HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Quintana Roo

$99+ Cheap flights from Chicago (CHI) to Quintana Roo

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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Aug 21 — Aug 281
Thu 8/21
Thu 8/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Quintana Roo 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 Chicago to Quintana Roo

Keep the following information in mind while searching for Chicago to Quintana Roo flight deals. Data was last updated August 16, 2025.

Round-trip from

$241
(Cheapflightsfares)

One-way from

$99
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$413

Good round-trip deal

$349 or less

Good one-way deal

$130 or less
From Chicago (CHI) to Quintana Roo
Search Deals
One-way flight from Chicago (CHI) to Quintana Roo
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% 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 Chicago (CHI) to Quintana Roo.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Quintana Roo.
Search Deals

Find flight deals from Chicago to Quintana Roo

Cheapest flights from Chicago to Quintana Roo
Explore the most affordable flight options available from Chicago to Quintana Roo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/15. 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.
Sat 8/235:16 pmORD - CUN
1 stop14h 53mSpirit Airlines
Thu 8/281:42 pmCUN - ORD
1 stop10h 17mSpirit Airlines
Deal found 8/15$241
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Sat 9/61:40 amORD - CUN
1 stop8h 23mMultiple Airlines
Sun 9/1411:34 amCUN - ORD
Nonstop4h 09mMultiple Airlines
Deal found 8/14$242
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 8/226:10 amORD - CUN
Nonstop3h 29mSpirit Airlines
Sat 8/3010:34 amCUN - ORD
Nonstop4h 15mSpirit Airlines
Deal found 8/14$243
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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.
Sun 8/246:45 amORD - CUN
Nonstop3h 51mFrontier
Thu 8/2811:51 amCUN - ORD
Nonstop4h 01mFrontier
Deal found 8/16$245
This Cheapflightsfares deal was found by Cheapflights users on 8/15. 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.
Sat 11/86:00 amORD - CUN
Nonstop3h 37mSpirit Airlines
Wed 11/1210:15 amCUN - ORD
1 stop7h 49mSpirit Airlines
Deal found 8/15$246
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Mon 9/81:40 amORD - CUN
1 stop8h 23mMultiple Airlines
Wed 9/172:07 pmCUN - ORD
1 stop8h 41mMultiple Airlines
Deal found 8/14$247
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 8/226:10 amORD - CUN
Nonstop3h 29mSpirit Airlines
Thu 8/281:42 pmCUN - ORD
1 stop10h 17mSpirit Airlines
Deal found 8/14$248
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/215:05 amORD - CUN
1 stop7h 32mSpirit Airlines
Sat 8/239:14 amCUN - ORD
1 stop6h 56mSpirit Airlines
Deal found 8/14$249
This Priceline deal was found by Cheapflights users on 8/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/46:41 amORD - CUN
Nonstop3h 52mMultiple Airlines
Sat 10/1110:55 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 8/15$250
This FlightHub deal was found by Cheapflights users on 8/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/216:40 pmORD - CUN
1 stop13h 24mSpirit Airlines
Sat 10/2510:55 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 8/15$251
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 8/226:10 amORD - CUN
Nonstop3h 29mSpirit Airlines
Fri 8/291:42 pmCUN - ORD
1 stop10h 17mSpirit Airlines
Deal found 8/14$252
This Southwest deal was found by Cheapflights users on 8/16. 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 11/83:40 pmMDW - CUN
Nonstop3h 45mSouthwest
Sat 11/153:10 pmCUN - MDW
Nonstop3h 45mSouthwest
Deal found 8/16$271

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Quintana Roo 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 16, 2025.
Use the filters below to find and compare flights from Chicago to Quintana Roo that are best for you.

