Riviera Maya

$116+ Cheap flights from Midway (MDW) to Riviera Maya

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CUN
ene. 26 — feb. 21
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Cheap flight deals from Midway to Riviera Maya

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Riviera Maya (zzETW). 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 enero 21, 2025.

Round-trip from

$300
(Kiwi.com)

One-way from

$116
(Southwest)
From Chicago Midway to Riviera Maya
One-way flight from Chicago Midway to Riviera Maya

Find flight deals from Midway to Riviera Maya

Cheapest flights from Midway to Riviera Maya
Explore the most affordable flight options available from Midway to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
sáb. 2/225:10 amMDW - CUN
1 stop27h 46mFrontier
mié. 2/263:49 pmCUN - MDW
1 stop9h 28mFrontier
Deal found 1/21$300
This Southwest deal was found by Cheapflights users on 1/21. 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.
dom. 4/276:55 amMDW - CUN
1 stop7h 55mSouthwest
jue. 5/19:00 amCUN - MDW
Nonstop3h 40mSouthwest
Deal found 1/21$313
This Expedia deal was found by Cheapflights users on 1/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/510:57 amMDW - CUN
1 stop9h 08mMultiple Airlines
mié. 2/123:49 pmCUN - MDW
1 stop9h 28mMultiple Airlines
Deal found 1/20$318
This Delta deal was found by Cheapflights users on 1/21. 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.
lun. 4/146:00 amMDW - CUN
1 stop5h 30mDelta
jue. 5/111:10 amCUN - MDW
1 stop6h 50mDelta
Deal found 1/21$386
This Aeromexico deal was found by Cheapflights users on 1/21. 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.
mié. 3/512:44 pmMDW - CUN
2 stops11h 14mAeromexico
mar. 3/112:05 pmCUN - MDW
1 stop8h 18mAeromexico
Deal found 1/21$391
This Gotogate deal was found by Cheapflights users on 1/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/188:39 pmMDW - CUN
1 stop14h 24mVolaris
sáb. 3/228:00 amCUN - MDW
1 stop11h 10mVolaris
Deal found 1/21$452
This Delta deal was found by Cheapflights users on 1/20. 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.
mar. 4/16:00 amMDW - CZM
1 stop8h 00mDelta
jue. 4/102:20 pmCZM - MDW
1 stop7h 01mDelta
Deal found 1/20$491
This Mytrip deal was found by Cheapflights users on 1/20. 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.
mar. 2/47:50 pmMDW - CZM
2 stops18h 13mVolaris
mar. 2/115:28 pmCZM - MDW
2 stops15h 17mVolaris
Deal found 1/20$504
This Aeromexico deal was found by Cheapflights users on 1/21. 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.
vie. 3/286:00 amMDW - CZM
1 stop8h 00mAeromexico
mar. 4/82:20 pmCZM - MDW
1 stop7h 01mAeromexico
Deal found 1/21$516
This Mytrip deal was found by Cheapflights users on 1/21. 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.
mié. 2/57:55 pmMDW - CZM
2 stops17h 55mMultiple Airlines
mar. 2/115:28 pmCZM - MDW
2 stops15h 17mMultiple Airlines
Deal found 1/21$620
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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.
jue. 3/66:00 amMDW - CZM
1 stop8h 00mKLM
jue. 3/132:20 pmCZM - MDW
2 stops21h 16mKLM
Deal found 1/20$819

