$94 Cheap flight deals from Chicago (CHI) to Playa del Carmen (CUN)
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This Weekend's Flight Deals from Chicago to Playa del Carmen
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.
$234 Roundtrip, found 3 hours ago
$234
Roundtrip
found 3 hours ago
ORD
O'Hare Intl.
TQO
Tulum Intl. Airport
$344 Roundtrip, found 13 hours ago
$344
Roundtrip
found 13 hours ago
MDW
Midway Intl.
CUN
Cancun Intl.
$347 Roundtrip, found 11 hours ago
$347
Roundtrip
found 11 hours ago
ORD
O'Hare Intl.
CZM
Cozumel Intl.
$414 Roundtrip, found 4 days ago
$414
Roundtrip
found 4 days ago
Airfares from $94 One Way, $199 Round Trip from Chicago to Playa del Carmen
Prices starting at $199 for return flights and $94 for one-way flights to Playa del Carmen 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
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
ORD
Chicago
CUN
Cancun
$205 Roundtrip, just found
$205
Roundtrip
just found
MDW
Chicago
CUN
Cancun
$290 Roundtrip, found 4 days ago
$290
Roundtrip
found 4 days ago
RFD
Rockford
CUN
Cancun
$319 Roundtrip, found 14 hours ago
$319
Roundtrip
found 14 hours ago
ORD
Chicago
CZM
Cozumel
$336 Roundtrip, found 3 days ago
$336
Roundtrip
found 3 days ago
Playa del Carmen economy flight packages
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Art Village Tulum
9/10 Wonderful! (6 reviews)
Feb 11 - Feb 16
5 night stay
Chicago (CHI) to Tulum Intl. Airport (TQO)
United • Non-stop • Coach
Tulum Intl. Airport (TQO) to Chicago (CHI)
Viva Aerobus • Non-stop • Coach
Price was $2,165, price is now $593 per person
$593
per person
found 1 day ago
3.5-star property
Tago Tulum by G Hotels
9.2/10 Wonderful! (366 reviews)
Feb 15 - Feb 21
6 night stay
Chicago (CHI) to Tulum Intl. Airport (TQO)
American Airlines • Non-stop roundtrip • Coach
Price was $4,280, price is now $1,455 per person
$1,455
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! (326 reviews)
Feb 11 - Feb 16
5 night stay
Chicago (CHI) to Tulum Intl. Airport (TQO)
United • Non-stop • Coach
Tulum Intl. Airport (TQO) to Chicago (CHI)
Viva Aerobus • Non-stop • Coach
Price was $3,814, price is now $1,297 per person
$1,297
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
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View all tripsPlaya del Carmen packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Pelicano Inn Playa del Carmen - Beachfront Hotel
8.2/10 Very Good! (324 reviews)
Feb 13 - Feb 16
3 night stay
Chicago (CHI) to Cancun (CUN)
Aeromexico • Non-stop roundtrip • PremiumEconomy
Price was $1,899, price is now $1,243 per person
$1,243
per person
found 1 day ago
Great stay! My only critique is for the Hotel to implement that the 24-hr security guard have access to the master key to rooms in the event an hotel guest accidentally locks themselves out of their room. This happened to me one night after the front desk was closed (which was 11p) and I couldn’t get back into my room until the front desk reopened at 7a. Luckily, I had a friend who was staying nearby and I was able to sleep there but I would have much rather stayed in the room I paid for. Nonetheless, I thoroughly enjoyed my stay and recommend it.
