Quintana Roo

$116+ Cheap flights from Midway (MDW) 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
Jan 21 — Jan 281
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Cheap flight deals from Midway to Quintana Roo

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Quintana Roo (MXQR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 16, 2025.

Round-trip from

$310
(Kiwi.com)

One-way from

$116
(Southwest)
From Chicago Midway to Quintana Roo
One-way flight from Chicago Midway to Quintana Roo

Find flight deals from Midway to Quintana Roo

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

This Kiwi.com deal was found by Cheapflights users on 1/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/510:41 pmMDW - CUN
2 stops20h 14mMultiple Airlines
Wed 2/123:49 pmCUN - MDW
1 stop9h 28mMultiple Airlines
Deal found 1/16$310
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/58:01 pmMDW - CUN
1 stop12h 00mFrontier
Wed 2/123:49 pmCUN - MDW
1 stop9h 28mFrontier
Deal found 1/15$317
This Southwest deal was found by Cheapflights users on 1/16. 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.
Tue 2/256:10 amMDW - CUN
1 stop6h 45mSouthwest
Thu 2/275:10 pmCUN - MDW
1 stop6h 20mSouthwest
Deal found 1/16$351
This eDestinos deal was found by Cheapflights users on 1/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/312:44 pmMDW - CUN
1 stop7h 21mAeromexico
Thu 2/64:25 pmCUN - MDW
1 stop6h 55mAeromexico
Deal found 1/16$368
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/77:55 pmMDW - CUN
1 stop13h 08mVolaris
Mon 2/109:45 pmCUN - MDW
1 stop12h 00mVolaris
Deal found 1/15$382
This Delta deal was found by Cheapflights users on 1/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/256:00 amMDW - CUN
1 stop8h 12mDelta
Thu 5/13:29 pmCUN - MDW
1 stop7h 00mDelta
Deal found 1/15$394
This Aeromexico deal was found by Cheapflights users on 1/15. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/266:00 amMDW - CZM
1 stop8h 00mAeromexico
Wed 3/53:15 pmCZM - MDW
1 stop7h 05mAeromexico
Deal found 1/15$501
This Mytrip deal was found by Cheapflights users on 1/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/277:55 pmMDW - CZM
2 stops18h 08mVolaris
Mon 3/33:18 pmCZM - MDW
2 stops17h 27mVolaris
Deal found 1/16$512
This Delta deal was found by Cheapflights users on 1/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/266:00 amMDW - CZM
1 stop8h 00mDelta
Wed 4/22:20 pmCZM - MDW
1 stop7h 07mDelta
Deal found 1/16$551
This Kissandfly.com deal was found by Cheapflights users on 1/15. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/16:00 amMDW - CZM
1 stop8h 00mKLM
Sat 3/83:15 pmCZM - MDW
1 stop7h 05mKLM
Deal found 1/15$580
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/47:50 pmMDW - CZM
2 stops18h 13mMultiple Airlines
Tue 2/113:15 pmCZM - MDW
1 stop7h 05mMultiple Airlines
Deal found 1/16$603

Find flights from Midway to Quintana Roo within your budget

Customize your flight search to find flights from Midway 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 January 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCancĂșn

MDW - CUN

MDWCUN

Chicago Midway

Wed 2/5

10:41 pm-7:55 pm

2 stops20h 14m

Cancun

Wed 2/12

3:49 pm-12:17 am

1 stop9h 28m

$310

ChicagoCancĂșn

MDW - CUN

MDWCUN

Chicago Midway

Wed 2/5

8:01 pm-9:01 am

1 stop12h 00m

Cancun

Wed 2/12

3:49 pm-12:17 am

1 stop9h 28m

$317

ChicagoCancĂșn

MDW - CUN

MDWCUN

Chicago Midway

Tue 2/25

6:10 am-1:55 pm

1 stop6h 45m

Cancun

Thu 2/27

5:10 pm-10:30 pm

1 stop6h 20m

$351

ChicagoCancĂșn

MDW - CUN

MDWCUN

Chicago Midway

Mon 2/3

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

Thu 2/6

4:25 pm-10:20 pm

1 stop6h 55m

$368

ChicagoCancĂșn

MDW - CUN

MDWCUN

Chicago Midway

Fri 2/7

7:55 pm-10:03 am

1 stop13h 08m

Cancun

Mon 2/10

9:45 pm-8:45 am

1 stop12h 00m

$382

ChicagoCancĂșn

MDW - CUN

MDWCUN

Chicago Midway

Fri 4/25

6:00 am-2:12 pm

1 stop8h 12m

Cancun

Thu 5/1

3:29 pm-10:29 pm

1 stop7h 00m

$394

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sun 2/2

7:55 pm-2:03 pm

2 stops18h 08m

Cozumel

Wed 2/5

3:18 pm-8:45 am

2 stops17h 27m

$490

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 2/26

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Wed 3/5

3:15 pm-10:20 pm

1 stop7h 05m

$501

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 3/26

6:00 am-1:00 pm

1 stop8h 00m

Cozumel

Wed 4/2

2:20 pm-10:27 pm

1 stop7h 07m

$551

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sat 3/1

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Sat 3/8

3:15 pm-10:20 pm

1 stop7h 05m

$580

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 22 results
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Best time to book a flight from Midway to Quintana Roo

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

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Quintana Roo (average of $360). Flying from Chicago Midway Airport 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 MDW to QR?

Find hourly flight availability from Midway 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 January 16, 2025.

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

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 January 16, 2025.
Peruse reviews from past customers who have flown with Frontier, Aeromexico and Volaris 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.
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,659 reviews
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,511 reviews
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.8
Good
1,339 reviews
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,849 reviews
8.1
Very good
4,659 reviews

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
2,824 reviews
8.1
Very good
4,659 reviews

Boarding

8.2