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Riviera Maya

$111+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CUN
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Find 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 November 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/129:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Wed 12/176:02 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/20$217
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Tue 12/26:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Sat 12/612:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/19$218
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Fri 12/129:14 pmORD - CUN
1 stop13h 22mMultiple Airlines
Wed 12/246:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/19$219
This FlightHub deal was found by Cheapflights users on 11/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2910:32 amORD - CUN
Nonstop4h 03mFrontier
Thu 12/46:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/20$220
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Fri 12/511:43 amORD - CUN
Nonstop4h 09mMultiple Airlines
Thu 12/1112:31 pmCUN - ORD
1 stop8h 38mMultiple Airlines
Deal found 11/18$221
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/149:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
Fri 12/1911:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 11/19$223
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/306:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Fri 12/52:36 pmCUN - ORD
1 stop10h 33mSpirit Airlines
Deal found 11/19$224
This CheapOair deal was found by Cheapflights users on 11/18. 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.
Tue 12/1611:43 amORD - CUN
Nonstop4h 09mFrontier
Fri 12/196:22 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/18$225
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:43 amORD - CUN
Nonstop4h 09mFrontier
Wed 12/176:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/20$226
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 11/2610:32 amORD - CUN
Nonstop4h 03mFrontier
Thu 12/46:02 pmCUN - ORD
Nonstop4h 10mFrontier
Deal found 11/17$227
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Sat 12/135:00 amORD - CUN
1 stop7h 13mMultiple Airlines
Fri 12/196:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/19$228
This Priceline deal was found by Cheapflights users on 11/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:00 amORD - CUN
1 stop7h 13mMultiple Airlines
Sun 12/216:22 pmCUN - ORD
Nonstop4h 10mMultiple Airlines
Deal found 11/19$229

Cheap 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 November 20, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$217
(Kiwi.com)

One-way from

$111
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$461
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
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From Chicago O'Hare Intl to Riviera Maya
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One-way flight from Chicago O'Hare Intl to Riviera Maya
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 20, 2025.
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

O'Hare Intl

Fly to

Riviera Maya

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 11/28

6:00 am-3:10 pm

1 stop8h 10m

Cancun

Fri 12/5

2:30 pm-10:41 pm

1 stop9h 11m

$313

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 12/2

6:45 am-9:20 pm

1 stop13h 35m

Cancun

Wed 12/10

12:25 pm-10:41 pm

1 stop11h 16m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 1/19

12:59 am-1:47 pm

1 stop11h 48m

Cancun

Tue 1/27

3:10 pm-11:00 pm

1 stop8h 50m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 1/20

12:59 am-1:47 pm

1 stop11h 48m

Cancun

Wed 1/28

1:28 pm-11:00 pm

1 stop10h 32m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 1/22

12:59 am-12:34 pm

1 stop10h 35m

Cancun

Wed 1/28

4:20 pm-11:00 pm

1 stop7h 40m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 2/5

1:11 am-1:47 pm

1 stop11h 36m

Cancun

Tue 2/10

11:18 am-11:00 pm

1 stop12h 42m

$319

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 12/6

10:45 am-9:20 pm

2 stops9h 35m

Cancun

Tue 12/9

8:49 am-10:41 pm

1 stop14h 52m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 2/6

6:15 am-6:47 pm

2 stops11h 32m

Cancun

Mon 2/9

1:33 pm-11:00 pm

1 stop10h 27m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 2/15

5:25 am-6:47 pm

2 stops12h 22m

Cancun

Sun 2/22

2:22 pm-11:00 pm

1 stop9h 38m

$323

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 2/18

6:12 am-6:47 pm

2 stops11h 35m

Cancun

Sat 2/28

2:37 pm-11:00 pm

1 stop9h 23m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 42 results
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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 $134). Flying from Chicago O'Hare Intl Airport to Riviera Maya in July is currently the most expensive (average of $217). 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 November 20, 2025.

It’s optimal to fly from Chicago O'Hare Intl Airport to Riviera Maya at noon. By choosing this option you can save up to 48% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Riviera Maya?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Riviera Maya. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Riviera Maya flight should consider departing on Monday at noon when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 20, 2025.

The most flights from ORD to zzETW are scheduled on a Thursday (9 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).

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 November 20, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Riviera Maya, such as United Airlines, American Airlines, and Volaris. 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.
United Airlines
7.4
Good
9,029 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,029 reviews
United Airlines
7.4
Good
9,029 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,047 reviews
United Airlines
7.4
Good
9,029 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Volaris
6.7
Okay
1,150 reviews
United Airlines
7.4
Good
9,029 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Spirit Airlines
6.3
Okay
8,158 reviews
United Airlines
7.4
Good
9,029 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Frontier
5.8
Fair
3,103 reviews
United Airlines
7.4
Good
9,029 reviews

Overall

7.4

Entertainment

7.1

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 8h 10m. There are 1447 mi between Chicago O'Hare Intl Airport and Riviera Maya.

  • 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 $124 on JetBlue. Other airlines that offer cheap prices include United Airlines from $127 and Viva from $160 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: Spirit Airlines (89%), American Airlines (82%), Frontier (80%).

  • 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 $571, our data shows the cheapest flight currently is $93. When looking at the most popular route, (Chicago O'Hare Intl - Cancun), you can expect to pay $201 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 $134). Flying from Chicago O'Hare Intl Airport to Riviera Maya in July is currently the most expensive (average of $217). 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
Midway to Cozumel flights
O'Hare Intl to Chetumal 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$382FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$152Average$342FlexibilityNo cancel feeOn-time65%
DeltaCheapest$168Average$465FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$176Average$364FlexibilityNo cancel feeOn-time62%
VolarisCheapest$178Average$387FlexibilityNo cancel feeOn-time79%
VivaCheapest$251Average$324FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$251Average$564FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$266Average$598FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$279Average$492FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$342Average$585FlexibilityNo cancel feeOn-time71%

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