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Riviera Maya

$106+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CUN
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
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 October 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Wed 10/295:05 amORD - CUN
1 stop7h 39mMultiple Airlines
Thu 11/61:28 pmCUN - ORD
Nonstop4h 08mMultiple Airlines
Deal found 10/21$245
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/286:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Wed 12/311:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/21$246
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Sat 11/296:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Thu 1/291:35 pmCUN - ORD
1 stop8h 25mSpirit Airlines
Deal found 10/20$247
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Tue 12/306:05 amORD - CUN
Nonstop3h 55mSpirit Airlines
Thu 1/2911:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 10/20$248
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Fri 11/2111:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/21$249
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:58 pmORD - CUN
1 stop13h 06mSpirit Airlines
Sat 11/110:55 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 10/20$250
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Sat 11/157:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
Thu 11/202:44 pmCUN - ORD
1 stop6h 43mMultiple Airlines
Deal found 10/21$251
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Tue 10/285:28 pmORD - CUN
1 stop14h 36mSpirit Airlines
Fri 11/72:44 pmCUN - ORD
1 stop10h 43mSpirit Airlines
Deal found 10/21$252
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Sun 12/75:05 amORD - CUN
1 stop7h 08mSpirit Airlines
Sun 12/141:19 pmCUN - ORD
1 stop7h 28mSpirit Airlines
Deal found 10/21$254
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Sun 11/165:10 amORD - CUN
1 stop7h 25mSpirit Airlines
Sun 11/2311:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 10/20$255
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Sat 10/256:30 amORD - CUN
Nonstop3h 30mSpirit Airlines
Wed 10/299:09 amCUN - ORD
1 stop12h 24mSpirit Airlines
Deal found 10/20$256
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Mon 12/85:05 amORD - CUN
1 stop7h 08mSpirit Airlines
Fri 12/122:36 pmCUN - ORD
1 stop10h 43mSpirit Airlines
Deal found 10/20$257

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 October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$245
(Kiwi.com)

One-way from

$106
(CheapOair)

Popular in

March

Cheapest in

September

Average price

$398
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 ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 22, 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

Wed 10/29

8:43 am-12:33 pm

Nonstop3h 50m

Cancun

Tue 11/4

3:18 pm-6:09 pm

Nonstop3h 51m

$292

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 10/26

6:00 am-2:59 pm

1 stop8h 59m

Cancun

Fri 10/31

2:18 pm-6:09 pm

Nonstop3h 51m

$296

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 10/26

6:00 am-11:54 am

1 stop5h 54m

Cancun

Sun 11/2

3:18 pm-6:09 pm

Nonstop3h 51m

$296

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 10/25

6:00 am-12:33 pm

1 stop6h 33m

Cancun

Mon 10/27

3:20 pm-11:59 pm

1 stop8h 39m

$301

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 1/13

12:49 am-11:42 am

1 stop9h 53m

Cancun

Mon 1/19

11:20 am-11:00 pm

1 stop12h 40m

$312

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 1/12

12:49 am-12:42 pm

1 stop10h 53m

Cancun

Thu 1/15

12:27 pm-11:00 pm

1 stop11h 33m

$312

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/18

6:00 am-4:15 pm

1 stop9h 15m

Cancun

Thu 1/22

4:15 pm-11:00 pm

1 stop7h 45m

$316

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 10/31

7:34 am-11:30 am

Nonstop3h 56m

Cancun

Sat 11/1

12:27 pm-4:30 pm

Nonstop4h 03m

$321

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 12/29

7:59 pm-10:15 am

1 stop13h 16m

Cancun

Sat 1/31

5:30 pm-11:54 pm

1 stop7h 24m

$326

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/11

6:00 am-3:15 pm

1 stop8h 15m

Cancun

Fri 1/16

8:00 am-7:44 pm

1 stop12h 44m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

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 $128). 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 October 22, 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 October 19, 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 October 22, 2025.

The most flights from ORD to zzETW are scheduled on a Tuesday (7 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 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 October 22, 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
8,988 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,988 reviews
United Airlines
7.4
Good
8,988 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
American Airlines
7.2
Good
11,028 reviews
United Airlines
7.4
Good
8,988 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
Volaris
6.7
Okay
1,152 reviews
United Airlines
7.4
Good
8,988 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
Spirit Airlines
6.3
Okay
8,098 reviews
United Airlines
7.4
Good
8,988 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
Frontier
5.8
Fair
3,130 reviews
United Airlines
7.4
Good
8,988 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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 3h 50m. There are 1447 mi between Chicago O'Hare Intl Airport and Riviera Maya. This flight may include one or multiple stops.

  • 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 (100%), Frontier (89%), American Airlines (86%).

  • 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 $592, our data shows the cheapest flight currently is $114. When looking at the most popular route, (Chicago O'Hare Intl - Cancun), you can expect to pay $210 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 $128). 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.

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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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$380FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$149Average$339FlexibilityNo cancel feeOn-time65%
DeltaCheapest$168Average$469FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$175Average$355FlexibilityNo cancel feeOn-time62%
VolarisCheapest$179Average$386FlexibilityNo cancel feeOn-time79%
Air CanadaCheapest$220Average$612FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$248Average$564FlexibilityNo cancel feeOn-time69%
VivaCheapest$251Average$323FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$621FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$342Average$583FlexibilityNo cancel feeOn-time71%

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