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Riviera Maya

$125+ Cheap flights from O'Hare Intl (ORD) 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CUN
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Riviera Maya

Cheapest flights from O'Hare Intl to Riviera Maya
Explore the most affordable flight options available from O'Hare Intl to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.

This Viva deal was found by Cheapflights users on 7/27. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2912:35 am
ORD
-
CUN
1 stop14h 00m
Viva
Thu 12/102:50 pm
CUN
-
ORD
1 stop9h 10m
Viva
Deal found 7/27$317
This Super.com deal was found by Cheapflights users on 7/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:53 am
ORD
-
CUN
1 stop12h 35m
Volaris
Mon 8/3110:40 am
CUN
-
ORD
1 stop14h 15m
Volaris
Deal found 7/28$318
This Viva deal was found by Cheapflights users on 7/27. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:40 pm
ORD
-
CUN
1 stop8h 05m
Viva
Fri 10/3011:00 am
CUN
-
ORD
1 stop26h 10m
Viva
Deal found 7/27$319
This Kissandfly.com deal was found by Cheapflights users on 7/29. 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.
Mon 8/247:35 am
ORD
-
CUN
1 stop13h 28m
Volaris
Wed 9/29:50 pm
CUN
-
ORD
1 stop8h 02m
Volaris
Deal found 7/29$320
This Viva deal was found by Cheapflights users on 7/29. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:35 am
ORD
-
CUN
1 stop18h 50m
Viva
Thu 11/510:35 pm
CUN
-
ORD
1 stop25h 20m
Viva
Deal found 7/29$321
This Viva deal was found by Cheapflights users on 7/29. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:35 am
ORD
-
CUN
1 stop20h 10m
Viva
Sun 11/1510:25 am
CUN
-
ORD
1 stop13h 30m
Viva
Deal found 7/29$322
This Super.com deal was found by Cheapflights users on 7/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:04 am
ORD
-
CUN
1 stop8h 53m
Volaris
Mon 11/96:30 pm
CUN
-
ORD
1 stop11h 13m
Volaris
Deal found 7/31$323
This Super.com deal was found by Cheapflights users on 7/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:53 am
ORD
-
CUN
1 stop12h 35m
Volaris
Sat 8/294:32 pm
CUN
-
ORD
1 stop12h 09m
Volaris
Deal found 7/27$324
This Super.com deal was found by Cheapflights users on 7/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:40 am
ORD
-
CUN
1 stop12h 48m
Volaris
Sun 10/113:20 pm
CUN
-
ORD
1 stop14h 32m
Volaris
Deal found 7/30$325
This Viva deal was found by Cheapflights users on 7/29. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:40 pm
ORD
-
CUN
1 stop9h 10m
Viva
Mon 10/127:00 am
CUN
-
ORD
1 stop8h 50m
Viva
Deal found 7/29$326
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:53 am
ORD
-
CUN
1 stop9h 11m
Volaris
Tue 9/84:32 pm
CUN
-
ORD
1 stop8h 23m
Volaris
Deal found 7/30$327
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
Wed 9/91:40 am
ORD
-
CUN
1 stop8h 23m
Volaris
Mon 9/149:50 pm
CUN
-
ORD
1 stop8h 02m
Volaris
Deal found 7/28$328

Find flight deals from O'Hare Intl to Riviera Maya

Keep the following information in mind while searching for O'Hare Intl to Riviera Maya flight deals. Data was last updated August 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Viva)

One-way from

$125
(Booking.com)

Popular in

December

Cheapest in

January

Average price

$491
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
Search Deals
From Chicago O'Hare Intl to Riviera Maya
Search Deals
One-way flight from Chicago O'Hare Intl to Riviera Maya
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($0 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 August 1, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Riviera Maya that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 10/30

