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$135+ Cheap flights from Riviera Maya to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
CUN — CHI
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Riviera Maya to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Riviera Maya (zzETW) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$216
(United Airlines)

One-way from

$135
(Trip.com)
From Riviera Maya to Chicago (CHI)
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One-way flight from Riviera Maya to Chicago (CHI)
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Find flight deals from Riviera Maya to Chicago

Cheapest flights from Riviera Maya to Chicago
Explore the most affordable flight options available from Riviera Maya to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This United Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/63:18 pmCUN - ORD
Nonstop3h 52mUnited Airlines
lun. 2/109:13 amORD - CUN
Nonstop3h 57mUnited Airlines
Deal found 1/20$216
This Cheapflightsfares deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 1/3110:09 amCUN - ORD
1 stop7h 01mSpirit Airlines
lun. 2/35:11 amORD - CUN
1 stop6h 00mSpirit Airlines
Deal found 1/19$233
This Booking.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/1510:35 amCUN - ORD
Nonstop4h 03mMultiple Airlines
mié. 5/217:25 amORD - CUN
1 stop13h 38mMultiple Airlines
Deal found 1/20$270
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 1/315:19 pmCUN - ORD
1 stop8h 08mAmerican Airlines
lun. 2/38:35 pmORD - CUN
1 stop14h 46mAmerican Airlines
Deal found 1/20$272
This Viva deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/311:15 pmCUN - ORD
1 stop16h 15mViva
lun. 10/65:00 pmORD - CUN
1 stop7h 55mViva
Deal found 1/20$274
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/239:52 pmCUN - ORD
1 stop7h 52mVolaris
mar. 9/307:25 amORD - CUN
1 stop13h 38mVolaris
Deal found 1/20$280
This Flightnetwork deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/610:31 amCUN - MDW
1 stop12h 35mFrontier
mié. 3/125:58 pmMDW - CUN
1 stop14h 18mFrontier
Deal found 1/20$296
This Booking.com deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/281:40 pmCUN - ORD
1 stop18h 38mFrontier
mié. 3/55:40 pmORD - CUN
2 stops20h 25mFrontier
Deal found 1/19$322
This Aeromexico deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/66:04 amCUN - ORD
1 stop7h 42mAeromexico
mié. 3/1211:20 amORD - CUN
2 stops12h 48mAeromexico
Deal found 1/20$341
This Viva deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/156:10 pmCZM - ORD
1 stop20h 20mViva
mié. 5/215:00 pmORD - CZM
1 stop25h 30mViva
Deal found 1/20$343
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/162:00 pmCUN - MDW
1 stop8h 29mDelta
mié. 4/239:30 amMDW - CUN
2 stops10h 22mDelta
Deal found 1/20$346
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/148:15 amCUN - ORD
1 stop10h 45mDelta
dom. 4/206:40 amORD - CUN
1 stop7h 26mDelta
Deal found 1/20$346

Find flights from Riviera Maya to Chicago within your budget

Customize your flight search to find flights from Riviera Maya to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 2/6

