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Cheap flights from Illinois to Riviera Maya from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Riviera Maya departing on 4/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Illinois to Riviera Maya

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:23 am - 9:26 pm
ORD
-
CUN
14h 03m
1 stop
Multiple Airlines Logo
7:19 pm - 10:28 pm
CUN
-
ORD
4h 09mnonstop
$237Multiple Airlines
Mon, Feb 23 - Wed, Mar 4
Multiple Airlines Logo
11:59 pm - 3:28 pm
ORD
-
CUN
14h 29m
1 stop
Multiple Airlines Logo
1:25 pm - 7:11 pm
CUN
-
ORD
6h 46m
1 stop
$238Multiple Airlines
Tue, Feb 24 - Thu, Feb 26
Multiple Airlines Logo
6:23 am - 9:26 pm
ORD
-
CUN
14h 03m
1 stop
Multiple Airlines Logo
11:59 am - 2:53 pm
CUN
-
ORD
3h 54mnonstop
$239Multiple Airlines
Wed, Feb 25 - Wed, Mar 4
Multiple Airlines Logo
11:59 pm - 12:05 pm
ORD
-
CUN
11h 06m
1 stop
Multiple Airlines Logo
7:19 pm - 10:28 pm
CUN
-
ORD
4h 09mnonstop
$240Multiple Airlines
Tue, Feb 24 - Wed, Feb 25
Spirit Airlines Logo
8:16 pm - 12:20 pm
ORD
-
CUN
15h 04m
1 stop
Spirit Airlines Logo
11:59 am - 2:53 pm
CUN
-
ORD
3h 54mnonstop
$243Spirit Airlines
Sun, Mar 1 - Wed, Mar 4
Frontier Logo
6:10 am - 11:14 am
ORD
-
CUN
4h 04mnonstop
Frontier Logo
7:19 pm - 10:28 pm
CUN
-
ORD
4h 09mnonstop
$244Frontier
Mon, Feb 23 - Wed, Mar 4
Frontier Logo
9:00 am - 2:02 pm
MDW
-
CUN
4h 02mnonstop
Frontier Logo
3:07 pm - 7:13 pm
CUN
-
MDW
4h 06mnonstop
$246Frontier
Sat, Mar 7 - Sat, Mar 14
Volaris Logo
6:54 pm - 9:48 am
MDW
-
CUN
13h 54m
1 stop
Volaris Logo
10:39 am - 6:34 pm
CUN
-
MDW
7h 55m
1 stop
$286Volaris
Thu, Mar 5 - Tue, Mar 10
Southwest Logo
4:05 pm - 7:45 pm
MDW
-
CUN
3h 40mnonstop
Southwest Logo
8:30 am - 12:10 pm
CUN
-
MDW
3h 40mnonstop
$293Southwest
Mon, Mar 9 - Fri, Mar 13
Volaris Logo
7:54 pm - 9:48 am
MDW
-
CUN
13h 54m
1 stop
Volaris Logo
10:39 am - 6:34 pm
CUN
-
MDW
7h 55m
1 stop
$296Volaris
Sat, Mar 14 - Thu, Mar 19

Spirit Airlines flights from Illinois to Riviera Maya

Our best Spirit Airlines deals on Illinois to Riviera Maya flight tickets
Spirit Airlines
Mar 1
ORD8:16 pmChicago O'Hare Intl
15h 04m
1 stop
CUN12:20 pmCancun
Mar 4
CUN11:59 amCancun
3h 54m
ORD2:53 pmChicago O'Hare Intl
$243
Spirit Airlines
Feb 22
ORD6:05 amChicago O'Hare Intl
3h 49m
CUN10:54 amCancun
Mar 4
CUN1:25 pmCancun
8h 48m
1 stop
ORD9:13 pmChicago O'Hare Intl
$254
Spirit Airlines
Mar 3
ORD5:15 amChicago O'Hare Intl
6h 05m
1 stop
CUN12:20 pmCancun
Mar 4
CUN11:59 amCancun
3h 54m
ORD2:53 pmChicago O'Hare Intl
$258

Aeromexico flights from Illinois to Riviera Maya

Our best Aeromexico deals on Illinois to Riviera Maya flight tickets
Aeromexico
Feb 21
MDW6:00 amChicago Midway
9h 45m
1 stop
CUN4:45 pmCancun
Feb 26
CUN8:00 amCancun
10h 45m
1 stop
MDW5:45 pmChicago Midway
$287
Aeromexico
Feb 23
MDW6:00 amChicago Midway
9h 45m
1 stop
CUN4:45 pmCancun
Feb 26
CUN4:45 pmCancun
6h 46m
1 stop
MDW10:31 pmChicago Midway
$304
Aeromexico
Feb 18
MDW12:45 pmChicago Midway
7h 26m
1 stop
CUN9:11 pmCancun
Feb 24
CUN8:00 amCancun
10h 45m
1 stop
MDW5:45 pmChicago Midway
$373

momondo 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, momondo users made 832,500 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from Illinois to Riviera Maya that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 2/23

