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Cheap flights from Chicago O'Hare Intl Airport to Riviera Maya from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Riviera Maya departing on 2/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Riviera Maya

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:43 am - 4:52 pmORD-CUN
4h 09mnonstop
Frontier Logo
6:22 pm - 9:32 pmCUN-ORD
4h 10mnonstop
$224Frontier
Find Deal
Tue, Dec 16 - Wed, Dec 24
Frontier Logo
6:15 am - 11:19 amORD-CUN
4h 04mnonstop
Frontier Logo
11:40 am - 2:49 pmCUN-ORD
4h 09mnonstop
$225Frontier
Find Deal
Thu, Jan 22 - Sun, Jan 25
Frontier Logo
11:33 am - 4:42 pmORD-CUN
4h 09mnonstop
Frontier Logo
6:22 pm - 9:32 pmCUN-ORD
4h 10mnonstop
$226Frontier
Find Deal
Thu, Dec 11 - Fri, Dec 19
Spirit Airlines Logo
6:05 am - 10:54 amORD-CUN
3h 49mnonstop
Spirit Airlines Logo
11:59 am - 2:53 pmCUN-ORD
3h 54mnonstop
$227Spirit Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
Spirit Airlines Logo
6:05 am - 10:54 amORD-CUN
3h 49mnonstop
Spirit Airlines Logo
1:21 pm - 7:17 pmCUN-ORD
6h 56m1 stop
$228Spirit Airlines
Find Deal
Sun, Jan 18 - Sun, Jan 25
Spirit Airlines Logo
6:05 am - 11:01 amORD-CUN
3h 56mnonstop
Spirit Airlines Logo
10:13 am - 7:45 pmCUN-ORD
10h 32m1 stop
$229Spirit Airlines
Find Deal
Sun, Jan 18 - Fri, Jan 23
Multiple Airlines Logo
1:20 am - 5:45 pmORD-CUN
15h 25m1 stop
Multiple Airlines Logo
11:59 am - 2:53 pmCUN-ORD
3h 54mnonstop
$232Multiple Airlines
Find Deal
Fri, Jan 9 - Thu, Jan 22
Multiple Airlines Logo
10:37 am - 3:48 pmORD-CUN
4h 11mnonstop
Multiple Airlines Logo
1:21 pm - 7:17 pmCUN-ORD
6h 56m1 stop
$233Multiple Airlines
Find Deal
Sat, Jan 3 - Thu, Jan 8
Volaris Logo
6:23 am - 5:16 pmORD-CZM
10h 53m1 stop
Volaris Logo
6:21 pm - 4:36 amCZM-ORD
10h 15m1 stop
$248Volaris
Find Deal
Wed, Feb 18 - Tue, Feb 24
Volaris Logo
6:23 am - 5:16 pmORD-CZM
10h 53m1 stop
Volaris Logo
6:21 pm - 5:36 amCZM-ORD
10h 15m1 stop
$254Volaris
Find Deal
Sat, Mar 7 - Sat, Mar 14

United Airlines flights from Chicago O'Hare Intl Airport to Riviera Maya

Our best United Airlines deals on Chicago O'Hare Intl Airport to Riviera Maya flight tickets
United Airlines
Dec 7
ORD7:34 amChicago O'Hare Intl
3h 56m
CUN12:30 pmCancun
Dec 11
CUN1:27 pmCancun
4h 00m
ORD4:27 pmChicago O'Hare Intl
$262
Find similar
United Airlines
Nov 19
ORD9:08 pmChicago O'Hare Intl
16h 15m
1 stop
CZM1:23 pmCozumel
Dec 2
CZM2:25 pmCozumel
6h 51m
1 stop
ORD9:16 pmChicago O'Hare Intl
$779
Find similar
United Airlines
Nov 20
ORD6:00 amChicago O'Hare Intl
7h 23m
1 stop
CZM1:23 pmCozumel
Nov 27
CZM2:25 pmCozumel
6h 52m
1 stop
ORD9:17 pmChicago O'Hare Intl
$784
Find similar

Spirit Airlines flights from Chicago O'Hare Intl Airport to Riviera Maya

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Riviera Maya flight tickets
Spirit Airlines
Jan 18
ORD6:05 amChicago O'Hare Intl
3h 49m
CUN10:54 amCancun
Jan 25
CUN1:21 pmCancun
6h 56m
1 stop
ORD7:17 pmChicago O'Hare Intl
$228
Find similar
Spirit Airlines
Jan 18
ORD6:05 amChicago O'Hare Intl
3h 56m
CUN11:01 amCancun
Jan 23
CUN1:21 pmCancun
11h 57m
1 stop
ORD12:18 amChicago O'Hare Intl
$229
Find similar
Spirit Airlines
Jan 1
ORD6:05 amChicago O'Hare Intl
3h 50m
CUN10:55 amCancun
Jan 9
CUN11:59 amCancun
3h 54m
ORD2:53 pmChicago O'Hare Intl
$230
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Riviera Maya that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 13, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Riviera Maya that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 12/16

