How many flights depart from Chicago to Riviera Maya on average per week?

86 flights are operational weekly from Chicago to Riviera Maya as of April 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.

What is the cheapest airline that flies from Chicago to Riviera Maya?

Southwest, Delta, and Viva are the most popular carriers operating from Chicago to Riviera Maya

What airlines fly to Riviera Maya?

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to Riviera Maya from Chicago according to our data. American Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Riviera Maya. Keep in mind that there are 11 different airlines that fly to Riviera Maya on a routine basis, so you have a few additional options to choose from.

How many flights depart from Chicago to Riviera Maya on average per day?

The number of flights available between Chicago and Riviera Maya is 12 per day as of April 2026. The most frequent departure time is 9:00AM, with 92% of daily flights leaving at noon.

When did momondo last update prices for flights from Chicago to Riviera Maya?

Prices for flights from Chicago to Riviera Maya were last updated today.

How many operators does momondo search for flights from Chicago to Riviera Maya?

There are 11 operators available for flights from Chicago to Riviera Maya as of April 2026.

How old do you have to be to fly from Chicago 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 to Riviera Maya.

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

The travel and health documents you'll need for your trip to Riviera Maya may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Riviera Maya. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$113 Cheap Flights from Chicago to Riviera Maya in 2026

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Find the cheapest flights from Chicago to Riviera Maya