2:40 pm-6:45 pm

1 stop28h 05m

Cancun

Wed 11/4

9:15 pm-10:55 pm

1 stop26h 40m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 11/23

12:35 am-2:00 pm

1 stop12h 25m

Cancun

Sat 11/28

9:15 pm-10:55 pm

1 stop26h 40m

$434

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Fri 10/9

1:40 am-3:57 pm

1 stop14h 17m

Cozumel Intl

Sat 10/17

4:47 pm-5:52 am

1 stop13h 05m

$463

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 10/9

6:00 am-6:48 pm

2 stops12h 48m

Cancun

Wed 10/14

11:32 am-11:52 pm

2 stops12h 20m

$478

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 10/3

8:55 am-7:50 pm

2 stops10h 55m

Cancun

Wed 10/7

8:00 am-8:30 pm

2 stops12h 30m

$482

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 11/6

6:30 am-8:55 pm

1 stop13h 25m

Cancun

Tue 11/10

1:33 pm-11:59 pm

2 stops11h 26m

$483

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 9/27

6:10 am-6:49 pm

2 stops12h 39m

Cancun

Sun 10/4

8:05 am-6:45 pm

1 stop10h 40m

$483

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 9/5

1:50 pm-8:05 pm

1 stop6h 15m

Cancun

Sat 9/12

12:41 pm-11:59 pm

2 stops11h 18m

$499

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 10/23

6:20 am-6:48 pm

2 stops12h 28m

Cancun

Thu 10/29

4:15 pm-12:34 am

1 stop8h 19m

$518

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 12/8

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Fri 12/11

1:27 pm-4:27 pm

Nonstop4h 00m

$562

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 46 resultsSorted by cheapest first
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Best time to book a flight from O'Hare Intl to Riviera Maya

Have a flexible travel schedule? Discover the best time to fly to Riviera Maya from O'Hare Intl 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Riviera Maya

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Riviera Maya?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Riviera Maya (average of $373). Flying from Chicago O'Hare Intl Airport to Riviera Maya in March is currently the most expensive (average of $559). 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 ORD to ETW?

Find hourly flight availability from O'Hare Intl 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 August 1, 2026.

When flying from Chicago O'Hare Intl 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.

Weekly flight availability from Chicago O'Hare Intl Airport to Riviera Maya

Explore weekly flight availability from O'Hare Intl to Riviera Maya. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 1, 2026.

The most flights from ORD to zzETW are scheduled on a Monday (8 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 on average).

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Riviera Maya?

The best time to book flights from Chicago O'Hare Intl Airport to Riviera Maya is 19 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 August 1, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Riviera Maya, such as Southwest,United Airlines, andAmerican Airlines. 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.
Southwest
8.0
Very good
4,229 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,229 reviews
Southwest
8.0
Very good
4,229 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
10,062 reviews
Southwest
8.0
Very good
4,229 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.1
Good
11,848 reviews
Southwest
8.0
Very good
4,229 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Volaris
6.6
Okay
1,148 reviews
Southwest
8.0
Very good
4,229 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Frontier
5.6
Fair
2,740 reviews
Southwest
8.0
Very good
4,229 reviews

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Riviera Maya. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to Riviera Maya?

    Departing from Chicago O'Hare Intl Airport to Riviera Maya will take you 12h 48m. There are 1447 mi between Chicago O'Hare Intl Airport and Riviera Maya. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Riviera Maya one-way?

    One-way options have recently been found by users for as low as $87 on Frontier. Other airlines that offer cheap prices include Volaris from $98 and Delta from $98 one-way.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Riviera Maya?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Riviera Maya on time: American Airlines (89%), Frontier (85%), Volaris (85%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Riviera Maya?

    While on average a flight from Chicago O'Hare Intl Airport to Riviera Maya is generally $802, our data shows the cheapest flight currently is $209. When looking at the most popular route, (Chicago O'Hare Intl - Cancun), you can expect to pay $290 for that flight.

  • Can I find deals for flights from O'Hare Intl to Riviera Maya that include hotel bookings?

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

  • How can I find direct flights from O'Hare Intl to Riviera Maya?

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

  • Can I find deals for business class flights from O'Hare Intl to Riviera Maya?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 O'Hare Intl Airport to Riviera Maya?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Riviera Maya (average of $373). Flying from Chicago O'Hare Intl Airport to Riviera Maya in March is currently the most expensive (average of $559). 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 O'Hare Intl to Riviera Maya

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
Midway to Cancún flights
O'Hare Intl to Cozumel flights

Top 10 airlines flying from O'Hare Intl to Riviera Maya

Discover the top 10 airlines that operate flights from O'Hare Intl 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 August 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$119Average$406FlexibilityNo cancel feeOn-time79%
DeltaCheapest$158Average$472FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$192Average$363FlexibilityNo cancel feeOn-time62%
VivaCheapest$253Average$433FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$262Average$480FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$292Average$604FlexibilityNo cancel feeOn-time69%
AeromexicoCheapest$311Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$320Average$586FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$321Average$481FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$360Average$431FlexibilityNo cancel feeOn-time67%

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