11:43 am-4:52 pm

Nonstop4h 09m

Cancun

Wed 12/24

6:22 pm-9:32 pm

Nonstop4h 10m

$224

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 1/22

6:15 am-11:19 am

Nonstop4h 04m

Cancun

Sun 1/25

11:40 am-2:49 pm

Nonstop4h 09m

$225

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 12/11

11:33 am-4:42 pm

Nonstop4h 09m

Cancun

Fri 12/19

6:22 pm-9:32 pm

Nonstop4h 10m

$226

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 1/8

6:05 am-10:54 am

Nonstop3h 49m

Cancun

Mon 1/12

11:59 am-2:53 pm

Nonstop3h 54m

$227

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/18

6:05 am-10:54 am

Nonstop3h 49m

Cancun

Sun 1/25

1:21 pm-7:17 pm

1 stop6h 56m

$228

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 1/18

6:05 am-11:01 am

Nonstop3h 56m

Cancun

Fri 1/23

10:13 am-7:45 pm

1 stop10h 32m

$229

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 1/9

1:20 am-5:45 pm

1 stop15h 25m

Cancun

Thu 1/22

11:59 am-2:53 pm

Nonstop3h 54m

$232

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 1/3

10:37 am-3:48 pm

Nonstop4h 11m

Cancun

Thu 1/8

1:21 pm-7:17 pm

1 stop6h 56m

$233

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Wed 2/18

6:23 am-5:16 pm

1 stop10h 53m

Cozumel

Tue 2/24

6:21 pm-4:36 am

1 stop10h 15m

$248

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Sat 3/7

6:23 am-5:16 pm

1 stop10h 53m

Cozumel

Sat 3/14

6:21 pm-5:36 am

1 stop10h 15m

$254

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Riviera Maya from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Riviera Maya

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Riviera Maya?

The cheapest month to fly to Riviera Maya from Chicago O'Hare Intl Airport is in September. Flight prices, which tend to average around $372, are often lower during this time because this is during the off-season. If you’re not able to fly to Riviera Maya in September, then January is your next best option. Flight prices from Chicago O'Hare Intl Airport to Riviera Maya during January average around $373.

What is the cheapest day to depart on your flight to Riviera Maya?

Our data shows that Monday is the least expensive day to fly to Riviera Maya. Tickets to fly out on this day can be as low as $404. Flights from Chicago O'Hare Intl Airport to Riviera Maya on a Thursday will generally be more expensive and average around $529. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Riviera Maya?

Our data shows that the cheapest Chicago O'Hare Intl Airport to Riviera Maya flights are usually those with departure times at noon. Our users have found flights to Riviera Maya at noon for as low as $192. In the afternoon is when there is more demand to fly to Riviera Maya, so prices are often more expensive at around $643 per ticket.

What is the cheapest Chicago O'Hare Intl to Riviera Maya flight route?

Fly from Chicago O'Hare Intl to Cancun for the best Chicago O'Hare Intl - Riviera Maya flight prices

How far in advance should I book a flight to Riviera Maya?

You are more likely to see cheaper flights to Riviera Maya from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Riviera Maya for around $441 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Riviera Maya from Chicago O'Hare Intl Airport for as low as $367 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Riviera Maya flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Riviera Maya flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Riviera Maya flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Riviera Maya.

Cheap Chicago O'Hare Intl Airport to Riviera Maya flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Riviera Maya

Fastest flight time

3h 44m

Direct flights

Every day

Airports in Riviera Maya

1 airport
The fastest flight from Chicago O'Hare Intl Airport to Riviera Maya takes 3h 44m
Direct flights go from Chicago O'Hare Intl Airport to Riviera Maya every day.
There is 1 airport near Riviera Maya: Cancun (CUN)
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Riviera Maya?

    Prices for flights from Chicago O'Hare Intl Airport to Riviera Maya are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Riviera Maya?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Riviera Maya?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Riviera Maya.

  • What documentation or ID do you need to fly to Riviera Maya?

    The necessary travel and health documents for your Riviera Maya trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Riviera Maya?

Best airlines flying from Chicago O'Hare Intl Airport to Riviera Maya

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Riviera Maya with momondo
Airline
Rating
Free Cancellation
Price
AeromexicoPriceFrom $145Free CancellationRating
7.4
1,672 reviews
Search Aeromexico flights
Spirit AirlinesPriceFrom $152Free CancellationRating
6.3
8,140 reviews
Search Spirit Airlines flights
DeltaPriceFrom $168Free CancellationRating
7.9
8,007 reviews
Search Delta flights
FrontierPriceFrom $176Free CancellationRating
5.8
3,114 reviews
Search Frontier flights
VolarisPriceFrom $178Free CancellationRating
6.7
1,148 reviews
Search Volaris flights
VivaPriceFrom $251Free CancellationRating
7.0
788 reviews
Search Viva flights
United AirlinesPriceFrom $251Free CancellationRating
7.4
9,015 reviews
Search United Airlines flights
SouthwestPriceFrom $266Free CancellationRating
8.0
4,235 reviews
Search Southwest flights
Air CanadaPriceFrom $279Free CancellationRating
7.1
10,444 reviews
Search Air Canada flights
American AirlinesPriceFrom $342Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Riviera Maya?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Riviera Maya for you.

Can I find flights from Chicago to Riviera Maya with flexible booking policies on momondo?

All flight searches from Chicago to Riviera Maya on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Riviera Maya?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Riviera Maya.

I’m not ready to book a flight from Chicago to Riviera Maya right now. Can momondo alert me if prices change?

Price alerts on flights to Riviera Maya from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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