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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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(Cheapflightsfares)

One-way from

$99
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$382

Good round-trip deal

$347 or less

Good one-way deal

$111 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. 4% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/35:40 pmORD - CUN
1 stop14h 48mMultiple Airlines
Tue 3/1110:53 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 2/22$217
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/36:00 amORD - CUN
Nonstop3h 45mSpirit Airlines
Sat 3/811:53 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 2/22$219
This Viva deal was found by Cheapflights users on 2/22. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/61:00 amORD - CUN
1 stop12h 25mViva
Tue 3/119:55 pmCUN - ORD
1 stop17h 20mViva
Deal found 2/22$245
This Southwest deal was found by Cheapflights users on 2/22. 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.
Sun 5/1110:45 amMDW - CUN
Nonstop3h 40mSouthwest
Thu 5/159:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 2/22$246
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 3/35:40 pmORD - CUN
1 stop14h 48mVolaris
Tue 4/810:00 pmCUN - ORD
1 stop7h 42mVolaris
Deal found 2/22$267
This Viva deal was found by Cheapflights users on 2/22. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/81:25 amORD - CTM
1 stop12h 10mViva
Wed 3/192:10 pmCTM - ORD
1 stop9h 40mViva
Deal found 2/22$271
This Kiwi.com deal was found by Cheapflights users on 2/21. 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.
Tue 4/14:40 pmMDW - CUN
1 stop15h 33mMultiple Airlines
Tue 4/810:40 amCUN - MDW
1 stop9h 11mMultiple Airlines
Deal found 2/21$292
This United Airlines deal was found by Cheapflights users on 2/22. 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.
Tue 2/2510:36 amORD - CUN
Nonstop3h 57mUnited Airlines
Thu 2/273:18 pmCUN - ORD
Nonstop3h 52mUnited Airlines
Deal found 2/22$301
This Viva deal was found by Cheapflights users on 2/22. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1212:35 pmORD - CZM
1 stop8h 35mViva
Sun 10/198:55 pmCZM - ORD
1 stop25h 45mViva
Deal found 2/22$305
This Kiwi.com deal was found by Cheapflights users on 2/22. 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.
Sun 3/96:30 pmORD - CTM
2 stops20h 05mMultiple Airlines
Wed 3/192:10 pmCTM - ORD
1 stop9h 40mMultiple Airlines
Deal found 2/22$320
This Mytrip deal was found by Cheapflights users on 2/22. 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 4/86:45 amMDW - CUN
1 stop30h 43mFrontier
Tue 4/1512:40 pmCUN - MDW
1 stop7h 05mFrontier
Deal found 2/22$321
This Frontier deal was found by Cheapflights users on 2/23. 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.
Tue 5/276:00 amORD - CUN
1 stop6h 07mFrontier
Sat 5/3111:26 amCUN - ORD
1 stop12h 12mFrontier
Deal found 2/23$340

Find flights from Chicago to Quintana Roo within your budget

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 February 23, 2025.

Fly from

Chicago

Fly to

Quintana Roo

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 3/10

6:00 am-9:48 am

Nonstop3h 48m

Cancun

Wed 3/19

2:52 pm-7:05 pm

Nonstop4h 13m

$220

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 3/8

1:00 am-9:40 pm

1 stop19h 40m

Cancun

Tue 3/18

10:53 am-2:56 pm

Nonstop4h 03m

$225

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 3/6

1:00 am-2:25 pm

1 stop12h 25m

Cancun

Tue 3/11

9:55 pm-3:15 pm

1 stop17h 20m

$245

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 5/11

10:45 am-2:25 pm

Nonstop3h 40m

Cancun

Thu 5/15

9:00 am-12:40 pm

Nonstop3h 40m

$246

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Sat 3/8

1:25 am-1:35 pm

1 stop12h 10m

Chetumal

Wed 3/19

2:10 pm-12:50 am

1 stop9h 40m

$271

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 4/1

4:40 pm-8:13 am

1 stop15h 33m

Cancun

Tue 4/8

10:40 am-7:51 pm

1 stop9h 11m

$292

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 3/11

1:45 am-2:26 pm

1 stop12h 41m

Cancun

Wed 3/19

9:51 pm-5:37 am

1 stop7h 46m

$320

ChicagoChetumal

ORD - CTM

ORDCTM

Chicago O'Hare Intl

Sun 3/9

6:30 pm-1:35 pm

2 stops20h 05m

Chetumal

Wed 3/19

2:10 pm-12:50 am

1 stop9h 40m

$320

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 4/8

6:45 am-1:28 pm

1 stop30h 43m

Cancun

Tue 4/15

12:40 pm-7:45 pm

1 stop7h 05m

$321

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Wed 4/9

12:35 pm-5:30 pm

1 stop29h 55m

Cozumel

Sun 4/13

8:25 pm-11:35 pm

1 stop26h 10m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

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.

Travel insights for flights from Chicago to Quintana Roo

Get recent, data-driven insights about flights from Chicago to Quintana Roo including ideal travel times, pricing trends, and more.

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 February 23, 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 February 23, 2025.

The most flights from CHI to MXQR are scheduled on a Saturday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 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 February 23, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Aeromexico 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.
Southwest
8.1
Very good
4,385 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,385 reviews
Southwest
8.1
Very good
4,385 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,385 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Aeromexico
7.5
Good
1,767 reviews
Southwest
8.1
Very good
4,385 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,385 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,385 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 ($99), Viva ($100), and Southwest ($110).

  • 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: American Airlines (80%), Spirit Airlines (77%), Emirates (77%).

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

    The cheapest flight price from Chicago to Quintana Roo is $96. On average you can expect to pay $734. The most popular route, (Chicago O'Hare Intl - Cancun), can usually be booked for $204.

  • 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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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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$28Average$311FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$113Average$351FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$174Average$447FlexibilityNo cancel feeOn-time69%
VolarisCheapest$177Average$550FlexibilityNo cancel feeOn-time79%
VivaCheapest$251Average$366FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$257Average$468FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$495FlexibilityNo cancel feeOn-time71%
DeltaCheapest$286Average$512FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$340Average$686FlexibilityNo cancel feeOn-time63%
AviancaCheapest$672Average$896FlexibilityNo cancel feeOn-time71%
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