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

55 flights are operational weekly from Chicago to Riviera Maya as of July 2025. The most popular departure day for this route is Thu, with 16% of flights per week taking off on this day.

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

Frontier, American Airlines, and Spirit Airlines are the most popular carriers operating from Chicago to Riviera Maya

What airlines fly to Riviera Maya?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Riviera Maya from Chicago according to our data. United Airlines is the first choice among our users, with 35% 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 7 per day as of July 2025. The most frequent departure time is 10:00AM, 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 July 2025.

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.

$82 Cheap Flights from Chicago to Riviera Maya in 2025

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Find the cheapest flights from Chicago to Riviera Maya

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:45 am - 10:36 amORD-CUN

3h 51mnonstop

11:34 am - 3:43 pmCUN-ORD

4h 09mnonstop

$187Frontier

Find Deal

Tue, Sep 2 - Tue, Sep 9

6:41 am - 10:33 amORD-CUN

3h 52mnonstop

11:34 am - 3:43 pmCUN-ORD

4h 09mnonstop

$195Frontier

Find Deal

Sun, Sep 14 - Thu, Sep 18

6:41 am - 10:26 amORD-CUN

3h 45mnonstop

11:31 am - 3:26 pmCUN-ORD

3h 55mnonstop

$200Frontier

Find Deal

Tue, Oct 7 - Tue, Oct 21

6:10 am - 9:47 amORD-CUN

3h 37mnonstop

10:44 am - 2:49 pmCUN-ORD

4h 05mnonstop

$215Spirit Airlines

Find Deal

Sat, Sep 27 - Sat, Oct 4

6:10 am - 9:47 amORD-CUN

3h 37mnonstop

10:44 am - 2:49 pmCUN-ORD

4h 05mnonstop

$220Spirit Airlines

Find Deal

Sat, Sep 13 - Sat, Sep 20

3:40 pm - 8:25 pmMDW-CUN

3h 45mnonstop

11:55 am - 2:45 pmCUN-MDW

3h 50mnonstop

$270Southwest

Find Deal

Sat, Nov 8 - Sat, Nov 15

10:35 am - 2:10 pmMDW-CUN

3h 35mnonstop

3:10 pm - 6:50 pmCUN-MDW

3h 40mnonstop

$280Southwest

Find Deal

Sun, Sep 14 - Thu, Sep 18

1:40 am - 4:52 pmORD-CZM

16h 12m1 stop

5:42 pm - 5:42 amCZM-ORD

11h 00m1 stop

$312Volaris

Find Deal

Fri, Sep 5 - Sat, Sep 13

7:25 am - 4:52 pmORD-CZM

10h 27m1 stop

5:42 pm - 5:42 amCZM-ORD

11h 00m1 stop

$313Volaris

Find Deal

Sat, Sep 6 - Sat, Sep 13

6:00 am - 3:22 pmORD-CZM

10h 22m1 stop

4:15 pm - 11:00 amCZM-ORD

17h 45m1 stop

$476American Airlines

Find Deal

Fri, Sep 12 - Fri, Sep 19

Delta flights from Chicago to Riviera Maya

Our best Delta deals on Chicago to Riviera Maya flight tickets

Delta

Oct 26

MDW10:35 amChicago Midway

9h 45m

1 stop

CUN8:20 pmCancun

Nov 1

CUN8:00 amCancun

14h 14m

1 stop

MDW10:14 pmChicago Midway

$324

Find similar

Delta

Oct 27

MDW9:35 amChicago Midway

26h 09m

2 stops

CUN11:44 amCancun

Nov 6

CUN4:20 pmCancun

17h 35m

1 stop

MDW8:55 amChicago Midway

$329

Find similar

Delta

Sep 30

MDW10:35 amChicago Midway

9h 40m

1 stop

CUN8:15 pmCancun

Oct 7

CUN8:10 amCancun

14h 04m

2 stops

MDW10:14 pmChicago Midway

$334

Find similar

Frontier flights from Chicago to Riviera Maya

Our best Frontier deals on Chicago to Riviera Maya flight tickets

Frontier

Sep 2

ORD6:45 amChicago O'Hare Intl

3h 51m

CUN10:36 amCancun

Sep 9

CUN11:34 amCancun

4h 09m

ORD3:43 pmChicago O'Hare Intl

$187

Find similar

Frontier

Sep 14

ORD6:41 amChicago O'Hare Intl

3h 52m

CUN10:33 amCancun

Sep 18

CUN11:34 amCancun

4h 09m

ORD3:43 pmChicago O'Hare Intl

$195

Find similar

Frontier

Oct 7

ORD6:41 amChicago O'Hare Intl

3h 45m

CUN10:26 amCancun

Oct 21

CUN11:31 amCancun

3h 55m

ORD3:26 pmChicago O'Hare Intl

$200

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 9/2

6:45 am-10:36 am

Nonstop3h 51m

Cancun

Tue 9/9

11:34 am-3:43 pm

Nonstop4h 09m

$187

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 9/14

6:41 am-10:33 am

Nonstop3h 52m

Cancun

Thu 9/18

11:34 am-3:43 pm

Nonstop4h 09m

$195

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 10/7

6:41 am-10:26 am

Nonstop3h 45m

Cancun

Tue 10/21

11:31 am-3:26 pm

Nonstop3h 55m

$200

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 9/27

6:10 am-9:47 am

Nonstop3h 37m

Cancun

Sat 10/4

10:44 am-2:49 pm

Nonstop4h 05m

$215

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 9/13

6:10 am-9:47 am

Nonstop3h 37m

Cancun

Sat 9/20

10:44 am-2:49 pm

Nonstop4h 05m

$220

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 11/8

3:40 pm-8:25 pm

Nonstop3h 45m

Cancun

Sat 11/15

11:55 am-2:45 pm

Nonstop3h 50m

$270

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 9/14

10:35 am-2:10 pm

Nonstop3h 35m

Cancun

Thu 9/18

3:10 pm-6:50 pm

Nonstop3h 40m

$280

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Fri 9/5

1:40 am-4:52 pm

1 stop16h 12m

Cozumel

Sat 9/13

5:42 pm-5:42 am

1 stop11h 00m

$312

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Sat 9/6

7:25 am-4:52 pm

1 stop10h 27m

Cozumel

Sat 9/13

5:42 pm-5:42 am

1 stop11h 00m

