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$148+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — MDW
Mar 17 — Mar 241
Mon 3/17
Mon 3/24
1 adult, Economy
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Cheap flight deals from Quintana Roo to Midway

Keep the following information in mind while searching for Quintana Roo to Midway flight deals. Data was last updated March 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Mytrip)

One-way from

$148
(Southwest)

Popular in

June

Cheapest in

May

Average price

$244

Good one-way deal

$376 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. 6% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 12, 2025.

This Mytrip deal was found by Cheapflights users on 3/10. 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 4/110:10 amCUN - MDW
1 stop9h 35mFrontier
Tue 4/810:13 amMDW - CUN
1 stop25h 52mFrontier
Deal found 3/10$317
This Southwest deal was found by Cheapflights users on 3/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/229:00 amCUN - MDW
Nonstop3h 40mSouthwest
Sat 4/261:35 pmMDW - CUN
1 stop7h 25mSouthwest
Deal found 3/11$363
This Aeromexico deal was found by Cheapflights users on 3/11. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/28:15 amCUN - MDW
1 stop9h 48mAeromexico
Tue 10/76:00 amMDW - CUN
1 stop8h 09mAeromexico
Deal found 3/11$379
This Booking.com deal was found by Cheapflights users on 3/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:57 amCUN - MDW
1 stop11h 17mVolaris
Mon 1/59:59 pmMDW - CUN
1 stop10h 23mVolaris
Deal found 3/11$394
This Delta deal was found by Cheapflights users on 3/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:02 amCUN - MDW
2 stops12h 01mDelta
Tue 10/71:05 pmMDW - CUN
1 stop6h 59mDelta
Deal found 3/11$409
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Thu 3/1312:12 pmCUN - MDW
1 stop7h 23mMultiple Airlines
Wed 3/1912:26 pmMDW - CUN
2 stops19h 47mMultiple Airlines
Deal found 3/11$594
This WestJet deal was found by Cheapflights users on 3/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/412:30 pmCUN - MDW
2 stops30h 03mWestJet
Tue 4/812:48 pmMDW - CUN
2 stops30h 22mWestJet
Deal found 3/11$1,342
This LATAM Airlines deal was found by Cheapflights users on 3/11. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/211:20 amCUN - MDW
2 stops21h 46mLATAM Airlines
Wed 12/245:03 pmMDW - CUN
2 stops20h 12mLATAM Airlines
Deal found 3/11$6,055

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 March 12, 2025.

Fly from

Quintana Roo

Fly to

Midway

Route

Depart

Return

Price

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/1

10:10 am-7:45 pm

1 stop9h 35m

Chicago Midway

Tue 4/8

10:13 am-12:05 pm

1 stop25h 52m

$317

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/22

9:00 am-12:40 pm

Nonstop3h 40m

Chicago Midway

Sat 4/26

1:35 pm-9:00 pm

1 stop7h 25m

$363

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/22

9:18 am-10:22 pm

2 stops13h 04m

Chicago Midway

Sat 4/26

9:20 am-8:02 pm

2 stops10h 42m

$456

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sat 3/22

8:00 am-7:10 pm

1 stop11h 10m

Chicago Midway

Sat 3/29

8:39 pm-9:04 am

1 stop12h 25m

$573

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Fri 4/4

12:30 pm-6:33 pm

2 stops30h 03m

Chicago Midway

Tue 4/8

12:48 pm-7:10 pm

2 stops30h 22m

$1,342

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Mon 3/17

8:20 am-12:00 pm

Nonstop3h 40m

$148

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/1

11:14 am-7:51 pm

1 stop8h 37m

$159

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Sat 5/31

9:49 am-8:41 pm

1 stop10h 52m

$168

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Wed 4/23

8:15 am-6:20 pm

2 stops10h 05m

$174

CancúnChicago

CUN - MDW

CUNMDW

Cancun

Tue 4/1

2:27 pm-12:21 am

1 stop9h 54m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

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 March 12, 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 March 12, 2025.
Southwest
8.1
Very good
4,297 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,297 reviews
Southwest
8.1
Very good
4,297 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
7,966 reviews
Southwest
8.1
Very good
4,297 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Aeromexico
7.5
Good
1,724 reviews
Southwest
8.1
Very good
4,297 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

WestJet
7.2
Good
2,778 reviews
Southwest
8.1
Very good
4,297 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Volaris
6.7
Okay
1,190 reviews
Southwest
8.1
Very good
4,297 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Crew

8.7

Comfort

8.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $148 on Southwest. Other airlines that offer cheap prices include Volaris from $168 and Delta from $174 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 $453, our data shows the cheapest flight currently is $225. When looking at the most popular route, (Cancun - Chicago Midway), you can expect to pay $356 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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