$84 Cheap flight deals from Chicago (CHI) to Riviera Maya (CUN)

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This Weekend's Flight Deals from Chicago to Riviera Maya

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 17 - Sat, May 24
ORD
O'Hare Intl.
CUN
Cancun Intl.
$208 Roundtrip, just found
$208
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 17 from O'Hare Intl. to Cancun Intl., returning Sat, May 24, priced at $208 just found
Sun, May 18 - Sat, May 24
MDW
Midway Intl.
TQO
Tulum Intl. Airport
$309 Roundtrip, found 23 hours ago
$309
Roundtrip
found 23 hours ago
Select Aeromexico flight, departing Sun, May 18 from Midway Intl. to Tulum Intl. Airport, returning Sat, May 24, priced at $309 found 23 hours ago
Sun, May 18 - Sat, May 24
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$309 Roundtrip, found 14 hours ago
$309
Roundtrip
found 14 hours ago
Select Aeromexico flight, departing Sun, May 18 from O'Hare Intl. to Tulum Intl. Airport, returning Sat, May 24, priced at $309 found 14 hours ago
Sat, May 17 - Sat, May 24
MDW
Midway Intl.
CUN
Cancun Intl.
$322 Roundtrip, just found
$322
Roundtrip
just found
Select Aeromexico flight, departing Sat, May 17 from Midway Intl. to Cancun Intl., returning Sat, May 24, priced at $322 just found

Airfares from $84 One Way, $200 Round Trip from Chicago to Riviera Maya

Prices starting at $200 for return flights and $84 for one-way flights to Riviera Maya were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jun 21 - Fri, Jun 27
ORD
Chicago
CUN
Cancun
$200 Roundtrip, just found
$200
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jun 21 from Chicago to Cancun, returning Fri, Jun 27, priced at $200 just found
Sun, Jul 6 - Sat, Jul 12
ORD
Chicago
CUN
Cancun
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Funjet Vacations flight, departing Sun, Jul 6 from Chicago to Cancun, returning Sat, Jul 12, priced at $229 just found
Fri, Jun 6 - Thu, Jun 12
ORD
Chicago
CUN
Cancun
$233 Roundtrip, found 2 hours ago
$233
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jun 6 from Chicago to Cancun, returning Thu, Jun 12, priced at $233 found 2 hours ago
Sun, Jun 15 - Wed, Jun 18
MDW
Chicago
CUN
Cancun
$267 Roundtrip, found 5 hours ago
$267
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Sun, Jun 15 from Chicago to Cancun, returning Wed, Jun 18, priced at $267 found 5 hours ago
Sat, May 17 - Thu, May 22
ORD
Chicago
CUN
Cancun
$267 Roundtrip, just found
$267
Roundtrip
just found
Select United flight, departing Sat, May 17 from Chicago to Cancun, returning Thu, May 22, priced at $267 just found

Riviera Maya economy flight packages

Price found within the past 48 hours. Click for updated prices.
Grand Palladium Kantenah Resort & Spa All Inclusive
4.0-star property

Grand Palladium Kantenah Resort & Spa All Inclusive

8/10 Very Good! (1,001 reviews)

Jun 25 - Jul 2

7 night stay

Chicago (CHI) to Cancun (CUN)

Spirit Airlines • Non-stop • Coach

Cancun (CUN) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
per person
found 1 day ago
1. Se necesita habilidad apagar la luz en baño. 2. Se necesita habilidad tapar la luz del termostato durante tiempo de dormir. 3. Ofrecer misa o servicios religiosos durante la semana. 4. Poner Biblias en las habitaciones.

Reviewed on Dec 31, 2024

Hotel Marina El Cid Spa & Beach Resort All Inclusive
4.0-star property

Hotel Marina El Cid Spa & Beach Resort All Inclusive

8.6/10 Excellent! (2,009 reviews)

Jun 25 - Jul 2

7 night stay

Chicago (CHI) to Cancun (CUN)

Spirit Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
I love this property, we have been here many times. They do need to lay off of the upgrading and "vacation club" speels. Besides that, the resort is awesome.

