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 February 2026. The most frequent departure time is 6:00AM, with 95% of daily flights leaving at noon.

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

87 flights are operational weekly from Chicago to Riviera Maya as of February 2026. The most popular departure day for this route is Thu, with 17% of flights per week taking off on this day.

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

Volaris, Southwest, and Spirit Airlines 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 31% 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.

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 February 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.

$96 Cheap Flights from Chicago to Riviera Maya in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

6:30 am - 10:34 am

ORD

CUN

4h 04mnonstop

10:40 am - 2:48 pm

CUN

ORD

4h 08mnonstop

$240Frontier

Tue, Mar 10 - Mon, Mar 16

6:05 am - 10:54 am

ORD

CUN

3h 49mnonstop

10:59 am - 2:53 pm

CUN

ORD

3h 54mnonstop

$241Spirit Airlines

Sat, Mar 7 - Wed, Mar 11

6:10 am - 11:14 am

ORD

CUN

4h 04mnonstop

7:19 pm - 10:28 pm

CUN

ORD

4h 09mnonstop

$245Frontier

Sun, Mar 1 - Wed, Mar 4

6:05 am - 9:54 am

ORD

CUN

3h 49mnonstop

11:06 am - 3:06 pm

CUN

ORD

4h 00mnonstop

$246Spirit Airlines

Mon, Mar 9 - Sun, Mar 15

6:23 am - 9:26 pm

ORD

CUN

14h 03m

1 stop

10:43 am - 10:06 pm

CUN

ORD

12h 23m

1 stop

$248Volaris

Wed, Mar 4 - Fri, Mar 6

6:54 pm - 9:48 am

MDW

CUN

13h 54m

1 stop

10:39 am - 6:34 pm

CUN

MDW

7h 55m

1 stop

$284Volaris

Sat, Mar 7 - Sat, Mar 14

6:00 am - 12:45 pm

MDW

CZM

7h 45m

1 stop

2:00 pm - 10:31 pm

CZM

MDW

7h 31m

1 stop

$572Aeromexico

Wed, Mar 11 - Wed, Mar 18

6:00 am - 12:45 pm

MDW

CZM

7h 45m

1 stop

2:00 pm - 12:29 pm

CZM

MDW

21h 29m

2 stops

$576Delta

Tue, Mar 24 - Thu, Mar 26

6:00 am - 12:45 pm

MDW

CZM

7h 45m

1 stop

2:00 pm - 10:31 pm

CZM

MDW

7h 31m

1 stop

$591Aeromexico

Tue, Mar 17 - Sun, Mar 22

6:00 am - 12:45 pm

MDW

CZM

7h 45m

1 stop

2:00 pm - 10:31 pm

CZM

MDW

7h 31m

1 stop

$592Delta

Mon, Mar 23 - Tue, Apr 7

Frontier flights from Chicago to Riviera Maya

Our best Frontier deals on Chicago to Riviera Maya flight tickets

Frontier

Mar 10

ORD6:30 amChicago O'Hare Intl

4h 04m

CUN10:34 amCancun

Mar 16

CUN10:40 amCancun

4h 08m

ORD2:48 pmChicago O'Hare Intl

$240

Frontier

Feb 24

ORD7:55 amChicago O'Hare Intl

4h 12m

CUN1:07 pmCancun

Feb 26

CUN6:27 pmCancun

4h 10m

ORD9:37 pmChicago O'Hare Intl

$245

Frontier

Feb 24

ORD7:55 amChicago O'Hare Intl

4h 12m

CUN1:07 pmCancun

Feb 25

CUN7:19 pmCancun

4h 09m

ORD10:28 pmChicago O'Hare Intl

$247

Volaris flights from Chicago to Riviera Maya

Our best Volaris deals on Chicago to Riviera Maya flight tickets

Volaris

Mar 3

ORD11:59 pmChicago O'Hare Intl

8h 49m

1 stop

CUN9:48 amCancun

Mar 5

CUN10:13 pmCancun

7h 23m

1 stop

ORD4:36 amChicago O'Hare Intl

$252

Volaris

Mar 2

ORD11:58 pmChicago O'Hare Intl

8h 58m

1 stop

CUN9:56 amCancun

Mar 8

CUN11:12 amCancun

11h 36m

1 stop

ORD10:48 pmChicago O'Hare Intl

$262

Volaris

Mar 4

ORD6:23 amChicago O'Hare Intl

14h 03m

1 stop

CUN9:26 pmCancun

Mar 7

CUN3:48 pmCancun

13h 48m

1 stop

ORD4:36 amChicago O'Hare Intl

$279

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 3/10

6:30 am-10:34 am

Nonstop4h 04m

Cancun

Mon 3/16

10:40 am-2:48 pm

Nonstop4h 08m

$240

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 3/7

6:05 am-10:54 am

Nonstop3h 49m

Cancun

Wed 3/11

10:59 am-2:53 pm

Nonstop3h 54m

$241

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 3/1

6:10 am-11:14 am

Nonstop4h 04m

Cancun

Wed 3/4

7:19 pm-10:28 pm

Nonstop4h 09m

$245

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 3/9

6:05 am-9:54 am

Nonstop3h 49m

Cancun

Sun 3/15

11:06 am-3:06 pm

Nonstop4h 00m

$246

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 3/4

6:23 am-9:26 pm

1 stop14h 03m

Cancun

Fri 3/6

10:43 am-10:06 pm

1 stop12h 23m

$248

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/7

6:54 pm-9:48 am

1 stop13h 54m

Cancun

Sat 3/14

10:39 am-6:34 pm

1 stop7h 55m

$284

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Wed 3/11

6:00 am-12:45 pm

1 stop7h 45m

Cozumel

Wed 3/18

2:00 pm-10:31 pm

1 stop7h 31m

$572

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Tue 3/24

6:00 am-12:45 pm

1 stop7h 45m

Cozumel

Thu 3/26

2:00 pm-12:29 pm

2 stops21h 29m

$576

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Tue 3/17

6:00 am-12:45 pm

1 stop7h 45m

Cozumel

Sun 3/22

2:00 pm-10:31 pm

1 stop7h 31m

$591

ChicagoCozumel

MDW - CZM

MDWCZM

Chicago Midway

Mon 3/23

6:00 am-12:45 pm

1 stop7h 45m

