$146 Cheap flight deals from Chicago (CHI) to Xpu-Ha (CUN)
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This Weekend's Flight Deals from Chicago to Xpu-Ha
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.
ORD
O'Hare Intl.
CUN
Cancun Intl.
$490 Roundtrip, found 5 hours ago
$490
Roundtrip
found 5 hours ago
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$565 Roundtrip, found 14 hours ago
$565
Roundtrip
found 14 hours ago
MDW
Midway Intl.
CUN
Cancun Intl.
$573 Roundtrip, found 10 hours ago
$573
Roundtrip
found 10 hours ago
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$675 Roundtrip, found 6 days ago
$675
Roundtrip
found 6 days ago
Airfares from $146 One Way, $325 Round Trip from Chicago to Xpu-Ha
Prices starting at $325 for return flights and $146 for one-way flights to Xpu-Ha 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
$325 Roundtrip, found 2 hours ago
$325
Roundtrip
found 2 hours ago
ORD
Chicago
CUN
Cancun
$349 Roundtrip, found 8 hours ago
$349
Roundtrip
found 8 hours ago
MDW
Chicago
CUN
Cancun
$373 Roundtrip, found 4 days ago
$373
Roundtrip
found 4 days ago
ORD
Chicago
CZM
Cozumel
$384 Roundtrip, found 2 hours ago
$384
Roundtrip
found 2 hours ago
ORD
Chicago
TQO
Tulum
$405 Roundtrip, found 5 days ago
$405
Roundtrip
found 5 days ago
Xpu-Ha economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Chiringuito Tulum
9/10 Wonderful! (159 reviews)
Aug 29 - Sep 4
6 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Coach
Cancun (CUN) to Chicago (CHI)
Volaris • Coach
Price was $1,800, price is now $760 per person
$760
per person
found 1 day ago
Big fan of the staff. Room was great. Couldn’t say enough nice things about this place.
Reviewed on Jul 12, 2026
4.0-star property
Delek Holbox
8.8/10 Excellent! (283 reviews)
Aug 21 - Aug 27
6 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Coach
Cancun (CUN) to Chicago (CHI)
Volaris • Coach
Price was $2,309, price is now $825 per person
$825
per person
found 1 day ago
We had a wonderful stay at Delek Holbox. The staff was very friendly, helpful, and welcoming throughout our visit. The beach and beach bar were beautiful and perfect for relaxing, and the rooms were clean, comfortable, and very nice. We would happily stay here again
Reviewed on Jun 28, 2026
3.5-star property
Casa Gitano
8.6/10 Excellent! (99 reviews)
Aug 29 - Sep 4
6 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Coach
Cancun (CUN) to Chicago (CHI)
Volaris • Coach
Price was $2,027, price is now $811 per person
$811
per person
found 1 day ago
My fiancé and I really enjoyed our stay at Casa Gitano!! Upon our arrival, we had an extra charge on our card that was reversed immediately by the concierge staff. She was very sweet and apologized for the accidental charge. We upgraded our room before we arrived and it was so worth it! We stayed in the oceanfront suite with private pool and the room was gorgeous! We did have to ask for our pool to be cleaned once since some of the leaves and little buds from trees kept falling in and there was no net for us to clean it ourselves, but the staff was incredible with immediately getting on this and coming to clean it! All of the staff here were so great and so helpful with everything we needed. They were all so attentive and friendly during our stay. They all celebrated our recent engagement and my birthday during our stay here. They offered us drinks and a celebratory dessert! I would absolutely stay here again and recommend this resort to others!! The pool is beautiful and the beach is stunning even with some seaweed we had in June. 100% will be coming back!!!
Reviewed on Jun 24, 2026
Xpu-Ha business class flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Palmaïa-The House of AïA: All Inclusive Wellness Resort
9.8/10 Exceptional! (646 reviews)
Aug 22 - Aug 27
5 night stay
Chicago (CHI) to Cancun (CUN)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $5,238, price is now $2,497 per person
$2,497
per person
found 1 day ago
Palmaia was such a peaceful paradise! We went in mid June and it was pretty quiet so we felt like we had so much space to ourselves.
Our nomadic guide Karen was helpful with all of our questions and checked in with us each day to see if we needed anything. We really appreciated her! Edgar gave us a tour when we first arrived and helped us get to the store at Sandos when we needed to get electrolytes (I got dehydrated the first day!) But what helped even more was when room service brought us fresh coconuts and a natural electrolyte drink. They literally saved our vacation because I felt better within an hour after that.