Reviewed on Apr 4, 2025

Ventus at Marina El Cid Spa & Beach Resort - All Inclusive
4.0-star property

Ventus at Marina El Cid Spa & Beach Resort - All Inclusive

8.6/10 Excellent! (1,357 reviews)

Jun 24 - Jul 1

7 night stay

Chicago (CHI) to Cancun (CUN)

Spirit Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
It’s just big enough that it had plenty of options

Reviewed on Mar 4, 2025

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Riviera Maya business class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Palace Kukulkan - Adults Only - All Inclusive
4.5-star property

Hotel Riu Palace Kukulkan - Adults Only - All Inclusive

9/10 Wonderful! (3,351 reviews)

Jun 30 - Jul 5

5 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
per person
found 1 day ago
The resort is amazing. The staff is awesome. The food in the elite club was really good. We had an amzing time!!!

Reviewed on May 14, 2025

Temptation at The Tower Cancún All Inclusive - Adults Only
4.5-star property

Temptation at The Tower Cancún All Inclusive - Adults Only

9/10 Wonderful! (509 reviews)

Jun 30 - Jul 5

5 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
per person
found 1 day ago
The resort was clean, pleasing, and plenty of space. The food however left something to be desired. I feel that quality was sacrificed for quantity. Even the "nicer" dining areas were somewhat of a disappointment. The Flame was a total disappointment. The grilled chicken wasn't grilled and was very dry. The Strip steak wasn't what a Strip steak should be and was mostly fat and gristle. The food at the grills at the pool and the party were fantastic. The staff was great.

Reviewed on Mar 19, 2023

Excellence Riviera Cancun - Adults Only All Inclusive
5.0-star property

Excellence Riviera Cancun - Adults Only All Inclusive

9.4/10 Exceptional! (1,611 reviews)

Jun 30 - Jul 5

5 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
per person
found 1 day ago
The property speaks for itself but the staff is over and above

Reviewed on Apr 25, 2025

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Riviera Maya first class flight packages

Price found within the past 48 hours. Click for updated prices.
Finest Playa Mujeres by The Excellence Collection - All Inclusive
5.0-star property

Finest Playa Mujeres by The Excellence Collection - All Inclusive

9/10 Wonderful! (1,107 reviews)

Jul 7 - Jul 11

4 night stay

Chicago (CHI) to Cancun (CUN)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
Beautiful property. Plenty of dining options, service is exceptional. Travelled with a toddler. Felt safe as a family. Room was dated, but mostly comfortable. Several different pools around the property. All were easy to access except the main pool which was challenging/near impossible to get seats at unless you claimed some before 10am. Beach was beautiful. Entertainment was fun.

Reviewed on May 14, 2025

Grand Residences Riviera Cancún All Inclusive
5.0-star property

Grand Residences Riviera Cancún All Inclusive

9.4/10 Exceptional! (993 reviews)

Jul 2 - Jul 7

5 night stay

Chicago (ORD) to Cancun (CUN)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
per person
found 23 hours ago
This is a very quiet and elegant place. It VERY small, so if you’re wanting variety for your day or view… this is not the place to go. Just 1 big pool and a small beach and One main restaurant. But everything was awesome if that’s what you’re wanting.

Reviewed on Mar 22, 2025

Palmar Beach Resort and Spa Riviera Maya - All Inclusive
4.5-star property

Palmar Beach Resort and Spa Riviera Maya - All Inclusive

7.2/10 Good! (64 reviews)

Jun 26 - Jul 2

6 night stay

Chicago (ORD) to Cancun (CUN)

United • Non-stop • FirstClass

Cancun (CUN) to Chicago (ORD)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
per person
found 1 day ago
The resort was very nice, food was great and staff was amazing. During our stay our building lost power on our 2nd day and we were relocated. Our original room was Deluxe Swim Up room and our new room was a standard room. There was no apology or attempt to be compensated which was disappointing. After getting settled into our new room we experienced a water leak. When turning on the shower, water rained out of the ceiling vent. Maintenance was quick to respond and repair. I understand the property is under new management and in the process of some revamps. We would be happy to visit again once they have had time to settle in.

Reviewed on Feb 10, 2025

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More About Flying To Riviera Maya from Chicago

Route Information for Flights from Chicago to Riviera Maya

Origin Airport IATA Code
CHI
Destination Airport IATA Code
CUN
Distance
1447 mi
Direct Flight Airlines
American Airlines, Frontier Airlines, Emirates, United Airlines
Earliest Flight Arrival
4:22PM UTC
Latest Flight Arrival
7:28PM UTC

Chicago to Riviera Maya

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.