Reviewed on Apr 10, 2025
5.0-star property
Devossion By Live Aqua Playa del Carmen All Inclusive - Adults Only
9.6/10 Exceptional! (47 reviews)
Feb 13 - Feb 16
3 night stay
Chicago (CHI) to Cancun (CUN)
Aeromexico • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,978, price is now $1,641 per person
$1,641
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Playa del Carmen
View all tripsPlaya del Carmen business class flight packages
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Maya Tulum by G Hotels
7.8/10 Good! (400 reviews)
Feb 21 - Feb 27
6 night stay
Chicago (CHI) to Tulum Intl. Airport (TQO)
American Airlines • Non-stop • BusinessClass
Tulum Intl. Airport (TQO) to Chicago (CHI)
Aeromexico • Non-stop • BusinessClass
Price was $3,450, price is now $1,556 per person
$1,556
per person
found 7 hours ago
Pros: We stayed in one of the beachfront bungalows and had our own private beach access, lounge chairs, even hammocks. THUMP THUMP THUMP My spouse is AFAB non-binary, post-chest surgery and was able to lie in the sun without a top -- something hard to do in a lot of beach spaces. The room looked nice and the bed was comfortable; toilet was separate from sinks and shower, which always helps with 2 people. THUMP THUMP THUMP
Cons: The hotel next door plays really loud music from mid-afternoon until midnight or 2am, depending on the night. It's not Maya's fault, but the sound carries over the beach. We chose to go to Tulum because we heard it was quieter than Cancun, but this is unfortunately in the party district. THUMP THUMP THUMP I was able to tune out the music with ear plugs, but this meant that there was no falling asleep to the sound of the waves. My spouse had a harder time with it and had to take sleep aids because the THUMP THUMP THUMP was driving them insane.
The lighting in the room is very ambient and relaxing at night, but there is almost no light by the bathroom mirror. THUMP THUMP THUMP If you want to put on makeup or shave, leave the room and find one of the random mirrors gracing the grounds around the hotel. At night, forget it. The restaurant turned us away at 5pm when they close at 6, told us to come back at 8. When we got food at 9 it was cold and underwhelming.
If the THUMP THUMP THUMP in this review drives you nuts, look for a different hotel.
Reviewed on Feb 15, 2024
4.5-star property
Hard Rock Hotel Riviera Maya - All Inclusive
7.8/10 Good! (1,002 reviews)
Feb 22 - Feb 28
6 night stay
Chicago (ORD) to Cancun (CUN)
American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $3,687, price is now $2,249 per person
$2,249
per person
just found
Great place to take the kids has lots of activities and this food is wonderful, it also has a good romantic feeling for the adults on the adults only section
Reviewed on Jul 28, 2025
4.5-star property
Dreams Tulum Resort & Spa - All Inclusive
7.6/10 Good! (1,003 reviews)
Feb 22 - Feb 28
6 night stay
Chicago (ORD) to Tulum Intl. Airport (TQO)
American Airlines • Non-stop roundtrip • BusinessClass
Save 100% on your flight
Price was $2,410, price is now $1,597 per person
$1,597
per person
just found
Staff is so nice and professional
Reviewed on Oct 25, 2025
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View all tripsPlaya del Carmen first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Fiesta Americana Condesa Cancun All Inclusive
8.8/10 Excellent! (3,890 reviews)
Feb 24 - Feb 27
3 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop • FirstClass
Cancun (CUN) to Chicago (CHI)
United • Non-stop • FirstClass
Save 100% on your flight
Price was $2,291, price is now $1,357 per person
$1,357
per person
found 1 hour ago
The food was kinda low rent . . .
Reviewed on Aug 13, 2025
4.5-star property
Moon Palace Cancun - All-Inclusive
8.2/10 Very Good! (2,925 reviews)
Feb 24 - Feb 27
3 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop • FirstClass
Cancun (CUN) to Chicago (CHI)
United • Non-stop • FirstClass
Save 100% on your flight
Price was $4,511, price is now $2,602 per person
$2,602
per person
found 1 hour ago
Nice resort with a lots of dining options. My teenager boy enjoyed flow rider and the water park. The reason I will not go back is the beach, is something that I never experience, the seaweeds rotten in the ocean and turn it brown with a very bad odor. The bad smell spread it to the pool area and we could not even enjoy the pool.
We loved the coffee shot with the home make chocolate and macaroons.
Reviewed on Oct 22, 2025
5.0-star property
Live Aqua Cancun - Adults Only - All-Inclusive
9.2/10 Wonderful! (1,859 reviews)
Feb 24 - Feb 27
3 night stay
Chicago (CHI) to Cancun (CUN)
American Airlines • Non-stop • FirstClass
Cancun (CUN) to Chicago (CHI)
United • Non-stop • FirstClass
Save 100% on your flight
Price was $3,196, price is now $1,850 per person
$1,850
per person
found 1 hour ago
Staff was wonderful. Miguel took great care of us at the pool all week.
Reviewed on Oct 15, 2025
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View all tripsMore About Flying To Playa del Carmen from Chicago
Route Information for Flights from Chicago to Playa del Carmen
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | CUN |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Playa del Carmen
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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.