$164 Find Cheap Flights from Chicago Midway Airport to Quintana Roo - Compare and Save

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 8/13. 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
1 adult, Economy, 0 bags

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Book Cheap Midway to Quintana Roo Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Quintana Roo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Quintana Roo

Mon, Aug 24 - Mon, Aug 31
Volaris Logo
8:23 pm - 9:55 am
MDW
-
CUN
13h 32m
1 stop
Volaris Logo
10:40 am - 7:04 pm
CUN
-
MDW
8h 24m
1 stop
$348Volaris
Fri, Aug 28 - Mon, Aug 31
Volaris Logo
8:23 pm - 9:55 am
MDW
-
CUN
13h 32m
1 stop
Volaris Logo
10:40 am - 7:04 pm
CUN
-
MDW
8h 24m
1 stop
$364Volaris
Thu, Nov 12 - Mon, Nov 16
Frontier Logo
7:25 am - 2:14 pm
MDW
-
CUN
5h 49m
1 stop
Frontier Logo
3:24 pm - 9:53 pm
CUN
-
MDW
7h 29m
1 stop
$427Frontier
Wed, Sep 9 - Wed, Sep 16
Aeromexico Logo
11:35 am - 7:50 pm
MDW
-
CUN
8h 15m
1 stop
Aeromexico Logo
3:20 pm - 10:44 pm
CUN
-
MDW
7h 24m
1 stop
$435Aeromexico
Wed, Sep 9 - Wed, Sep 16
Aeromexico Logo
11:35 am - 7:50 pm
MDW
-
CUN
8h 15m
1 stop
Aeromexico Logo
3:20 pm - 10:44 pm
CUN
-
MDW
7h 24m
1 stop
$436Aeromexico
Fri, Sep 11 - Fri, Sep 18
Frontier Logo
6:25 am - 12:37 pm
MDW
-
CUN
6h 12m
1 stop
Frontier Logo
1:51 pm - 11:44 pm
CUN
-
MDW
9h 53m
1 stop
$439Frontier
Mon, Aug 24 - Wed, Sep 2
Southwest Logo
8:25 am - 12:00 pm
MDW
-
CUN
3h 35mnonstop
Southwest Logo
12:40 pm - 4:15 pm
CUN
-
MDW
3h 35mnonstop
$442Southwest
Sun, Oct 4 - Wed, Oct 7
Southwest Logo
9:25 am - 1:05 pm
MDW
-
CUN
3h 40mnonstop
Southwest Logo
3:20 pm - 6:55 pm
CUN
-
MDW
3h 35mnonstop
$442Southwest
Tue, Oct 20 - Thu, Oct 29
Delta Logo
10:59 am - 7:55 pm
MDW
-
CUN
8h 56m
1 stop
Delta Logo
2:25 pm - 10:33 pm
CUN
-
MDW
8h 08m
1 stop
$447Delta
Tue, Oct 20 - Fri, Oct 30
Delta Logo
6:04 am - 7:55 pm
MDW
-
CUN
13h 51m
1 stop
Delta Logo
8:00 am - 4:19 pm
CUN
-
MDW
8h 19m
1 stop
$447Delta
Booking Insights

KAYAK's insights & trends for Midway to Quintana Roo flights

Get data-powered insights and trends into flights from Midway to Quintana Roo to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago Midway Airport to Quintana Roo?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Quintana Roo departing in August.

Flight prices are below average for this route right now.

Flights to Quintana Roo from Chicago Midway Airport usually cost between $443 and $611 in August.
The lowest price found in the past 5 days was $348 on Volaris (Aug 24-Aug 31).

What is the cheapest Chicago Midway Airport to Quintana Roo flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Quintana Roo from Chicago Midway Airport found in the last 5 days was to Cancun, at $477 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Cancun (CUN), and the cheapest round-trip airline ticket found on this route in the last 5 days was $477.

What is the cheapest time of day to fly to Quintana Roo?

The average price for all round-trip flights from Chicago Midway Airport to Quintana Roo depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Quintana Roo is generally in the morning, when round-trip flights cost $488 on average. Morning departures are around 6% cheaper than evening flights, on average. The most expensive time of day to fly to Quintana Roo is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $664.

Can I save money by flying with a layover from Chicago Midway Airport to Quintana Roo?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $596 on average.

What is the cheapest month to fly from Chicago Midway Airport to Quintana Roo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Quintana Roo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Quintana Roo is October, when tickets cost $313 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $612 and $597 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Quintana Roo?

The average price of all round-trip flights from Chicago Midway Airport to Quintana Roo clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to Quintana Roo, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Quintana Roo back to Chicago Midway Airport, the best deals are generally found on Thursday, with Monday being the most expensive.

How far in advance should I book a flight from Chicago Midway Airport to Quintana Roo?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Quintana Roo, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Quintana Roo, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Find deals

Good to know

Low season

October

Cheapest flight

$164
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Chicago Midway Airport to Cancun

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 from Chicago Midway Airport to Quintana Roo 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 from Chicago Midway Airport to Quintana Roo with an airline and back 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 from Chicago Midway Airport to Quintana Roo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Midway to Quintana Roo

Information on your arrival and departure airports

Chicago Midway Airport (MDW)