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$145+ Cheap flights from Quintana Roo to Midway (MDW)

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — MDW
Feb 9 — Feb 161
Sun 2/9
Sun 2/16
1 adult, Economy
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Cheap flight deals from Quintana Roo to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Quintana Roo (MXQR) to Midway (MDW). 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

$274
(eDestinos)

One-way from

$145
(Travelocity)

Popular in

June

Cheapest in

February

Average price

$141

Good one-way deal

$333 or less
Provider with most accurate pricing for Cancun-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Cancun-Chicago (CHI) flights.
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From Quintana Roo to Chicago Midway
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One-way flight from Quintana Roo to Chicago Midway
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Highest demand for flights based on searches. 12% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 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 one-way flight from Quintana Roo to Chicago Midway.
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Find flight deals from Quintana Roo to Midway

Cheapest flights from Quintana Roo to Midway
Explore the most affordable flight options available from Quintana Roo to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2025.

This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2011:10 amCUN - MDW
1 stop25h 18mMultiple Airlines
Mon 2/247:55 pmMDW - CUN
1 stop21h 38mMultiple Airlines
Deal found 2/2$274
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/63:10 pmCUN - MDW
1 stop10h 07mFrontier
Tue 3/117:50 amMDW - CUN
1 stop27h 20mFrontier
Deal found 2/4$308
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/89:00 amCUN - MDW
Nonstop3h 40mSouthwest
Mon 5/127:30 amMDW - CUN
1 stop6h 40mSouthwest
Deal found 2/4$331
This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/68:00 amCUN - MDW
1 stop9h 20mAeromexico
Mon 3/1012:51 pmMDW - CUN
1 stop7h 09mAeromexico
Deal found 2/4$343
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.
Sat 2/84:25 pmCUN - MDW
1 stop6h 55mDelta
Tue 2/116:00 amMDW - CUN
1 stop8h 15mDelta
Deal found 2/2$347
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.
Thu 2/67:23 pmCUN - MDW
1 stop14h 22mVolaris
Mon 2/107:55 pmMDW - CUN
1 stop12h 09mVolaris
Deal found 2/2$523

Find flights from Quintana Roo to Midway within your budget

Customize your flight search to find flights from Quintana Roo to Midway 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

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 2/20

11:10 am-11:28 am

1 stop25h 18m

Chicago Midway

Mon 2/24

7:55 pm-6:33 pm

1 stop21h 38m

$274

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 3/6

3:10 pm-12:17 am

1 stop10h 07m

Chicago Midway

Tue 3/11

7:50 am-11:10 am

1 stop27h 20m

$308

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 5/8

9:00 am-12:40 pm

Nonstop3h 40m

Chicago Midway

Mon 5/12

7:30 am-2:10 pm

1 stop6h 40m

$331

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Thu 3/6

8:00 am-4:20 pm

1 stop9h 20m

Chicago Midway

Mon 3/10

12:51 pm-8:00 pm

1 stop7h 09m

$343

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 2/14

4:25 pm-10:20 pm

1 stop6h 55m

Chicago Midway

Mon 2/17

12:44 pm-9:05 pm

1 stop7h 21m

$344

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 5/27

9:49 am-8:41 pm

1 stop10h 52m

Chicago Midway

Sat 5/31

9:59 pm-9:30 am

1 stop11h 31m

$578

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 2/18

1:20 am-10:20 pm

2 stops22h 00m

Chicago Midway

Tue 2/25

5:05 pm-2:30 pm

2 stops20h 25m

$2,909

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Mon 4/7

3:12 pm-7:51 pm

1 stop28h 39m

$145

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Mon 3/17

8:20 am-12:00 pm

Nonstop3h 40m

$148

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/15

10:44 am-7:51 pm

1 stop9h 07m

$150

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 13 results
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Best time to book a flight from Quintana Roo to Midway

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

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

What is the cheapest time of day to fly from QR to MDW?

Find hourly flight availability from Quintana Roo to Midway. 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.

When flying from Quintana Roo to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated February 4, 2025.
To help decide which airline to fly from Quintana Roo to Chicago, see what other customers have to say about Southwest, Delta and LATAM Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,560 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Entertainment

7.7

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

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Entertainment

7.7

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
8,415 reviews
Southwest
8.1
Very good
4,560 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Entertainment

7.7

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.

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

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Entertainment

7.7

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

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Entertainment

7.7

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.

Volaris
6.7
Okay
1,238 reviews
Southwest
8.1
Very good
4,560 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.1

Entertainment

7.7

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 Quintana Roo to Midway. 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 Quintana Roo to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $145 on Frontier. Other airlines that offer cheap prices include Southwest from $148 and Volaris from $164 one-way.

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

    While on average a flight from Quintana Roo to Chicago Midway Airport is generally $456, our data shows the cheapest flight currently is $283. When looking at the most popular route, (Cancun - Chicago Midway), you can expect to pay $335 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Quintana Roo to Midway 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 Quintana Roo to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Quintana Roo to Chicago Midway Airport (average of $160). Flying from Quintana Roo to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Quintana Roo?

Book flights to Quintana Roo if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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