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Riviera Maya

$84+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CUN
Dec 11 — Dec 181
Thu 12/11
Thu 12/18
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 November 11, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$211
(CheapOair)

One-way from

$84
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$464
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
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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 ($25 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 November 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 November 11, 2025.

This CheapOair deal was found by Cheapflights users on 11/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amSTL - CUN
Nonstop3h 23mFrontier
Wed 1/71:01 pmCUN - STL
Nonstop3h 25mFrontier
Deal found 11/9$221
This Cheapflightsfares deal was found by Cheapflights users on 11/11. 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 11/306:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Wed 12/311:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 11/11$227
This Cheapflightsfares deal was found by Cheapflights users on 11/10. 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 11/286:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Fri 12/512:31 pmCUN - ORD
1 stop8h 38mSpirit Airlines
Deal found 11/10$228
This Priceline deal was found by Cheapflights users on 11/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/175:57 pmORD - CUN
1 stop16h 39mMultiple Airlines
Wed 11/194:45 pmCUN - ORD
Nonstop4h 03mMultiple Airlines
Deal found 11/10$230
This Gotogate deal was found by Cheapflights users on 11/9. 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.
Fri 11/286:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Thu 12/42:36 pmCUN - ORD
1 stop10h 33mSpirit Airlines
Deal found 11/9$231
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 11/156:00 amORD - CUN
Nonstop3h 44mMultiple Airlines
Tue 11/181:28 pmCUN - ORD
Nonstop4h 08mMultiple Airlines
Deal found 11/10$232
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Sun 12/149:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
Wed 12/2411:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 11/11$234
This Kiwi.com deal was found by Cheapflights users on 11/9. 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.
Mon 11/245:00 amORD - CUN
1 stop7h 35mSpirit Airlines
Wed 11/2611:53 amCUN - ORD
Nonstop4h 00mSpirit Airlines
Deal found 11/9$235
This Cheapflightsfares deal was found by Cheapflights users on 11/10. 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.
Mon 11/175:57 pmORD - CUN
1 stop16h 39mSpirit Airlines
Sat 11/2210:12 amCUN - ORD
1 stop13h 54mSpirit Airlines
Deal found 11/10$236
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Sun 12/149:14 pmORD - CUN
1 stop13h 22mSpirit Airlines
Sat 12/2011:50 amCUN - ORD
Nonstop4h 03mSpirit Airlines
Deal found 11/10$237
This Cheapflightsfares deal was found by Cheapflights users on 11/10. 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 11/296:00 amORD - CUN
Nonstop3h 44mSpirit Airlines
Sat 12/62:36 pmCUN - ORD
1 stop10h 33mSpirit Airlines
Deal found 11/10$238
This Spirit deal was found by Cheapflights users on 11/9. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:10 amORD - CUN
1 stop7h 25mSpirit Airlines
Sat 11/2210:12 amCUN - ORD
1 stop13h 54mSpirit Airlines
Deal found 11/9$239

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 November 11, 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

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/3

8:43 am-1:33 pm

Nonstop3h 50m

Cancun

Mon 2/9

4:47 pm-7:47 pm

Nonstop4h 00m

$277

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 1/23

5:33 am-5:38 pm

2 stops11h 05m

Cancun

Wed 1/28

1:28 pm-11:00 pm

1 stop10h 32m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 2/18

6:45 am-8:00 pm

2 stops12h 15m

Cancun

Wed 2/25

12:27 pm-11:00 pm

1 stop11h 33m

$317

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 2/18

5:25 am-8:00 pm

2 stops13h 35m

Cancun

Tue 2/24

1:33 pm-11:00 pm

1 stop10h 27m

$317

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Tue 3/10

6:00 am-11:30 am

1 stop5h 30m

Cancun

Wed 3/11

2:00 pm-9:46 pm

1 stop7h 46m

$327

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 1/31

5:33 am-6:47 pm

2 stops12h 14m

Cancun

Sat 2/7

12:15 pm-9:04 pm

1 stop9h 49m

$327

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 1/22

12:59 am-12:34 pm

1 stop10h 35m

Cancun

Tue 1/27

12:05 pm-9:04 pm

2 stops9h 59m

$327

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 12/8

9:34 am-9:20 pm

2 stops10h 46m

Cancun

Tue 12/16

8:00 am-6:00 pm

2 stops11h 00m

$331

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Thu 1/22

5:33 am-6:47 pm

2 stops12h 14m

Cancun

Mon 1/26

12:05 pm-9:04 pm

2 stops9h 59m

$331

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sat 2/7

6:50 am-9:20 pm

2 stops13h 30m

Cancun

Tue 2/10

8:00 am-9:04 pm

2 stops14h 04m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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 $132). Flying from Illinois to Riviera Maya in July is currently the most expensive (average of $217). 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 November 11, 2025.

It’s optimal to fly from Illinois to Riviera Maya at noon. By choosing this option you can save up to 39% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Illinois to Riviera Maya?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Riviera Maya. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Illinois to Riviera Maya flight should consider departing on Wednesday at noon when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 11, 2025.

The most flights from USIL to zzETW are scheduled on a Saturday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 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?

    United Airlines, Delta, and American Airlines can get you from Illinois to Riviera Maya in just under 3h 50m. Your travel time can differ by up to 11h 05m. The distance between Illinois and Riviera Maya is about 1447 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 Frontier, which is currently one of the cheapest options available, starting at $111. Southwest flights start at $120 while deals on United Airlines start at $125 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 $132). Flying from Illinois to Riviera Maya in July is currently the most expensive (average of $217). 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 November 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
AeromexicoCheapest$145Average$436FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$152Average$342FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$161Average$591FlexibilityNo cancel feeOn-time69%
DeltaCheapest$168Average$496FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$176Average$465FlexibilityNo cancel feeOn-time62%
VolarisCheapest$178Average$548FlexibilityNo cancel feeOn-time79%
VivaCheapest$251Average$324FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$266Average$585FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$279Average$492FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$292Average$552FlexibilityNo cancel feeOn-time71%

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