$155 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.
MDW
Midway Intl.
CUN
Cancun Intl.
$404 Roundtrip, found 20 hours ago
$404
Roundtrip
found 20 hours ago
ORD
O'Hare Intl.
CUN
Cancun Intl.
$459 Roundtrip, found 1 hour ago
$459
Roundtrip
found 1 hour ago
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$496 Roundtrip, found 4 days ago
$496
Roundtrip
found 4 days ago
RFD
Greater Rockford
CUN
Cancun Intl.
$647 Roundtrip, found 15 hours ago
$647
Roundtrip
found 15 hours ago
Airfares from $155 One Way, $229 Round Trip from Chicago to Puerto Aventuras
Prices starting at $229 for return flights and $155 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
$229 Roundtrip, found 15 hours ago
$229
Roundtrip
found 15 hours ago
ORD
Chicago
CUN
Cancun
$272 Roundtrip, found 2 days ago
$272
Roundtrip
found 2 days ago
ORD
Chicago
CUN
Cancun
$349 Roundtrip, just found
$349
Roundtrip
just found
MDW
Chicago
CUN
Cancun
$366 Roundtrip, found 4 days ago
$366
Roundtrip
found 4 days ago
MDW
Chicago
TQO
Tulum
$386 Roundtrip, found 2 days ago
$386
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! (411 reviews)
Jun 8 - Jun 13
5 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop roundtrip • Coach
Price was $2,530, price is now $945 per person
$945
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
4.0-star property
Delek Tulum
9.2/10 Wonderful! (357 reviews)
Jun 8 - Jun 13
5 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop roundtrip • Coach
Price was $2,171, price is now $969 per person
$969
per person
found 1 day ago
We enjoyed the beautiful rooms and location of Delek. It's at the center of everything and close to the buzzworthy restaurants. It is loud at night because of this, but it didn't bother us. The beachfront is a dream.
Reviewed on May 16, 2025
5.0-star property
Palmaïa-The House of AïA: All Inclusive Wellness Resort
9.8/10 Exceptional! (616 reviews)
Jun 18 - Jun 23
5 night stay
Chicago (CHI) to Cancun (CUN)
Frontier Airlines • Roundtrip • Coach
Price was $5,210, price is now $2,503 per person
$2,503
per person
found 1 day ago
Exceptional service from the minute I arrived at the reception, desk until the minute I left. I came here as a solo traveler over my birthday. This resort had been on my radar for a few years and I’m so glad I finally booked it - I have traveled the world and it’s such a unique and beautiful space. I have never been one to choose an all inclusive, but the reviews made me want to try it. And I hate to even use that term for a property of this caliber. The food and drinks are incredible. The property is serene and immaculate, and the beach is swimmable and gorgeous. Thanks to everyone. I’ll definitely be back!
Reviewed on Mar 17, 2025
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View all tripsPuerto Aventuras packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Seadust Cancún Beach Resort All Inclusive
7.4/10 Good! (3,396 reviews)
Jun 22 - Jun 28
6 night stay
Chicago (ORD) to Cancun (CUN)
Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,326, price is now $1,311 per person
$1,311
per person
found 17 hours ago
I’m a real traveler from Arkansas went with a family of 4. I’ll start off with the good and then get into the real cons. The cleaning staff for the rooms was amazing. Cons- the kids play area advertised as indoor has no ac at all. It’s also under the hotel and barely any ventilation. There’s fans but they do not help the little ones. I was standing there sweating. The restaurants don’t open up till 6pm. Other than that you have the same buffet or the one restaurant open. There’s another restaurant that only opens from 12-4 which is crazy because family’s have different routines makes it a bit difficult. Lastly this reason is the one that I will not be coming back nor recommending this hotel. The infinity luxury scheme they have going on. They will reel you in and try to sell you on this travel the world package. Sales people were very pushy and make us feel so uncomfortable. It didn’t stop there they have these workers in blue shirts in the lobby 24/7 trying to set up appointments and reel you in to go get sold by the infinity luxury sales people. I couldn’t hang out in the lobby without being bothered by them. Oh did I mention they have this amazing breakfast restaurant exclusively if you become a infinity luxury membership? Yes seems like the hotel is in with the whole thing. It’s very unfortunate. Feels like they want to take advantage of us instead of make us feel relaxed on vacation. Will not be coming back.