The food was so good too! As vegetarians it was nice to not have to wonder what we could pick from the menu, and everything we chose was fresh and delicious. Our favorite restaurant was Ume- their sushi, pho, and desserts were our favorite dishes!
Another highlight for us was the coffee shop, Plantissa. The interior design is out of a high end magazine and their bakery and drinks were a yummy mid day snack!
We also attended some of the daily activities like yoga, a sound bath, breath work and an art class. It all felt like a dream, doing these things with such beautiful scenery around us! The teachers were kind and patient and we really appreciated the whole experience.
We keep looking back at pictures and wanting to book again soon, it’s was so worth it!
Reviewed on Jul 14, 2026
5.0-star property
Haven Riviera Cancun - All Inclusive - Adults Only
9.2/10 Wonderful! (5,108 reviews)
Aug 22 - Aug 27
5 night stay
Chicago (CHI) to Cancun (CUN)
Frontier Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,152, price is now $1,709 per person
$1,709
per person
found 1 day ago
Staff was very friendly and accommodating. They upgraded us to a junior suite with ocean view. The only downside was some of the restaurants were closed certain nights and we had to eat at the same place a couple of times.
Reviewed on Jul 15, 2026
Xpu-Ha first class flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
AVA Resort Cancun - All Inclusive
8.6/10 Excellent! (1,266 reviews)
Aug 20 - Aug 24
4 night stay
Chicago (CHI) to Cancun (CUN)
Frontier Airlines • Non-stop • FirstClass
Cancun (CUN) to Chicago (CHI)
United • Non-stop • FirstClass
Save 100% on your flight
Price was $2,844, price is now $1,793 per person
$1,793
per person
found 6 hours ago
Excellent experience with 2 kids ages 4 and 6. The lagoon is fairly shallow and the kids had a blast. Like others have states the beach is basically inaccessible but we didn't miss it with the lagoon. Lots for kids to do including a paid arcade, kids club is awesome, food is on the higher end for all inclusive but will definitely need salt / seasoning. Room cleaning and turndown were impeccable and room service was surprisingly quick. Definitely will return for a laid back experience. We had a concierge and he was extremely responsive. They also provide a daily schedule of activities to help plan your day. We ended up leaving the resort for an excursion on one of the days but definitely didn't feel like we needed to.
Reviewed on Jul 14, 2026
5.0-star property
Palmaïa-The House of AïA: All Inclusive Wellness Resort
9.8/10 Exceptional! (646 reviews)
Sep 3 - Sep 7
4 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,827, price is now $2,611 per person
$2,611
per person
found 1 day ago
Palmaia was such a peaceful paradise! We went in mid June and it was pretty quiet so we felt like we had so much space to ourselves.
Our nomadic guide Karen was helpful with all of our questions and checked in with us each day to see if we needed anything. We really appreciated her! Edgar gave us a tour when we first arrived and helped us get to the store at Sandos when we needed to get electrolytes (I got dehydrated the first day!) But what helped even more was when room service brought us fresh coconuts and a natural electrolyte drink. They literally saved our vacation because I felt better within an hour after that.
The food was so good too! As vegetarians it was nice to not have to wonder what we could pick from the menu, and everything we chose was fresh and delicious. Our favorite restaurant was Ume- their sushi, pho, and desserts were our favorite dishes!
Another highlight for us was the coffee shop, Plantissa. The interior design is out of a high end magazine and their bakery and drinks were a yummy mid day snack!
We also attended some of the daily activities like yoga, a sound bath, breath work and an art class. It all felt like a dream, doing these things with such beautiful scenery around us! The teachers were kind and patient and we really appreciated the whole experience.
We keep looking back at pictures and wanting to book again soon, it’s was so worth it!
Reviewed on Jul 14, 2026
4.0-star property
Family 3 Bedroom Ocean Villa By Wyndham Grand Cancun
7.6/10 Good! (49 reviews)
Sep 3 - Sep 7
4 night stay
Chicago (ORD) to Cancun (CUN)
United • FirstClass
Cancun (CUN) to Chicago (ORD)
American Airlines • FirstClass
Price was $4,608, price is now $2,680 per person
$2,680
per person
found 6 hours ago
It was great value. Clean and convenient. Food was delicious . People were friendly. A/C didn’t work well in one bedroom and we couldn’t get TV’s to connect to any streaming service and could not cast.
Reviewed on Sep 6, 2025
More About Flying To Xpu-Ha from Chicago
Route Information for Flights from Chicago to Xpu-Ha
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | CUN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Xpu-Ha
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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.