Fly from

Chicago

Fly to

Quintana Roo

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 8/24

6:45 am-10:36 am

Nonstop3h 51m

Cancun

Thu 8/28

11:51 am-3:52 pm

Nonstop4h 01m

$245

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 10/27

5:05 am-12:33 pm

1 stop7h 28m

Cancun

Thu 10/30

10:20 am-7:49 pm

1 stop9h 29m

$262

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 11/8

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

Wed 11/12

1:45 pm-4:30 pm

Nonstop3h 45m

$271

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 10/26

8:43 am-12:33 pm

Nonstop3h 50m

Cancun

Fri 10/31

2:18 pm-6:13 pm

Nonstop3h 55m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 11/10

10:40 am-3:25 pm

Nonstop3h 45m

Cancun

Wed 11/19

1:45 pm-4:30 pm

Nonstop3h 45m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 9/6

9:15 am-12:50 pm

Nonstop3h 35m

Cancun

Sat 9/13

2:25 pm-6:05 pm

Nonstop3h 40m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 10/28

9:40 am-1:15 pm

Nonstop3h 35m

Cancun

Tue 11/4

1:45 pm-4:30 pm

Nonstop3h 45m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 11/8

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

Sat 11/15

3:10 pm-5:55 pm

Nonstop3h 45m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 10/27

9:40 am-1:15 pm

Nonstop3h 35m

Cancun

Tue 11/4

1:45 pm-4:30 pm

Nonstop3h 45m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 10/25

9:40 am-1:15 pm

Nonstop3h 35m

Cancun

Sat 11/1

2:00 pm-5:45 pm

Nonstop3h 45m

$271

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Chicago to Quintana Roo

Have a flexible travel schedule? Discover the best time to fly to Quintana Roo from Chicago 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 Chicago to Quintana Roo

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Quintana Roo (average of $360). Flying from Chicago to Quintana Roo in March is currently the most expensive (average of $492). 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 CHI to QR?

Find hourly flight availability from Chicago to Quintana Roo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 16, 2025.

When flying from Chicago to Quintana Roo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Quintana Roo

Explore weekly flight availability from Chicago to Quintana Roo. 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 16, 2025.

The most flights from CHI to MXQR are scheduled on a Monday (8 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from Chicago to Quintana Roo?

Reviews of airlines servicing Quintana Roo

Get insights into the airlines that provide service to Quintana Roo. 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 Quintana Roo. Reviews last updated August 16, 2025.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Quintana Roo 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

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,042 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,211 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Quintana Roo. 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 Chicago to Quintana Roo one-way?

    The cheapest airlines for a one-way flight from Chicago to Quintana Roo are Volaris ($99), Spirit Airlines ($100), and Southwest ($125).

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

    Most travelers choose Chicago O'Hare Intl - Cancun, Chicago Midway - Cancun or Chicago O'Hare Intl - Cozumel when deciding on the best route from Chicago to Quintana Roo.

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

    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 Chicago to Quintana Roo on time: United Airlines (87%), Emirates (86%), Frontier (80%).

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

    The cheapest flight price from Chicago to Quintana Roo is $89. On average you can expect to pay $698. The most popular route, (Chicago O'Hare Intl - Cancun), can usually be booked for $219.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Quintana Roo 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 Chicago to Quintana Roo?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Quintana Roo (average of $360). Flying from Chicago to Quintana Roo in March is currently the most expensive (average of $492). 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

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 Chicago to Quintana Roo

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
O'Hare Intl to Mexico City flights
Midway to Cancún flights
O'Hare Intl to Cozumel flights
O'Hare Intl to Puerto Vallarta flights
Midway to Mexico City flights
O'Hare Intl to San José del Cabo flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Guadalajara flights
St. Louis to Cancún flights
Midway to Puerto Vallarta flights
Midway to Guadalajara flights
Midway to San José del Cabo flights
St. Louis to Puerto Vallarta flights
St. Louis to Cozumel flights
O'Hare Intl to Morelia flights
O'Hare Intl to León flights
Midway to Morelia flights
Midway to León flights
O'Hare Intl to Monterrey flights
Midway to Cozumel flights
O'Hare Intl to Oaxaca flights
O'Hare Intl to Santiago de Querétaro flights
St. Louis to San José del Cabo flights
O'Hare Intl to Ixtapa flights
St. Louis to Mexico City flights
O'Hare Intl to Tepic flights
O'Hare Intl to Aguascalientes flights
Evansville to Cancún flights
Midway to Aguascalientes flights
O'Hare Intl to Mérida flights
Midway to Monterrey flights
O'Hare Intl to Santa Maria Huatulco flights
O'Hare Intl to Puerto Escondido flights
O'Hare Intl to Durango flights
O'Hare Intl to San Luis Potosí flights
Midway to Oaxaca flights
O'Hare Intl to Puebla City flights
Moline to Cancún flights
Midway to Santiago de Querétaro flights
Bloomington to Cancún flights
Moline to San José del Cabo flights
Midway to Zacatecas flights
O'Hare Intl to Zacatecas flights
O'Hare Intl to Mazatlán flights
Midway to Mérida flights
Midway to Durango flights
O'Hare Intl to Veracruz flights
Peoria to Cancún flights
Midway to Ixtapa flights

Top 10 airlines flying from Chicago to Quintana Roo

Discover the top 10 airlines that operate flights from Chicago to Quintana Roo. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$125Average$326FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$513FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$513FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$170Average$459FlexibilityNo cancel feeOn-time62%
VolarisCheapest$180Average$544FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$191Average$475FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$250Average$326FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$638FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$269Average$510FlexibilityNo cancel feeOn-time71%
AviancaCheapest$552Average$896FlexibilityNo 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.