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Quintana Roo

$98+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$238
(Cheapflightsfares)

One-way from

$98
(SmartFares)

Popular in

March

Cheapest in

September

Average price

$465

Good round-trip deal

$346 or less

Good one-way deal

$121 or less
From Chicago (CHI) to Quintana Roo
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One-way flight from Chicago (CHI) to Quintana Roo
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Highest demand for flights based on searches. 6% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Quintana Roo.
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Price to beat on a one-way flight from Chicago (CHI) to Quintana Roo.
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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 June 12, 2025.

This Booking.com deal was found by Cheapflights users on 6/12. 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.
Tue 7/87:49 pmORD - CUN
1 stop12h 28mSpirit Airlines
Fri 7/1110:55 amCUN - ORD
Nonstop3h 54mSpirit Airlines
Deal found 6/12$237
This Southwest deal was found by Cheapflights users on 6/9. 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.
Thu 7/104:35 pmMDW - CUN
Nonstop3h 35mSouthwest
Tue 7/158:30 amCUN - MDW
Nonstop3h 35mSouthwest
Deal found 6/9$269
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Mon 10/68:05 amORD - CUN
Nonstop3h 45mAmerican Airlines
Fri 10/1012:59 pmCUN - ORD
Nonstop4h 01mAmerican Airlines
Deal found 6/12$269
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/116:00 amORD - CUN
Nonstop3h 50mMultiple Airlines
Tue 8/1911:51 amCUN - ORD
Nonstop4h 01mMultiple Airlines
Deal found 6/10$270
This Priceline deal was found by Cheapflights users on 6/10. 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 8/236:10 amMDW - CUN
1 stop6h 29mFrontier
Sat 8/301:54 pmCUN - MDW
1 stop9h 17mFrontier
Deal found 6/10$292
This Trip.com deal was found by Cheapflights users on 6/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2412:44 pmMDW - CUN
1 stop7h 36mAeromexico
Sat 9/612:40 pmCUN - MDW
1 stop8h 32mAeromexico
Deal found 6/10$305
This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 10/256:00 amORD - CUN
1 stop8h 09mDelta
Wed 10/291:24 pmCUN - ORD
1 stop10h 54mDelta
Deal found 6/10$313
This Trip.com deal was found by Cheapflights users on 6/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2412:44 pmMDW - CUN
1 stop7h 36mMultiple Airlines
Wed 6/253:25 pmCUN - MDW
1 stop29h 28mMultiple Airlines
Deal found 6/11$322
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 9/86:00 amMDW - CUN
1 stop8h 10mDelta
Sat 9/138:15 amCUN - MDW
1 stop7h 15mDelta
Deal found 6/10$323
This United Airlines deal was found by Cheapflights users on 6/11. 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 9/1010:43 amORD - CUN
Nonstop3h 45mUnited Airlines
Sat 9/133:38 pmCUN - ORD
Nonstop3h 58mUnited Airlines
Deal found 6/11$379
This Trip.com deal was found by Cheapflights users on 6/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/97:25 amORD - CZM
1 stop10h 27mVolaris
Sun 9/145:42 pmCZM - ORD
1 stop11h 00mVolaris
Deal found 6/10$388
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Tue 9/95:05 amORD - CZM
2 stops17h 45mMultiple Airlines
Sun 9/145:42 pmCZM - ORD
1 stop11h 00mMultiple Airlines
Deal found 6/10$405

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 June 12, 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

Tue 9/9

5:05 am-11:33 am

1 stop6h 28m

Cancun

Fri 9/19

10:39 am-2:42 pm

Nonstop4h 03m

$238

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 7/10

4:35 pm-8:10 pm

Nonstop3h 35m

Cancun

Tue 7/15

8:30 am-12:05 pm

Nonstop3h 35m

$269

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 10/26

9:45 am-1:25 pm

Nonstop3h 40m

Cancun

Thu 10/30

2:50 pm-7:00 pm

Nonstop4h 10m

$269

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 8/11

6:00 am-9:50 am

Nonstop3h 50m

Cancun

Tue 8/19

11:51 am-3:52 pm

Nonstop4h 01m

$270

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 8/23

6:10 am-12:39 pm

1 stop6h 29m

Cancun

Sat 8/30

1:54 pm-11:11 pm

1 stop9h 17m

$292

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 6/24

12:44 pm-8:20 pm

1 stop7h 36m

Cancun

Sat 9/6

12:40 pm-9:12 pm

1 stop8h 32m

$305

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 10/12

5:10 am-12:26 pm

1 stop7h 16m

Cancun

Sat 10/18

10:50 am-8:24 pm

1 stop9h 34m

$312

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 10/25

6:00 am-2:09 pm

1 stop8h 09m

Cancun

Wed 10/29

1:24 pm-12:18 am

1 stop10h 54m

$313

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 6/24

12:44 pm-8:20 pm

1 stop7h 36m

Cancun

Wed 6/25

3:25 pm-8:53 pm

1 stop29h 28m

$322

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 9/8

6:00 am-2:10 pm

1 stop8h 10m

Cancun

Sat 9/13

8:15 am-3:30 pm

1 stop7h 15m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 57 results
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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 June 12, 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 June 12, 2025.

The most flights from CHI to MXQR are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Quintana Roo by month

Plan your trip to Quintana Roo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Quintana Roo ranges from 1.1 - 11.1 inches per month. October is typically the wettest month, when rainfall can reach 11.1 in. April is typically the driest time to visit Quintana Roo when rainfall is around 1.1 in.

Temperature in Quintana Roo by month

Plan your trip to Quintana Roo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Quintana Roo, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 86.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

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 June 12, 2025.
Peruse reviews from past customers who have flown with Delta, Alaska Airlines and Southwest from Chicago to Quintana Roo to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Alaska Airlines
8.0
Very good
10,000 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Southwest
8.0
Very good
4,287 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Aeromexico
7.5
Good
1,706 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 Spirit Airlines ($98), Viva ($103), and Southwest ($123).

  • 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: Emirates (90%), United Airlines (86%), Frontier (80%).

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

    The cheapest flight price from Chicago to Quintana Roo is $91. On average you can expect to pay $782. The most popular route, (Chicago O'Hare Intl - Cancun), can usually be booked for $217.

  • 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

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$120Average$327FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$495FlexibilityNo cancel feeOn-time69%
FrontierCheapest$166Average$394FlexibilityNo cancel feeOn-time62%
DeltaCheapest$168Average$516FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$184Average$554FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$195Average$498FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$250Average$327FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$641FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$268Average$511FlexibilityNo cancel feeOn-time71%
AviancaCheapest$621Average$896FlexibilityNo cancel feeOn-time71%

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