3:18 pm-6:10 pm

Nonstop3h 52m

Chicago O'Hare Intl

lun. 2/10

9:13 am-2:10 pm

Nonstop3h 57m

$216

CancúnChicago

CUN - ORD

CUNORD

Cancun

vie. 1/31

10:09 am-4:10 pm

1 stop7h 01m

Chicago O'Hare Intl

lun. 2/3

5:11 am-12:11 pm

1 stop6h 00m

$233

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 5/15

10:35 am-2:38 pm

Nonstop4h 03m

Chicago O'Hare Intl

mié. 5/21

7:25 am-9:03 pm

1 stop13h 38m

$270

CancúnChicago

CUN - ORD

CUNORD

Cancun

vie. 1/31

5:19 pm-12:27 am

1 stop8h 08m

Chicago O'Hare Intl

lun. 2/3

8:35 pm-12:21 pm

1 stop14h 46m

$272

CancúnChicago

CUN - ORD

CUNORD

Cancun

mié. 3/5

7:05 am-2:25 pm

1 stop8h 20m

Chicago O'Hare Intl

dom. 3/9

2:00 am-3:10 pm

1 stop13h 10m

$288

CancúnChicago

CUN - MDW

CUNMDW

Cancun

jue. 3/6

10:31 am-10:06 pm

1 stop12h 35m

Chicago Midway

mié. 3/12

5:58 pm-8:16 am

1 stop14h 18m

$296

CancúnChicago

CUN - ORD

CUNORD

Cancun

sáb. 6/7

9:52 pm-5:44 am

1 stop7h 52m

Chicago O'Hare Intl

dom. 6/15

7:25 am-9:03 pm

1 stop13h 38m

$300

CancúnChicago

CUN - ORD

CUNORD

Cancun

vie. 2/28

1:40 pm-7:18 am

1 stop18h 38m

Chicago O'Hare Intl

mar. 3/4

5:36 pm-3:05 pm

2 stops44h 29m

$322

CancúnChicago

CUN - ORD

CUNORD

Cancun

jue. 3/6

6:04 am-12:46 pm

1 stop7h 42m

Chicago O'Hare Intl

mié. 3/12

11:20 am-12:08 am

2 stops12h 48m

$341

CozumelChicago

CZM - ORD

CZMORD

Cozumel

jue. 5/15

6:10 pm-3:30 pm

1 stop20h 20m

Chicago O'Hare Intl

mié. 5/21

5:00 pm-5:30 pm

1 stop25h 30m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 48 results
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Best time to book a flight from Riviera Maya to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Riviera Maya with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Riviera Maya to Chicago

Get recent, data-driven insights about flights from Riviera Maya to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Riviera Maya to Chicago?

Currently, August is the cheapest month in which you can book a flight from Riviera Maya to Chicago (average of $245). Flying from Riviera Maya to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ETW to CHI?

Find hourly flight availability from Riviera Maya to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.

When flying from Riviera Maya to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Riviera Maya to Chicago

Explore weekly flight availability from Riviera Maya to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated enero 21, 2025.

The most flights from zzETW to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated enero 21, 2025.
Get a feel of what it's like to fly with United Airlines, Viva and Volaris from Riviera Maya to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,849 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,858 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Riviera Maya to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Riviera Maya to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $135. Spirit Airlines flights start at $135 while deals on United Airlines start at $141 one-way.

  • What are the most popular routes from Riviera Maya to Chicago?

    When deciding which route to take from Riviera Maya to Chicago consider Cancun - Chicago O'Hare Intl, Cancun - Chicago Midway or Cozumel - Chicago O'Hare Intl as they are the most popular.

  • What are the most reliable airlines from Riviera Maya to Chicago?

    Consider Frontier (81%), American Airlines (78%) or Emirates (77%) when booking your flight. These represent the most reliable airlines when flying from Riviera Maya to Chicago.

  • What are the cheapest flights from Riviera Maya to Chicago?

    The cheapest flight price from Riviera Maya to Chicago is $110. On average you can expect to pay $393. The most popular route, (Cancun - Chicago O'Hare Intl), can usually be booked for $216.

  • Can I find deals for flights from Riviera Maya to Chicago that include hotel bookings?

    Yes. In addition to deals on Riviera Maya to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Riviera Maya to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Riviera Maya to Chicago.

  • Can I find deals for business class flights from Riviera Maya to Chicago?

    Yes. Cheapflights offers flight deals from Riviera Maya to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Riviera Maya to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Riviera Maya to Chicago (average of $245). Flying from Riviera Maya to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Riviera Maya?

Book flights to Riviera Maya if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Riviera Maya to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Cancún to O'Hare Intl flights
Cancún to Midway flights
Cozumel to O'Hare Intl flights
Cancún to St. Louis flights
Cozumel to St. Louis flights

Top 4 airlines flying from Riviera Maya to Chicago

Discover the top 4 airlines that operate flights from Riviera Maya to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$124Average$162FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$140Average$181FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$305FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$255Average$383FlexibilityNo cancel feeOn-time71%
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