$110 Cheap flight deals from Chicago (CHI) to Puerto Aventuras (CUN)
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This Weekend's Flight Deals from Chicago to Puerto Aventuras
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.
RFD
Greater Rockford
CUN
Cancun Intl.
$399 Roundtrip, found 5 days ago
$399
Roundtrip
found 5 days ago
ORD
O'Hare Intl.
CUN
Cancun Intl.
$408 Roundtrip, just found
$408
Roundtrip
just found
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$447 Roundtrip, found 3 days ago
$447
Roundtrip
found 3 days ago
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$472 Roundtrip, found 2 days ago
$472
Roundtrip
found 2 days ago
Airfares from $110 One Way, $180 Round Trip from Chicago to Puerto Aventuras
Prices starting at $180 for return flights and $110 for one-way flights to Puerto Aventuras were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
CUN
Cancun
$180 Roundtrip, found 9 hours ago
$180
Roundtrip
found 9 hours ago
ORD
Chicago
CUN
Cancun
$206 Roundtrip, found 4 days ago
$206
Roundtrip
found 4 days ago
MDW
Chicago
CUN
Cancun
$256 Roundtrip, found 9 hours ago
$256
Roundtrip
found 9 hours ago
RFD
Rockford
CUN
Cancun
$300 Roundtrip, found 2 hours ago
$300
Roundtrip
found 2 hours ago
ORD
Chicago
TQO
Tulum
$305 Roundtrip, found 2 days ago
$305
Roundtrip
found 2 days ago
Puerto Aventuras economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Tago Tulum by G Hotels
9.2/10 Wonderful! (366 reviews)
Apr 3 - Apr 7
4 night stay
Chicago (CHI) to Tulum Intl. Airport (TQO)
Delta • Non-stop • Coach
Tulum Intl. Airport (TQO) to Chicago (CHI)
Volaris • Non-stop • Coach
Price was $3,437, price is now $1,070 per person
$1,070
per person
found 1 day ago
Its all about the Staff here in addition to the splendid property and food!
Reviewed on Jun 23, 2024
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View all tripsPuerto Aventuras packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Ocean Dream Cancun by GuruHotel
7.4/10 Good! (1,000 reviews)
Apr 3 - Apr 8
5 night stay
Chicago (CHI) to Cancun (CUN)
Spirit Airlines • Non-stop • PremiumEconomy
Cancun (CUN) to Chicago (CHI)
Frontier Airlines • Non-stop • PremiumEconomy
Price was $2,118, price is now $1,068 per person
$1,068
per person
found 10 hours ago
Room service phone did not work, TVs are outdated and bathroom was clogged Other than that it was okay Loved that it’s very well located
Reviewed on Sep 16, 2025
4.0-star property
Wyndham Grand Cancun All Inclusive Resort & Villas
8.4/10 Very Good! (3,498 reviews)
Apr 3 - Apr 8
5 night stay
Chicago (CHI) to Cancun (CUN)
Spirit Airlines • Non-stop • PremiumEconomy
Cancun (CUN) to Chicago (CHI)
Frontier Airlines • Non-stop • PremiumEconomy
Price was $3,313, price is now $1,734 per person
$1,734
per person
found 10 hours ago
Room was very clean and staff was so friendly, really enjoyed our time there. The food was good, alrhough was difficult to book reservations for some of the restaurants, the buffet option was always available, would go back
Reviewed on Feb 2, 2026
3.5-star property
Seadust Cancún All Inclusive Family Resort
7.6/10 Good! (2,675 reviews)
Apr 3 - Apr 8
5 night stay
Chicago (CHI) to Cancun (CUN)
Spirit Airlines • Non-stop • PremiumEconomy
Cancun (CUN) to Chicago (CHI)
Frontier Airlines • Non-stop • PremiumEconomy
Price was $2,532, price is now $1,369 per person
$1,369
per person
found 10 hours ago
The staff members were exceptional. The rooms were clean. The restaurant staffs were exceptional. We had a beautiful view of the sea. Excellent choice for an adult or family all inclusive stay.
Reviewed on Jan 29, 2026
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View all tripsPuerto Aventuras business class flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Grand Riviera Princess - All Inclusive
8/10 Very Good! (4,367 reviews)
Apr 1 - Apr 7
6 night stay
Chicago (ORD) to Cancun (CUN)
American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,999, price is now $1,845 per person
$1,845
per person
found 10 hours ago
The property Is still under renovation and the rooms still need to be updated we had a 32in old school tv that stood on the dresser the jetted tub was not clean it had a rust ring around it as well as the jets had rust…room service is not included in your stay it’s an additional charge and if you don’t get reservations for a restaurant they get you a table if you buy a bottle…we basically ate at the buffets which was not bad the pasta and seafood options are good for those that do not eat meat like me…staff was friendly oh yea and the drinks are all watered down so make sure you buy a bottle at the hotel or order double shots on the side to add yourself
Reviewed on Oct 26, 2025
3.5-star property
Hotel Riu Playacar - All Inclusive
8.8/10 Excellent! (1,002 reviews)
Apr 1 - Apr 7
6 night stay
Chicago (ORD) to Cancun (CUN)
American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,408, price is now $1,939 per person
$1,939
per person
found 10 hours ago
Loved the food close to down town playa del carmen walkable
Reviewed on Oct 6, 2025
4.5-star property
Hyatt Zilara Riviera Maya Adults Only All Inclusive
8.8/10 Excellent! (1,000 reviews)
Apr 1 - Apr 7
6 night stay
Chicago (ORD) to Cancun (CUN)
American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,437, price is now $2,079 per person
$2,079
per person
found 10 hours ago
Everything at the resort was amazing! We made our trip in July and I could not have been more impressed. The resort wasn’t very packed with people, and it was easy to get drinks and chairs by the pool. Most importantly the food was incredible at EVERY restaurant. We are so happy we chose to stay here, and we are looking forward to coming back.
Reviewed on Jul 19, 2025
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View all tripsPuerto Aventuras first class flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Tago Tulum by G Hotels
9.2/10 Wonderful! (366 reviews)
Mar 19 - Mar 26
7 night stay
Chicago (CHI) to Tulum Intl. Airport (TQO)
Spirit Airlines • FirstClass
Tulum Intl. Airport (TQO) to Chicago (CHI)
United • FirstClass
Price was $6,439, price is now $1,717 per person
$1,717
per person
found 1 day ago
Its all about the Staff here in addition to the splendid property and food!
Reviewed on Jun 23, 2024
3.5-star property
Seadust Cancún All Inclusive Family Resort
7.6/10 Good! (2,675 reviews)
Mar 31 - Apr 5
5 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $3,254, price is now $1,720 per person
$1,720
per person
found 1 day ago
The staff members were exceptional. The rooms were clean. The restaurant staffs were exceptional. We had a beautiful view of the sea. Excellent choice for an adult or family all inclusive stay.
Reviewed on Jan 29, 2026
4.0-star property
Wyndham Grand Cancun All Inclusive Resort & Villas
8.4/10 Very Good! (3,498 reviews)
Mar 31 - Apr 5
5 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $3,112, price is now $1,718 per person
$1,718
per person
found 1 day ago
Room was very clean and staff was so friendly, really enjoyed our time there. The food was good, alrhough was difficult to book reservations for some of the restaurants, the buffet option was always available, would go back
Reviewed on Feb 2, 2026
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See all available trips from Chicago to Puerto Aventuras
View all tripsMore About Flying To Puerto Aventuras from Chicago
Route Information for Flights from Chicago to Puerto Aventuras
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | CUN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Puerto Aventuras
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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.