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Riviera Maya

$88+ Cheap flights from Illinois to Riviera Maya

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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CUN
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
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Cheap flight deals from Illinois to Riviera Maya

Keep the following information in mind while searching for Illinois to Riviera Maya flight deals. Data was last updated September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$233
(Expedia)

One-way from

$88
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$347
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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From Illinois to Riviera Maya
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One-way flight from Illinois to Riviera Maya
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Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Illinois to Riviera Maya

Cheapest flights from Illinois to Riviera Maya
Explore the most affordable flight options available from Illinois to Riviera Maya. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

This Expedia deal was found by Cheapflights users on 9/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:05 amORD - CUN
1 stop7h 54mSpirit Airlines
Sat 10/119:09 amCUN - ORD
1 stop12h 24mSpirit Airlines
Deal found 9/22$233
This Gotogate deal was found by Cheapflights users on 9/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:40 pmORD - CUN
1 stop29h 55mMultiple Airlines
Sat 11/1510:37 amCUN - ORD
1 stop9h 39mMultiple Airlines
Deal found 9/23$234
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Tue 9/306:41 amORD - CUN
Nonstop3h 52mFrontier
Tue 10/711:25 amCUN - ORD
Nonstop3h 55mFrontier
Deal found 9/24$235
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Sat 11/15:28 pmORD - CUN
1 stop15h 36mSpirit Airlines
Sat 11/811:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 9/24$236
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Sun 10/266:30 amORD - CUN
Nonstop3h 45mFrontier
Sat 11/11:28 pmCUN - ORD
Nonstop4h 08mFrontier
Deal found 9/24$237
This Booking.com deal was found by Cheapflights users on 9/24. 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.
Wed 10/812:25 pmORD - CUN
1 stop9h 50mMultiple Airlines
Sat 10/1110:55 amCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 9/24$239
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Sun 10/55:05 amORD - CUN
1 stop7h 39mSpirit Airlines
Thu 10/99:09 amCUN - ORD
1 stop8h 44mSpirit Airlines
Deal found 9/24$240
This Frontier deal was found by Cheapflights users on 9/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/196:30 amORD - CUN
Nonstop3h 45mFrontier
Thu 10/301:28 pmCUN - ORD
Nonstop4h 08mFrontier
Deal found 9/23$241
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Fri 12/56:00 amORD - CUN
Nonstop3h 37mSpirit Airlines
Fri 12/1211:42 amCUN - ORD
Nonstop4h 08mSpirit Airlines
Deal found 9/24$242
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/157:25 amORD - CUN
Nonstop3h 53mMultiple Airlines
Tue 11/2511:42 amCUN - ORD
Nonstop4h 08mMultiple Airlines
Deal found 9/23$243
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Sat 12/66:00 amORD - CUN
Nonstop3h 37mSpirit Airlines
Tue 12/910:37 amCUN - ORD
1 stop9h 39mSpirit Airlines
Deal found 9/24$244
This Frontier deal was found by Cheapflights users on 9/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2610:22 amSTL - CUN
Nonstop3h 13mFrontier
Sun 11/23:45 pmCUN - STL
Nonstop3h 15mFrontier
Deal found 9/23$248

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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, Cheapflights users made 2,558,603 searches. Data last updated September 25, 2025.
Use the filters below to find and compare flights from Illinois to Riviera Maya that are best for you.

Fly from

Illinois

Fly to

Riviera Maya

Route

Depart

Return

Price

St. LouisCancún

STL - CUN

STLCUN

Lambert-St Louis

Fri 10/24

10:22 am-1:35 pm

Nonstop3h 13m

Cancun

Thu 10/30

3:45 pm-7:00 pm

Nonstop3h 15m

$252

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 11/11

8:40 am-1:25 pm

Nonstop3h 45m

Cancun

Sat 11/15

8:40 am-4:45 pm

1 stop9h 05m

$301

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 1/17

6:00 am-4:31 pm

1 stop9h 31m

Cancun

Wed 1/21

3:03 pm-9:46 pm

1 stop7h 43m

$326

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Wed 12/3

9:34 am-9:20 pm

2 stops10h 46m

Cancun

Wed 12/17

8:00 am-6:00 pm

2 stops11h 00m

$330

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 9/28

5:30 am-12:50 pm

1 stop7h 20m

Cancun

Sat 10/4

12:35 pm-9:34 pm

2 stops8h 59m

$330

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 11/10

8:55 am-9:20 pm

2 stops11h 25m

Cancun

Fri 11/14

8:00 am-8:29 pm

2 stops13h 29m

$330

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 10/28

7:10 am-8:20 pm

2 stops13h 10m

Cancun

Sat 11/8

8:00 am-8:23 pm

2 stops13h 23m

$330

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 1/11

6:00 am-4:31 pm

1 stop9h 31m

Cancun

Fri 1/16

12:15 pm-6:34 pm

1 stop7h 19m

$341

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 11/8

4:23 pm-12:35 pm

2 stops19h 12m

Cancun

Fri 11/14

8:00 am-4:38 pm

1 stop9h 38m

$345

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 11/10

9:34 am-9:20 pm

2 stops10h 46m

Cancun

Fri 11/14

8:00 am-6:08 pm

2 stops11h 08m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/25

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Riviera Maya

Have a flexible travel schedule? Discover the best time to fly to Riviera Maya from Illinois 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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Riviera Maya

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Riviera Maya (average of $360). Flying from Illinois to Riviera Maya in March is currently the most expensive (average of $492). 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 IL to ETW?

Find hourly flight availability from Illinois to Riviera Maya. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Riviera Maya as you normally would.

Weekly flight availability from Illinois to Riviera Maya

Explore weekly flight availability from Illinois to Riviera Maya. 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 September 25, 2025.

The most flights from USIL to zzETW are scheduled on a Thursday (6 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

Related info for your journey

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

  • How long is the flight from Illinois to Riviera Maya?

    Frontier, Southwest, and Delta can get you from Illinois to Riviera Maya in just under 3h 13m. Your travel time can differ by up to 6h 18m. The distance between Illinois and Riviera Maya is about 1241 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Viva, which is currently one of the cheapest options available, starting at $100. Southwest flights start at $119 while deals on United Airlines start at $119 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Riviera Maya 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 Illinois to Riviera Maya?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Riviera Maya (average of $360). Flying from Illinois to Riviera Maya in March is currently the most expensive (average of $492). 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

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Alternative routes for Illinois to Riviera Maya

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Top 10 airlines flying from Illinois to Riviera Maya

Discover the top 10 airlines that operate flights from Illinois to Riviera Maya. 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 September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$146Average$336FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$578FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$507FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$173Average$456FlexibilityNo cancel feeOn-time62%
VolarisCheapest$185Average$546FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$186Average$437FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$205Average$685FlexibilityNo cancel feeOn-time67%
VivaCheapest$251Average$323FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$599FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$292Average$547FlexibilityNo cancel feeOn-time71%

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