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:35 am - 9:03 pm

ORD

CUN

13h 28m

1 stop

10:25 am - 2:35 pm

CUN

ORD

4h 10mnonstop

$241Multiple Airlines

Sat, May 9 - Thu, May 14

6:30 am - 10:38 am

ORD

CUN

4h 08mnonstop

11:13 am - 7:55 am

CUN

ORD

20h 42m

2 stops

$243Frontier

Sun, May 3 - Wed, May 6

6:30 am - 10:38 am

ORD

CUN

4h 08mnonstop

10:40 am - 2:49 pm

CUN

ORD

4h 09mnonstop

$244Frontier

Sat, Apr 25 - Sat, May 2

6:00 am - 10:03 am

ORD

CUN

4h 03mnonstop

10:25 am - 2:35 pm

CUN

ORD

4h 10mnonstop

$245Frontier

Thu, May 14 - Wed, May 20

7:35 am - 9:03 pm

ORD

CUN

13h 28m

1 stop

10:40 am - 2:49 pm

CUN

ORD

4h 09mnonstop

$246Multiple Airlines

Sat, Apr 25 - Sat, May 2

1:40 am - 3:57 pm

ORD

CZM

15h 17m

1 stop

4:47 pm - 5:52 am

CZM

ORD

12h 05m

1 stop

$361Volaris

Mon, Aug 31 - Sat, Sep 5

1:30 am - 7:45 pm

ORD

CZM

19h 15m

1 stop

8:30 pm - 11:45 pm

CZM

ORD

26h 15m

1 stop

$381Viva

Wed, Sep 9 - Sun, Sep 20

7:35 am - 3:57 pm

ORD

CZM

9h 22m

1 stop

4:47 pm - 5:52 am

CZM

ORD

12h 05m

1 stop

$395Volaris

Sun, Apr 19 - Sat, Apr 25

1:30 am - 7:45 pm

ORD

CZM

19h 15m

1 stop

8:30 pm - 11:45 pm

CZM

ORD

26h 15m

1 stop

$397Viva

Wed, Sep 16 - Sun, Sep 20

5:29 pm - 3:20 pm

MDW

CZM

22h 51m

2 stops

4:10 pm - 9:09 pm

CZM

MDW

27h 59m

2 stops

$1,090Delta

Sat, May 9 - Fri, May 15

Southwest flights from Chicago to Riviera Maya

Our best Southwest deals on Chicago to Riviera Maya flight tickets

Southwest

May 3

MDW8:30 amChicago Midway

3h 40m

CUN12:10 pmCancun

May 8

CUN4:10 pmCancun

3h 40m

MDW7:50 pmChicago Midway

$313

Southwest

May 5

MDW7:25 amChicago Midway

5h 55m

1 stop

CUN1:20 pmCancun

May 12

CUN3:15 pmCancun

3h 40m

MDW6:55 pmChicago Midway

$317

Southwest

Apr 21

MDW5:30 amChicago Midway

9h 50m

2 stops

CUN3:20 pmCancun

Apr 22

CUN3:15 pmCancun

3h 40m

MDW6:55 pmChicago Midway

$322

Delta flights from Chicago to Riviera Maya

Our best Delta deals on Chicago to Riviera Maya flight tickets

Delta

May 5

MDW10:41 amChicago Midway

9h 34m

1 stop

CUN8:15 pmCancun

May 12

CUN8:00 amCancun

13h 09m

1 stop

MDW9:09 pmChicago Midway

$338

Delta

May 5

MDW9:27 amChicago Midway

10h 48m

2 stops

CUN8:15 pmCancun

May 12

CUN8:00 amCancun

8h 12m

1 stop

MDW4:12 pmChicago Midway

$342

Delta

May 2

MDW5:40 amChicago Midway

8h 17m

1 stop

CZM12:57 pmCozumel

May 9

CZM2:35 pmCozumel

29h 34m

2 stops

MDW9:09 pmChicago Midway

$1,104

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 5/9

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Thu 5/14

10:25 am-2:35 pm

Nonstop4h 10m

$241

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 5/3

6:30 am-10:38 am

Nonstop4h 08m

Cancun

Wed 5/6

11:13 am-7:55 am

2 stops20h 42m

$243

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 4/25

6:30 am-10:38 am

Nonstop4h 08m

Cancun

Sat 5/2

10:40 am-2:49 pm

Nonstop4h 09m

$244

Quickest round-trip

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 5/14

6:00 am-10:03 am

Nonstop4h 03m

Cancun

Wed 5/20

10:25 am-2:35 pm

Nonstop4h 10m

$245

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 4/25

7:35 am-9:03 pm

1 stop13h 28m

Cancun

Sat 5/2

10:40 am-2:49 pm

Nonstop4h 09m

$246

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Mon 8/31

1:40 am-3:57 pm

1 stop15h 17m

Cozumel

Sat 9/5

4:47 pm-5:52 am

1 stop12h 05m

$361

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Wed 9/9

1:30 am-7:45 pm

1 stop19h 15m

Cozumel

Sun 9/20

8:30 pm-11:45 pm

1 stop26h 15m

$381

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Sun 4/19

7:35 am-3:57 pm

1 stop9h 22m

Cozumel

Sat 4/25

4:47 pm-5:52 am

1 stop12h 05m

$395

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Wed 9/16

1:30 am-7:45 pm

1 stop19h 15m

Cozumel

Sun 9/20

8:30 pm-11:45 pm

1 stop26h 15m

$397

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Sat 5/9

5:29 pm-3:20 pm

2 stops22h 51m

Cozumel

Fri 5/15

4:10 pm-9:09 pm

2 stops27h 59m

$1,090

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago 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

Prices

Airlines

Other information

What is the cheapest month to fly to Riviera Maya?

The cheapest month to fly to Riviera Maya from Chicago is in September. Flight prices, which tend to average around $364, 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 to Riviera Maya during January average around $388.

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 $428. Flights from Chicago to Riviera Maya on a Thursday will generally be more expensive and average around $505. 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 to Riviera Maya flights are usually those with departure times in the morning. Our users have found flights to Riviera Maya in the morning for as low as $465. In the afternoon is when there is more demand to fly to Riviera Maya, so prices are often more expensive at around $561 per ticket.

What is the cheapest Chicago to Riviera Maya flight route?

Fly from Chicago Midway to Cancun for the best Chicago - 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 when booking weeks ahead of your departure date. In general, you can expect to find flights to Riviera Maya for around $450 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 for as low as $376 on momondo.

What cabin class options are available on Chicago to Riviera Maya flights?

There are 4 cabin classes available to choose from on Chicago 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 to Riviera Maya flights?

No. A direct flight is the cheapest option for a flight between Chicago to Riviera Maya.

Cheap Chicago to Riviera Maya flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Riviera Maya

Fastest flight time	3h 30m
Direct flights	Every day
Airports in Riviera Maya	3 airports

The fastest flight from Chicago to Riviera Maya takes 3h 30m

Direct flights go from Chicago to Riviera Maya every day.

There are 3 airports in Riviera Maya. From Chicago there are direct flights to Cancun (CUN).

Search flight deals

Frequently asked questions about flying from Chicago to Riviera Maya

When did momondo last update prices for flights from Chicago to Riviera Maya?
Prices for flights from Chicago to Riviera Maya were last updated today.
How many operators does momondo search for flights from Chicago to Riviera Maya?
There are 11 operators available for flights from Chicago to Riviera Maya as of April 2026.
How old do you have to be to fly from Chicago 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 to Riviera Maya.
What documentation or ID do you need to fly to Riviera Maya?
The travel and health documents you'll need for your trip to Riviera Maya may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Riviera Maya. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Riviera Maya?
Based on momondo bookings for flights between Chicago and Riviera Maya, the leading plane model is Airbus A321neo, making up 16.85% of the total bookings. Other popular models include Boeing 737-800 with 15.07%, Airbus A321-100/200 with 8.37%, and Boeing 737-900 with 7.72%.

Best airlines flying from Chicago to Riviera Maya

Compare and see reviews for airlines that fly from Chicago to Riviera Maya with momondo

Airline	Rating	Free Cancellation	Price
Volaris	PriceFrom $110	Free Cancellation	Rating 6.6 1,171 reviews	Search Volaris flights
Aeromexico	PriceFrom $141	Free Cancellation	Rating 7.4 1,549 reviews	Search Aeromexico flights
Spirit Airlines	PriceFrom $146	Free Cancellation	Rating 6.3 8,605 reviews	Search Spirit Airlines flights
Delta	PriceFrom $158	Free Cancellation	Rating 7.9 8,400 reviews	Search Delta flights
Frontier	PriceFrom $189	Free Cancellation	Rating 5.7 2,997 reviews	Search Frontier flights
Viva	PriceFrom $193	Free Cancellation	Rating 7.0 815 reviews	Search Viva flights
JetBlue	PriceFrom $262	Free Cancellation	Rating 7.2 2,926 reviews	Search JetBlue flights
United Airlines	PriceFrom $289	Free Cancellation	Rating 7.4 9,562 reviews	Search United Airlines flights
Southwest	PriceFrom $291	Free Cancellation	Rating 8.0 4,334 reviews	Search Southwest flights
American Airlines	PriceFrom $320	Free Cancellation	Rating 7.1 11,564 reviews	Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Riviera Maya from Chicago.

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

Flights from Chicago to Riviera Maya with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Chicago to Riviera Maya flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Riviera Maya from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.