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Find cheap flights from Chicago Midway Airport to Quintana Roo from $93

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Quintana Roo departing on 5/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 5/19
Sun 5/26

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Best Quintana Roo Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Cancún
Cancún1 stop$215

Good to know

Low season

October

High season

December

Cheapest flight

$93
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Chicago Midway Airport to Cancún

FAQs - booking Quintana Roo flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Quintana Roo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Quintana Roo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Quintana Roo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Quintana Roo from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Quintana Roo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Quintana Roo with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Quintana Roo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Quintana Roo from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Quintana Roo

  • Morning departure is around 33% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to Quintana Roo

 
Need help choosing which airline to fly with from Midway to Quintana Roo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11094 reviews
8.2boarding
8.0entertainment
7.9comfort
8.6crew
7.5food
Airline reviews

Seat back monitors and outlets were dead and not working.

8.0 ExcellentCarl, Apr 2024JFK - FLL
Read more about Delta reviews

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

I had a great travel experience as there weren't any delays and I was able to get to Mexico City on time for conference.

I like using the Delta app to keep informed, boarding was smooth, and flight attendants were awesome and on top of everything, good communication from pilots.

On time and fast. Overall it was a pleasant experience.

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

No frills, limited comfort, no food, no entertainment, but fine

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

Flight was canceled. Knew there was weather, and were notified of 20 min delayed, and then suddenly canceled. Next reschedule was for 2 days. No help other than to refund. Thankfully full refund and appreciate that. I appreciate discounted airline but felt they could've done more for customer inconvenience.

The seat was very uncomfortable from Boston to Nashville. Otherwise the flight was excellent.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Terrible. Seats are bad and the baggage policy is inconsistent

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Left Denver late, then sat on tarmac 30 min after arrival

Better than I expected but I did pay for a seat and carry on bags ahead of time.

Crew members are very rude and not cooperate with passengers.

30 minute delay due to boarding and settling of a family.

Book cheap flights from Chicago to Quintana Roo

Recent round-trip flight deals

5/1Wed
1 stopFrontier
24h 43mMDW-CUN
5/8Wed
1 stopFrontier
22h 45mCUN-MDW
$215
5/4Sat
1 stopFrontier
9h 21mMDW-CUN
5/8Wed
1 stopFrontier
22h 45mCUN-MDW
$216
5/10Fri
1 stopFrontier
12h 06mMDW-CUN
5/13Mon
1 stopFrontier
26h 04mCUN-MDW
$217
5/7Tue
1 stopFrontier
9h 06mMDW-CUN
5/9Thu
1 stopFrontier
11h 19mCUN-MDW
$219
6/4Tue
1 stop
14h 17mMDW-CUN
6/13Thu
1 stop
8h 00mCUN-MDW
$302
4/28Sun
1 stopAeromexico
7h 51mMDW-CZM
5/2Thu
1 stopAeromexico
7h 39mCZM-MDW
$310
6/1Sat
1 stop
19h 49mMDW-CUN
6/8Sat
1 stop
7h 23mCUN-MDW
$326
4/30Tue
1 stopAeromexico
7h 51mMDW-CZM
5/3Fri
1 stopAeromexico
7h 39mCZM-MDW
$340
8/20Tue
1 stopDelta
5h 07mMDW-CUN
8/27Tue
2 stopsDelta
11h 57mCUN-MDW
$375
5/8Wed
1 stopDelta
8h 11mMDW-CUN
5/15Wed
1 stopDelta
13h 51mCUN-MDW
$390

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Recent one-way flight deals

5/10Fri
1 stopFrontier
12h 06mMDW-CUN
$93
5/4Sat
1 stopFrontier
11h 12mMDW-CUN
$97
5/1Wed
1 stopAeromexico
7h 51mMDW-CZM
$135
5/3Fri
2 stops
17h 14mMDW-CUN
$155
6/1Sat
2 stops
26h 28mMDW-CUN
$159
5/15Wed
2 stopsAeromexico
19h 33mMDW-CUN
$180
5/15Wed
2 stopsDelta
11h 28mMDW-CUN
$193
7/7Sun
2 stopsDelta
11h 27mMDW-CUN
$260
4/26Fri
2 stopsWestJet
27h 55mMDW-CZM
$1,430
5/2Thu
2 stopsWestJet
49h 07mMDW-CZM
$1,495

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Last minute flights from Midway to Quintana Roo

Last minute flight, train and bus deals

4/23Tue
multi-stopFrontier
11h 04mMDW-CUN
4/26Fri
multi-stopFrontier
21h 28mCUN-MDW
$298
4/23Tue
multi-stop
11h 04mMDW-CUN
4/26Fri
multi-stop
28h 43mCUN-MDW
$304
4/23Tue
multi-stopFrontier
11h 04mMDW-CUN
4/26Fri
multi-stopFrontier
21h 28mCUN-MDW
$305
4/22Mon
multi-stopDelta
7h 51mMDW-CZM
4/24Wed
multi-stopDelta
7h 03mCZM-MDW
$310
4/22Mon
multi-stopFrontier
9h 11mMDW-CUN
5/1Wed
multi-stopFrontier
24h 31mCUN-MDW
$312
4/22Mon
multi-stopDelta
19h 04mMDW-CZM
4/24Wed
multi-stopDelta
7h 03mCZM-MDW
$317
4/23Tue
multi-stopAeromexico
7h 51mMDW-CZM
4/26Fri
multi-stopAeromexico
7h 03mCZM-MDW
$340
4/22Mon
multi-stop
18h 24mMDW-CUN
5/1Wed
multi-stop
24h 31mCUN-MDW
$349
4/22Mon
multi-stopAeromexico
7h 51mMDW-CZM
4/27Sat
multi-stopAeromexico
7h 03mCZM-MDW
$400
4/24Wed
multi-stopVolaris
14h 21mMDW-CUN
5/3Fri
multi-stopVolaris
11h 08mCUN-MDW
$930

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Chicago Midway Airport - Quintana Roo Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Quintana Roo - Chicago Midway Airport

Cabin classes:

$79