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Riviera Maya

$96+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CUN
Mar 18 — Mar 251
Wed 3/18
Wed 3/25
1 adult, Economy
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Cheap 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 February 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Wed 2/256:23 am
ORD
-
CUN
1 stop14h 03m
Multiple Airlines
Wed 3/411:59 am
CUN
-
ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/12$239
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Tue 8/410:03 am
ORD
-
CUN
Nonstop3h 45m
American Airlines
Fri 8/141:20 pm
CUN
-
ORD
Nonstop4h 10m
American Airlines
Deal found 2/13$240
This Mytrip deal was found by Cheapflights users on 2/14. 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.
Fri 2/201:20 am
ORD
-
CUN
1 stop16h 25m
Multiple Airlines
Wed 2/2511:59 am
CUN
-
ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/14$242
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 3/16:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Fri 3/611:40 am
CUN
-
ORD
Nonstop4h 09m
Frontier
Deal found 2/12$243
This Vliegwinkel deal was found by Cheapflights users on 2/12. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:10 am
ORD
-
CUN
Nonstop4h 04m
Frontier
Thu 2/266:27 pm
CUN
-
ORD
Nonstop4h 10m
Frontier
Deal found 2/12$245
This Mytrip deal was found by Cheapflights users on 2/16. 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.
Sun 2/221:20 am
ORD
-
CUN
1 stop21h 30m
Multiple Airlines
Wed 3/411:59 am
CUN
-
ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/16$246
This Gotogate deal was found by Cheapflights users on 2/16. 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.
Sun 2/221:20 am
ORD
-
CUN
1 stop21h 30m
Multiple Airlines
Thu 2/2611:59 am
CUN
-
ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/16$247
This Cheapflightsfares deal was found by Cheapflights users on 2/14. 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.
Wed 2/186:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Wed 2/2511:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/14$248
This Booking.com deal was found by Cheapflights users on 2/16. 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.
Mon 2/236:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Wed 3/411:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/16$249
This Super.com deal was found by Cheapflights users on 2/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Thu 2/1911:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/13$250
This Cheapflightsfares deal was found by Cheapflights users on 2/15. 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 3/26:05 am
ORD
-
CUN
Nonstop3h 49m
Spirit Airlines
Fri 3/611:59 am
CUN
-
ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/15$251
This Super.com deal was found by Cheapflights users on 2/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:00 am
MDW
-
CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
-
MDW
Nonstop4h 06m
Frontier
Deal found 2/15$263

Find 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 February 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$240
(American Airlines)

One-way from

$96
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$431
Provider with most accurate pricing for Chicago (CHI)-Cancun flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Cancun flights.
Search Deals
From Illinois to Riviera Maya
Search Deals
One-way flight from Illinois to Riviera Maya
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 16, 2026.
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

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/8

4:35 pm-8:15 pm

Nonstop3h 40m

Cancun

Wed 3/11

8:30 am-12:10 pm

Nonstop3h 40m

$293

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/8

4:35 pm-8:15 pm

Nonstop3h 40m

Cancun

Tue 3/17

8:30 am-12:10 pm

Nonstop3h 40m

$293

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/8

4:35 pm-8:15 pm

Nonstop3h 40m

Cancun

Thu 3/12

8:30 am-12:10 pm

Nonstop3h 40m

$293

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 4/19

7:52 am-11:45 am

Nonstop3h 53m

Cancun

Thu 4/23

12:55 pm-5:00 pm

Nonstop4h 05m

$313

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Fri 4/24

10:31 am-2:26 pm

Nonstop3h 55m

Cancun

Fri 5/1

3:38 pm-7:45 pm

Nonstop4h 07m

$332

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 4/21

9:17 am-1:10 pm

Nonstop3h 53m

Cancun

Tue 4/28

12:11 pm-4:16 pm

Nonstop4h 05m

$332

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 3/8

7:34 am-11:30 am

Nonstop3h 56m

Cancun

Thu 3/12

12:22 pm-4:25 pm

Nonstop4h 03m

$333

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 3/8

7:34 am-11:30 am

Nonstop3h 56m

Cancun

Wed 3/11

2:18 pm-6:09 pm

Nonstop3h 51m

$333

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/22

6:34 pm-9:50 am

1 stop15h 16m

Cancun

Wed 3/25

10:50 am-5:54 pm

1 stop7h 04m

$338

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sun 3/22

6:34 pm-9:50 am

1 stop15h 16m

Cancun

Wed 4/1

11:15 am-10:31 pm

1 stop11h 16m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

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, April is the cheapest month in which you can book a flight from Illinois to Riviera Maya (average of $155). Flying from Illinois to Riviera Maya in July is currently the most expensive (average of $210). 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 February 16, 2026.

It’s optimal to fly from Illinois to Riviera Maya in the afternoon. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight at noon.

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 February 16, 2026.

The most flights from USIL to zzETW are scheduled on a Monday (13 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 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?

    Southwest, United Airlines, and Delta can get you from Illinois to Riviera Maya in just under 3h 40m. Your travel time can differ by up to 11h 36m. The distance between Illinois and Riviera Maya is about 1434 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $86. Frontier flights start at $88 while deals on Viva start at $88 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, April is the cheapest month in which you can book a flight from Illinois to Riviera Maya (average of $155). Flying from Illinois to Riviera Maya in July is currently the most expensive (average of $210). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 February 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$118Average$399FlexibilityNo cancel feeOn-time79%
Spirit AirlinesCheapest$133Average$338FlexibilityNo cancel feeOn-time65%
AeromexicoCheapest$140Average$395FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$166Average$1,065FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$185Average$399FlexibilityNo cancel feeOn-time62%
VivaCheapest$193Average$365FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$250Average$480FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$272Average$577FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$279Average$387FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$291Average$520FlexibilityNo cancel feeOn-time63%

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