Cozumel

Tue 4/7

2:00 pm-10:31 pm

1 stop7h 31m

$592

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 $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 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 $429. Flights from Chicago to Riviera Maya on a Thursday will generally be more expensive and average around $509. 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 $464. In the afternoon is when there is more demand to fly to Riviera Maya, so prices are often more expensive at around $558 per ticket.

What is the cheapest Chicago to Riviera Maya flight route?

Fly from Chicago O'Hare Intl 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 $447 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 $358 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

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 February 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 16.30% of the total bookings. Other popular models include Boeing 737-800 with 16.02%, Boeing 737-900 with 7.76%, and Boeing 737 MAX 8 with 7.25%.

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 $115	Free Cancellation	Rating 6.6 1,175 reviews	Search Volaris flights
Spirit Airlines	PriceFrom $135	Free Cancellation	Rating 6.3 8,478 reviews	Search Spirit Airlines flights
Aeromexico	PriceFrom $140	Free Cancellation	Rating 7.4 1,576 reviews	Search Aeromexico flights
Delta	PriceFrom $166	Free Cancellation	Rating 7.9 8,223 reviews	Search Delta flights
Frontier	PriceFrom $187	Free Cancellation	Rating 5.7 3,045 reviews	Search Frontier flights
JetBlue	PriceFrom $250	Free Cancellation	Rating 7.2 2,899 reviews	Search JetBlue flights
Viva	PriceFrom $253	Free Cancellation	Rating 7.0 814 reviews	Search Viva flights
United Airlines	PriceFrom $276	Free Cancellation	Rating 7.4 9,331 reviews	Search United Airlines flights
Air Canada	PriceFrom $279	Free Cancellation	Rating 7.1 10,733 reviews	Search Air Canada flights
Southwest	PriceFrom $291	Free Cancellation	Rating 8.0 4,298 reviews	Search Southwest 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.

An easier way to manage your Riviera Maya trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sun 3/22

Sun 3/29

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Riviera Maya

Popular cities

Other flights from Chicago

Airlines

Complete your trip

Feeling lucky

Popular cities in Riviera Maya

Flights to Cancúnfrom $207

Flights to Mexico Cityfrom $202

Flights to Guadalajarafrom $210

Flights to Puerto Vallartafrom $246

Flights to San José del Cabofrom $177

Flights to Monterreyfrom $204

Flights to León, Guanajuatofrom $185

Flights to Tijuanafrom $248

Flights to Oaxacafrom $260

Flights to Méridafrom $188

Flights to Moreliafrom $169

Flights to Santiago de Querétarofrom $147

Cheap flights from Chicago to Riviera Maya from $96

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 to Riviera Maya departing on 4/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Riviera Maya

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Frontier flights from Chicago to Riviera Maya

Our best Frontier deals on Chicago to Riviera Maya flight tickets

Volaris flights from Chicago to Riviera Maya

Our best Volaris deals on Chicago to Riviera Maya flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Riviera Maya that are best for you.

See travel insights to Riviera Maya from

How to get the cheapest flight ticket from Chicago to Riviera Maya

What is the cheapest month to fly to Riviera Maya?

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

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

What is the cheapest Chicago to Riviera Maya flight route?

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

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

Can stopping save me money on Chicago to Riviera Maya flights?

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

What airlines fly to Riviera Maya?

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

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

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

Direct flights

Airports in Riviera Maya

Best airlines flying from Chicago to Riviera Maya

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

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Riviera Maya trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Riviera Maya

Popular cities in Riviera Maya

Popular flights according to clicks in the last 7 days on momondo

Chicago flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Riviera Maya

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Complete your trip to Riviera Maya

Explore popular destinations other users love

According to popular flight searches on momondo this year