6:23 am-9:26 pm

1 stop14h 03m

Cancun

Wed 3/4

7:19 pm-10:28 pm

Nonstop4h 09m

$237

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/24

11:59 pm-3:28 pm

1 stop14h 29m

Cancun

Thu 2/26

1:25 pm-7:11 pm

1 stop6h 46m

$238

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Wed 2/25

6:23 am-9:26 pm

1 stop14h 03m

Cancun

Wed 3/4

11:59 am-2:53 pm

Nonstop3h 54m

$239

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Tue 2/24

11:59 pm-12:05 pm

1 stop11h 06m

Cancun

Wed 2/25

7:19 pm-10:28 pm

Nonstop4h 09m

$240

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Sun 3/1

8:16 pm-12:20 pm

1 stop15h 04m

Cancun

Wed 3/4

11:59 am-2:53 pm

Nonstop3h 54m

$243

ChicagoCancún

ORD - CUN

ORDCUN

Chicago O'Hare Intl

Mon 2/23

6:10 am-11:14 am

Nonstop4h 04m

Cancun

Wed 3/4

7:19 pm-10:28 pm

Nonstop4h 09m

$244

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/7

9:00 am-2:02 pm

Nonstop4h 02m

Cancun

Sat 3/14

3:07 pm-7:13 pm

Nonstop4h 06m

$246

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Thu 3/5

6:54 pm-9:48 am

1 stop13h 54m

Cancun

Tue 3/10

10:39 am-6:34 pm

1 stop7h 55m

$286

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Mon 3/9

4:05 pm-7:45 pm

Nonstop3h 40m

Cancun

Fri 3/13

8:30 am-12:10 pm

Nonstop3h 40m

$293

ChicagoCancún

MDW - CUN

MDWCUN

Chicago Midway

Sat 3/14

7:54 pm-9:48 am

1 stop13h 54m

Cancun

Thu 3/19

10:39 am-6:34 pm

1 stop7h 55m

$296

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Riviera Maya from

How to get the cheapest flight ticket from Illinois 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?

The cheapest month to fly to Riviera Maya from Illinois is in September. Flight prices, which tend to average around $370, 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 January is your next best option. Flight prices from Illinois to Riviera Maya during January average around $388.

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 $428. Flights from Illinois to Riviera Maya on a Thursday will generally be more expensive and average around $510. 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 Illinois to Riviera Maya flights are usually those with departure times in the morning. Our users have found flights to Riviera Maya in the morning for as low as $464. In the afternoon is when there is more demand to fly to Riviera Maya, so prices are often more expensive at around $558 per ticket.

What is the cheapest Illinois to Riviera Maya flight route?

Fly from Chicago O'Hare Intl to Cancun for the best Illinois - 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 Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Riviera Maya for around $446 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Riviera Maya from Illinois for as low as $360 on momondo.

What cabin class options are available on Illinois to Riviera Maya flights?

There are 4 cabin classes available to choose from on Illinois 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 Illinois to Riviera Maya flights?

No. A direct flight is the cheapest option for a flight between Illinois to Riviera Maya.

Cheap Illinois to Riviera Maya flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Riviera Maya

Fastest flight time

3h 05m

Direct flights

Every day

Airports in Riviera Maya

3 airports
The fastest flight from Illinois to Riviera Maya takes 3h 05m
Direct flights go from Illinois to Riviera Maya every day.
There are 3 airports in Riviera Maya. From Illinois there are direct flights to Cancun (CUN).
Search flight deals

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

    Prices for flights from Illinois to Riviera Maya are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Riviera Maya.

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

    The travel and health documents required for your trip to Riviera Maya can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Riviera Maya. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Illinois to Riviera Maya?

Best airlines flying from Illinois to Riviera Maya

Compare and see reviews for airlines that fly from Illinois to Riviera Maya with momondo
Airline
Rating
Free Cancellation
Price
VolarisPriceFrom $118Free CancellationRating
6.6
1,175 reviews
Search Volaris flights
Spirit AirlinesPriceFrom $133Free CancellationRating
6.3
8,451 reviews
Search Spirit Airlines flights
AeromexicoPriceFrom $140Free CancellationRating
7.4
1,577 reviews
Search Aeromexico flights
DeltaPriceFrom $166Free CancellationRating
7.9
8,195 reviews
Search Delta flights
FrontierPriceFrom $185Free CancellationRating
5.7
3,053 reviews
Search Frontier flights
VivaPriceFrom $193Free CancellationRating
7.0
812 reviews
Search Viva flights
JetBluePriceFrom $250Free CancellationRating
7.2
2,897 reviews
Search JetBlue flights
United AirlinesPriceFrom $272Free CancellationRating
7.4
9,284 reviews
Search United Airlines flights
Air CanadaPriceFrom $279Free CancellationRating
7.1
10,717 reviews
Search Air Canada flights
SouthwestPriceFrom $291Free CancellationRating
8.0
4,283 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Riviera Maya?

It is quick and easy to find Illinois to Riviera Maya flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Riviera Maya that suits you.

Can I find flights from Illinois to Riviera Maya with flexible booking policies on momondo?

Flights from Illinois 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 Illinois to Riviera Maya?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to Riviera Maya.

I’m not ready to book a flight from Illinois to Riviera Maya right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Illinois to Riviera Maya flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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