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Quintana Roo

$102+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
Feb 9 — Feb 161
Sun 2/9
Sun 2/16
1 adult, Economy
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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 February 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$251
(Kiwi.com)

One-way from

$102
(eDestinos)

Popular in

March

Cheapest in

September

Average price

$344

Good round-trip deal

$485 or less

Good one-way deal

$141 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 Midway to Quintana Roo
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One-way flight from Chicago Midway to Quintana Roo
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Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 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 Midway to Quintana Roo.
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Price to beat on a one-way flight from Chicago Midway to Quintana Roo.
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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 February 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/4. 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 3/410:41 pmMDW - CUN
2 stops20h 09mMultiple Airlines
Thu 3/63:10 pmCUN - MDW
1 stop10h 07mMultiple Airlines
Deal found 2/4$251
This Southwest deal was found by Cheapflights users on 2/3. 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.
Mon 3/104:30 pmMDW - CUN
Nonstop3h 55mSouthwest
Mon 3/178:20 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 2/3$256
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/54:50 pmMDW - CUN
1 stop18h 35mFrontier
Wed 4/92:33 pmCUN - MDW
1 stop9h 48mFrontier
Deal found 2/2$311
This CheapOair deal was found by Cheapflights users on 2/3. 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.
Mon 6/169:59 pmMDW - CUN
1 stop11h 31mVolaris
Sat 6/2110:07 amCUN - MDW
1 stop10h 37mVolaris
Deal found 2/3$352
This Bravofly deal was found by Cheapflights users on 2/3. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/412:44 pmMDW - CUN
1 stop7h 21mAeromexico
Tue 3/1110:00 amCUN - MDW
1 stop6h 14mAeromexico
Deal found 2/3$361
This Delta deal was found by Cheapflights users on 2/3. 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.
Thu 3/139:54 amMDW - CUN
1 stop10h 06mDelta
Wed 3/268:00 amCUN - MDW
1 stop8h 14mDelta
Deal found 2/3$390
This Aeromexico deal was found by Cheapflights users on 2/2. 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.
Fri 3/76:00 amMDW - CZM
1 stop8h 00mAeromexico
Wed 3/122:20 pmCZM - MDW
1 stop7h 03mAeromexico
Deal found 2/2$516
This Delta deal was found by Cheapflights users on 2/2. 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.
Sun 3/306:00 amMDW - CZM
1 stop8h 00mDelta
Wed 4/92:20 pmCZM - MDW
1 stop7h 01mDelta
Deal found 2/2$536
This SmartFares deal was found by Cheapflights users on 2/4. 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.
Sat 3/17:55 pmMDW - CZM
2 stops18h 08mVolaris
Sun 3/93:18 pmCZM - MDW
2 stops26h 52mVolaris
Deal found 2/4$620
This Mytrip deal was found by Cheapflights users on 2/3. 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.
Wed 3/57:55 pmMDW - CZM
2 stops17h 43mMultiple Airlines
Wed 3/122:36 pmCZM - MDW
2 stops27h 34mMultiple Airlines
Deal found 2/3$685
This Kissandfly.com deal was found by Cheapflights users on 2/2. 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.
Wed 3/56:00 amMDW - CZM
1 stop8h 00mKLM
Wed 3/122:20 pmCZM - MDW
2 stops17h 25mKLM
Deal found 2/2$714

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 February 4, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 3/4

10:41 pm-7:50 pm

2 stops20h 09m

Cancun

Thu 3/6

3:10 pm-12:17 am

1 stop10h 07m

$244

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 2/24

8:44 pm-1:55 pm

2 stops16h 11m

Cancun

Thu 3/6

3:10 pm-12:17 am

1 stop10h 07m

$288

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/2

5:25 am-5:00 pm

1 stop10h 35m

Cancun

Fri 3/7

6:10 pm-9:00 pm

Nonstop3h 50m

$290

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 6/2

9:59 pm-9:30 am

1 stop11h 31m

Cancun

Thu 6/12

12:39 pm-8:44 pm

1 stop8h 05m

$339

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 4/27

6:04 am-2:01 pm

1 stop7h 57m

Cancun

Thu 5/8

8:10 am-2:54 pm

1 stop6h 44m

$378

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 2/24

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

Wed 3/5

8:00 am-4:20 pm

1 stop9h 20m

$382

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Fri 3/7

6:00 am-2:00 pm

1 stop8h 00m

Cozumel

Wed 3/12

2:20 pm-10:23 pm

1 stop7h 03m

$516

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sun 3/30

6:00 am-1:00 pm

1 stop8h 00m

Cozumel

Wed 4/9

2:20 pm-10:21 pm

1 stop7h 01m

$536

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sat 3/1

7:55 pm-2:03 pm

2 stops18h 08m

Cozumel

Sun 3/9

3:18 pm-7:10 pm

2 stops26h 52m

$620

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 3/5

7:55 pm-1:38 pm

2 stops17h 43m

Cozumel

Wed 3/12

2:36 pm-7:10 pm

2 stops27h 34m

$685

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

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 February 4, 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 February 4, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and KLM 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
4,560 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

Southwest
8.1
Very good
4,560 reviews
Southwest
8.1
Very good
4,560 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

Delta
8.0
Very good
8,408 reviews
Southwest
8.1
Very good
4,560 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

KLM
7.8
Good
1,334 reviews
Southwest
8.1
Very good
4,560 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

Aeromexico
7.5
Good
1,827 reviews
Southwest
8.1
Very good
4,560 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

WestJet
7.2
Good
2,814 reviews
Southwest
8.1
Very good
4,560 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

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.

Related info for your journey

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

    The cheapest airline one-way is Volaris, with whom users have recently found tickets for as low as $102. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Chicago Midway Airport to Quintana Roo for a low price.

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

    On average you can expect to pay $463 for a flight from Chicago Midway Airport to Quintana Roo. The cheapest flight overall is $111 while the most popular route, (Chicago Midway - Cancun) is currently priced at $258.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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 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.

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Alternative routes for Midway to Quintana Roo

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Midway to Quintana Roo

Discover the top 8 airlines that operate flights from Midway 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$171Average$316FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$175Average$393FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$183Average$413FlexibilityNo cancel feeOn-time65%
DeltaCheapest$380Average$540FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$382Average$562FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$465Average$705FlexibilityNo cancel feeOn-time63%
VolarisCheapest$654Average$872FlexibilityNo cancel feeOn-time79%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%
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