1, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Aeromexico from Quintana Roo to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Aeromexico
7.5
Good
1,721 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Quintana Roo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Quintana Roo to Chicago one-way?

    $129 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $130 and $149, respectively.

  • What are the most popular routes from Quintana Roo to Chicago?

    The most popular route from Quintana Roo to Chicago is Cancun - Chicago O'Hare Intl. You may also consider Cozumel - Chicago O'Hare Intl or Cancun - Chicago Midway.

  • What are the most reliable airlines from Quintana Roo to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Quintana Roo to Chicago on time: Qatar Airways (88%), Southwest (83%), Emirates (77%).

  • What are the cheapest flights from Quintana Roo to Chicago?

    On average you can expect to pay $383 for a flight from Quintana Roo to Chicago. The cheapest flight overall is $120 while the most popular route, (Cancun - Chicago O'Hare Intl) is currently priced at $222.

  • Can I find deals for flights from Quintana Roo to Chicago that include hotel bookings?

    Yes. In addition to deals on Quintana Roo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Quintana Roo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Quintana Roo to Chicago.

  • Can I find deals for business class flights from Quintana Roo to Chicago?

    Yes. Cheapflights offers flight deals from Quintana Roo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Quintana Roo to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Quintana Roo to Chicago (average of $245). Flying from Quintana Roo to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Quintana Roo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Mexico City to O'Hare Intl flights
Mexico City to Midway flights
Mexico City to O'Hare Intl flights
Morelia to Midway flights
Guadalajara to O'Hare Intl flights
Cancún to O'Hare Intl flights
Monterrey to O'Hare Intl flights
Morelia to O'Hare Intl flights
Guadalajara to Midway flights
Mexico City to Midway flights
Monterrey to Midway flights
León to O'Hare Intl flights
León to Midway flights
Cozumel to O'Hare Intl flights
Cancún to Midway flights
Santiago de Querétaro to O'Hare Intl flights
Aguascalientes to Midway flights
Santiago de Querétaro to Midway flights
Aguascalientes to O'Hare Intl flights
Puebla City to O'Hare Intl flights
Puerto Vallarta to O'Hare Intl flights
San Luis Potosí to O'Hare Intl flights
Mérida to O'Hare Intl flights
San José del Cabo to O'Hare Intl flights
Tijuana to O'Hare Intl flights
Mexico City to St. Louis flights
Zacatecas to O'Hare Intl flights
San Luis Potosí to Midway flights
Zacatecas to Midway flights
Tijuana to Midway flights
Veracruz to O'Hare Intl flights
Chihuahua to O'Hare Intl flights
Culiacán to O'Hare Intl flights
Durango to O'Hare Intl flights
Durango to Midway flights
San José del Cabo to Midway flights
Puerto Vallarta to Midway flights
Ixtapa to O'Hare Intl flights
Torreón to O'Hare Intl flights
Cancún to St. Louis flights
Ciudad Juárez to O'Hare Intl flights
Hermosillo to Midway flights
Oaxaca to O'Hare Intl flights
Hermosillo to O'Hare Intl flights
Cozumel to St. Louis flights
Villahermosa to O'Hare Intl flights

Top 4 airlines flying from Quintana Roo to Chicago

Discover the top 4 airlines that operate flights from Quintana Roo to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$184FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$147Average$246FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$214Average$319FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$272Average$339FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.