Find flights from Midway to Riviera Maya within your budget

Customize your flight search to find flights from Midway to Riviera Maya 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 enero 21, 2025.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

sáb. 4/26

8:21 am-12:25 pm

1 stop28h 04m

Cancun

jue. 5/1

3:15 pm-7:08 pm

1 stop27h 53m

$312

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

lun. 2/10

7:55 pm-3:49 pm

1 stop18h 54m

Cancun

mié. 2/12

3:49 pm-12:17 am

1 stop9h 28m

$313

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

vie. 3/7

4:30 pm-9:25 pm

Nonstop3h 55m

Cancun

mar. 3/11

12:55 pm-10:45 pm

1 stop9h 50m

$329

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mié. 3/5

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

mar. 3/11

10:00 am-4:14 pm

1 stop6h 14m

$367

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

mar. 2/11

12:44 pm-9:05 pm

1 stop7h 21m

Cancun

mié. 2/12

8:00 am-4:20 pm

1 stop9h 20m

$382

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

jue. 3/6

7:55 pm-9:04 am

1 stop12h 09m

Cancun

jue. 3/13

1:57 pm-9:18 pm

1 stop7h 21m

$407

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

mar. 4/1

6:00 am-1:00 pm

1 stop8h 00m

Cozumel

mar. 4/8

2:20 pm-10:21 pm

1 stop7h 01m

$491

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

mar. 2/4

7:50 pm-2:03 pm

2 stops18h 13m

Cozumel

mar. 2/11

5:28 pm-8:45 am

2 stops15h 17m

$504

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

dom. 3/16

6:00 am-1:00 pm

1 stop8h 00m

Cozumel

mar. 3/25

2:20 pm-10:23 pm

1 stop7h 03m

$536

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

mié. 2/5

7:55 pm-1:50 pm

2 stops17h 55m

Cozumel

mar. 2/11

5:28 pm-8:45 am

2 stops15h 17m

$620

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 22 results
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Best time to book a flight from Midway to Riviera Maya

Have a flexible travel schedule? Discover the best time to fly to Riviera Maya 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 Riviera Maya

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

What is the cheapest month to book a flight from Chicago Midway Airport to Riviera Maya?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Riviera Maya (average of $360). Flying from Chicago Midway Airport to Riviera Maya 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 ETW?

Find hourly flight availability from Midway to Riviera Maya. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.

When flying from Chicago Midway Airport to Riviera Maya, 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 Riviera Maya by month

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

In terms of precipitation, rainfall in Riviera Maya 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 Riviera Maya when rainfall is around 1.1 in.

Temperature in Riviera Maya by month

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

If weather is an important factor for your trip to Riviera Maya, 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 Riviera Maya

Get insights into the airlines that provide service to Riviera Maya. 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 Riviera Maya. Reviews last updated enero 21, 2025.
Get a feel of what it's like to fly with Frontier, Southwest and Aeromexico from Chicago to Riviera Maya by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

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.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

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.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

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.

7.8
Good
1,341 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

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.

7.5
Good
1,849 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

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.

7.2
Good
2,829 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

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 Riviera Maya. 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 Riviera Maya one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Riviera Maya are Southwest ($116), Frontier ($121), and Delta ($176).

  • What are the cheapest flights from Chicago Midway Airport to Riviera Maya?

    The cheapest flight price from Chicago Midway Airport to Riviera Maya is $111. On average you can expect to pay $531. The most popular route, (Chicago Midway - Cancun), can usually be booked for $326.

  • Can I find deals for flights from Midway to Riviera Maya that include hotel bookings?

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

  • How can I find direct flights from Midway to Riviera Maya?

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

  • Can I find deals for business class flights from Midway to Riviera Maya?

    Yes. Cheapflights offers flight deals from Midway to Riviera Maya 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 Riviera Maya?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Riviera Maya (average of $360). Flying from Chicago Midway Airport to Riviera Maya 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.

See more FAQs

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Alternative routes for Midway to Riviera Maya

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Midway to Riviera Maya

Discover the top 8 airlines that operate flights from Midway to Riviera Maya. 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$171Average$278FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$177Average$409FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$223Average$393FlexibilityNo cancel feeOn-time69%
DeltaCheapest$380Average$539FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$382Average$562FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$464Average$705FlexibilityNo cancel feeOn-time63%
VolarisCheapest$654Average$872FlexibilityNo cancel feeOn-time79%
LATAM AirlinesCheapest$3,369Average$3,369FlexibilityNo cancel feeOn-time81%
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