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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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
déc. 13 — déc. 201
sam. 12/13
sam. 12/20
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 novembre 13, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$224
(Frontier)

One-way from

$99
(CheapOair)

Popular in

March

Cheapest in

September

Average price

$464

Good round-trip deal

$281 or less

Good one-way deal

$124 or less
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
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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. 5% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 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 novembre 13, 2025.

This Frontier deal was found by Cheapflights users on 11/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/1611:43 amORD - CUN
Nonstop4h 09mFrontier
mer. 12/246:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/12$224
This CheapOair deal was found by Cheapflights users on 11/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 12/1311:43 amORD - CUN
Nonstop4h 09mFrontier
sam. 12/206:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/13$225
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/1111:33 amORD - CUN
Nonstop4h 09mFrontier
ven. 12/196:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/12$226
This Super.com deal was found by Cheapflights users on 11/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 11/286:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
ven. 12/512:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/11$227
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/311:43 amORD - CUN
Nonstop4h 09mFrontier
mar. 12/96:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/12$228
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/311:43 amORD - CUN
Nonstop4h 09mMultiple Airlines
sam. 12/62:36 pmCUN - ORD
1 stop10h 33mMultiple Airlines
Deal found 11/11$229
This Mytrip deal was found by Cheapflights users on 11/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/157:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
jeu. 11/202:44 pmCUN - ORD
1 stop9h 29mMultiple Airlines
Deal found 11/12$230
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/157:25 amORD - CUN
Nonstop3h 53mFrontier
mer. 11/194:45 pmCUN - ORD
Nonstop4h 03mFrontier
Deal found 11/12$231
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/155:00 amORD - CUN
1 stop7h 13mMultiple Airlines
mer. 12/246:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/12$234
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/155:00 amORD - CUN
1 stop7h 13mMultiple Airlines
ven. 12/196:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/11$235
This SmartFares deal was found by Cheapflights users on 11/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/112:47 pmMDW - CUN
1 stop7h 33mAeromexico
sam. 12/204:30 pmCUN - MDW
1 stop6h 52mAeromexico
Deal found 11/11$296
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 12/136:00 amMDW - CUN
2 stops30h 13mMultiple Airlines
sam. 12/202:50 pmCUN - MDW
1 stop8h 22mMultiple Airlines
Deal found 11/12$300

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 novembre 13, 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

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

sam. 1/24

1:00 am-1:25 pm

1 stop12h 25m

Chetumal

sam. 1/31

2:10 pm-11:25 pm

1 stop9h 15m

$305

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dim. 1/18

5:33 am-6:47 pm

2 stops12h 14m

Cancun

jeu. 1/22

12:35 pm-11:00 pm

1 stop11h 25m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

ven. 1/23

7:05 am-8:00 pm

2 stops11h 55m

Cancun

mer. 1/28

11:18 am-11:00 pm

1 stop12h 42m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

ven. 1/16

7:05 am-9:11 pm

1 stop13h 06m

Cancun

jeu. 1/22

2:12 pm-11:00 pm

1 stop9h 48m

$323

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

dim. 1/25

11:58 pm-1:25 pm

1 stop13h 27m

Chetumal

sam. 1/31

2:10 pm-11:50 pm

2 stops33h 40m

$326

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

dim. 11/16

5:23 am-1:55 pm

1 stop7h 32m

Cancun

lun. 11/17

4:15 pm-8:30 am

1 stop17h 15m

$327

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

sam. 1/17

11:05 am-9:11 pm

2 stops9h 06m

Cancun

mer. 1/21

4:20 pm-11:00 pm

1 stop7h 40m

$328

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

jeu. 1/8

12:34 am-1:47 pm

1 stop12h 13m

Cancun

jeu. 1/15

12:15 pm-11:57 pm

1 stop12h 42m

$329

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

mar. 1/20

12:59 am-1:47 pm

1 stop11h 48m

Cancun

mer. 1/28

1:28 pm-11:57 pm

2 stops11h 29m

$329

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

ven. 11/28

9:34 am-9:20 pm

2 stops10h 46m

Cancun

ven. 12/5

8:00 am-6:00 pm

2 stops11h 00m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 60 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 $132). Flying from Chicago to Quintana Roo in July is currently the most expensive (average of $217). 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 novembre 13, 2025.

When flying from Chicago to Quintana Roo, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 46% versus a flight in the morning.

What is the cheapest day to fly from Chicago to Quintana Roo?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Quintana Roo. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Chicago to Quintana Roo flight should consider departing on Wednesday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 novembre 13, 2025.

The most flights from CHI to MXQR are scheduled on a Thursday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (7 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 novembre 13, 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
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,017 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,051 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,138 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,110 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago to Quintana Roo?

    There are many flights that can get you from Chicago to Quintana Roo in 12h 14m. Fly via Viva, Delta, or Volaris to get the fastest option. Airlines will cover a distance of 1447 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 United Airlines ($125), Delta ($150), and Aeromexico ($276).

  • 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: Spirit Airlines (89%), Frontier (89%), American Airlines (80%).

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

    The cheapest flight price from Chicago to Quintana Roo is $93. On average you can expect to pay $571. The most popular route, (Chicago O'Hare Intl - Cancun), can usually be booked for $197.

  • 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 $132). Flying from Chicago to Quintana Roo in July is currently the most expensive (average of $217). 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.

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Alternative routes for Chicago to Quintana Roo

See prices for flight routes from nearby airports that may be better suited for you.
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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 novembre 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$434FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$152Average$342FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$522FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$495FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$176Average$465FlexibilityNo cancel feeOn-time62%
VolarisCheapest$178Average$548FlexibilityNo cancel feeOn-time79%
VivaCheapest$237Average$335FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$585FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$268Average$496FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$279Average$492FlexibilityNo cancel feeOn-time67%

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