Reviewed on Apr 24, 2026
3.5-star property
Hotel Riu Caribe - All Inclusive
9/10 Wonderful! (1,866 reviews)
Jun 22 - Jun 28
6 night stay
Chicago (ORD) to Cancun (CUN)
Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,941, price is now $1,675 per person
$1,675
per person
found 17 hours ago
The grounds were well maintained and the staff were excellent. The food was a pleasant surprise and the quantity.
Reviewed on Feb 9, 2026
5.0-star property
Finest Playa Mujeres by The Excellence Collection - All Inclusive
8.8/10 Excellent! (1,609 reviews)
Jun 22 - Jun 28
6 night stay
Chicago (ORD) to Cancun (CUN)
Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,584, price is now $2,065 per person
$2,065
per person
found 17 hours ago
Staff is amazing! Only reason I'm giving it 4 stars was because the pools were freezing cold.
Reviewed on Feb 1, 2026
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View all tripsPuerto Aventuras business class flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Ocean Dream Cancun by GuruHotel
7.6/10 Good! (1,030 reviews)
Jun 23 - Jun 30
7 night stay
Chicago (CHI) to Cancun (CUN)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,251, price is now $1,057 per person
$1,057
per person
found 3 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
5.0-star property
Palmaïa-The House of AïA: All Inclusive Wellness Resort
9.8/10 Exceptional! (616 reviews)
Jun 23 - Jun 30
7 night stay
Chicago (CHI) to Cancun (CUN)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $6,986, price is now $3,230 per person
$3,230
per person
found 1 day ago
Exceptional service from the minute I arrived at the reception, desk until the minute I left. I came here as a solo traveler over my birthday. This resort had been on my radar for a few years and I’m so glad I finally booked it - I have traveled the world and it’s such a unique and beautiful space. I have never been one to choose an all inclusive, but the reviews made me want to try it. And I hate to even use that term for a property of this caliber. The food and drinks are incredible. The property is serene and immaculate, and the beach is swimmable and gorgeous. Thanks to everyone. I’ll definitely be back!
Reviewed on Mar 17, 2025
4.0-star property
Wyndham Grand Cancun All Inclusive Resort & Villas
8.4/10 Very Good! (3,583 reviews)
Jun 9 - Jun 16
7 night stay
Chicago (CHI) to Cancun (CUN)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,111, price is now $1,535 per person
$1,535
per person
found 1 day ago
Location is amazing… beautiful beach.
Needs to improve quality and choices of food.
Reviewed on Apr 11, 2026
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View all tripsPuerto Aventuras first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Wyndham Grand Cancun All Inclusive Resort & Villas
8.4/10 Very Good! (3,583 reviews)
Jun 19 - Jun 22
3 night stay
Chicago (CHI) to Cancun (CUN)
United • Non-stop roundtrip • FirstClass
Price was $2,078, price is now $1,372 per person
$1,372
per person
found 17 hours ago
Location is amazing… beautiful beach.
Needs to improve quality and choices of food.
Reviewed on Apr 11, 2026
5.0-star property
TRS Coral Hotel - Adults Only - All Inclusive
8.8/10 Excellent! (1,097 reviews)
Jun 19 - Jun 22
3 night stay
Chicago (CHI) to Cancun (CUN)
United • Non-stop roundtrip • FirstClass
Price was $2,513, price is now $1,753 per person
$1,753
per person
found 17 hours ago
Property was very nice. Staff was friendly. Food was disappointing.
Reviewed on Dec 1, 2025
4.5-star property
Hard Rock Hotel Cancun - All Inclusive
8/10 Very Good! (1,603 reviews)
Jun 19 - Jun 22
3 night stay
Chicago (CHI) to Cancun (CUN)
United • Non-stop roundtrip • FirstClass
Price was $2,565, price is now $1,796 per person
$1,796
per person
found 17 hours ago
All good with check in
Reviewed on Jan 4, 2026
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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.
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