$313

ChicagoCozumel

ORD - CZM

ORDCZM

Chicago O'Hare Intl

Fri 9/12

6:00 am-3:22 pm

1 stop10h 22m

Cozumel

Fri 9/19

4:15 pm-11:00 am

1 stop17h 45m

$476

Flights are sorted by cheapest round-trip flights first.

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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 $341, 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 October is your next best option. Flight prices from Chicago to Riviera Maya during October average around $366.

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 $377. Flights from Chicago to Riviera Maya on a Thursday will generally be more expensive and average around $535. 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 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 $608 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 $420 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 $363 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

Best Price Found	$82
Fastest flight time	3h 29m
Direct flights	Every day
Airports in Riviera Maya	2 airports

The best one-way flight to Riviera Maya from Chicago in the past 72 hours is $82. The best round-trip flight deal from Chicago to Riviera Maya found on momondo in the last 72 hours is $187.

The fastest flight from Chicago to Riviera Maya takes 3h 29m

Direct flights go from Chicago to Riviera Maya every day.

There are 2 airports near Riviera Maya: Cozumel (CZM), 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 July 2025.
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 Boeing 737-800, making up 17.22% of the total bookings. Other popular models include Airbus A321neo with 8.77%, Boeing 737-900 with 7.92%, and Airbus A321-100/200 with 6.72%.

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
Spirit Airlines	PriceFrom $124	Free Cancellation	Rating 6.3 8,048 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $161	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Frontier	PriceFrom $167	Free Cancellation	Rating 5.9 3,239 reviews	Search Frontier flights
Delta	PriceFrom $168	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
Volaris	PriceFrom $181	Free Cancellation	Rating 6.6 1,164 reviews	Search Volaris flights
Aeromexico	PriceFrom $191	Free Cancellation	Rating 7.5 1,721 reviews	Search Aeromexico flights
Viva	PriceFrom $251	Free Cancellation	Rating 7.0 788 reviews	Search Viva flights
Southwest	PriceFrom $266	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights
American Airlines	PriceFrom $331	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Avianca	PriceFrom $552	Free Cancellation	Rating 6.7 2,388 reviews	Search Avianca 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

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Find better results for your trip to Riviera Maya

Popular cities in Riviera Maya

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Flights to Monterreyfrom $193

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Flights to Santiago de Querétarofrom $115

Flights to Moreliafrom $128

Cheap flights from Chicago to Riviera Maya from $82

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 9/2. 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

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Delta flights from Chicago to Riviera Maya

Our best Delta deals on Chicago to Riviera Maya flight tickets

Frontier flights from Chicago to Riviera Maya

Our best Frontier deals on Chicago to Riviera Maya flight tickets

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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

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?

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?

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?

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.

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

Frontier, American Airlines, and Spirit Airlines are the most popular carriers operating from Chicago to Riviera Maya

What airlines fly to Riviera Maya?

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

The number of flights available between Chicago and Riviera Maya is 7 per day as of July 2025. The most frequent departure time is 10:00AM, with 92% of daily flights leaving at noon.

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

55 flights are operational weekly from Chicago to Riviera Maya as of July 2025. The most popular departure day for this route is Thu, with 16% of flights per week taking off on this day.

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

Best Price Found

Fastest flight time

Direct flights

Airports in Riviera Maya

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

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

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

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

What is the most popular plane model from Chicago to 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