$102+ Cheap flights from Chicago (CHI) to Akumal, Mexico
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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Mar 2 — Mar 91
1 adult, Economy
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Find cheap flights from Chicago to Akumal with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Akumal are usually found in September or January, booked 66 days in advance, depart on a Monday or Tuesday and return on a Friday
Cheap flight deals from Chicago to Akumal
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to AkumalExplore the most affordable flight options available from Chicago to Akumal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 31, 2026.
Explore the most affordable flight options available from Chicago to Akumal. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/27:11 am
ORD
- CUN
Nonstop4h 08m
Multiple Airlines
Fri 2/61:21 pm
CUN
- ORD
1 stop7h 17m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$229
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 2/95:15 am
ORD
- CUN
1 stop6h 01m
Spirit Airlines
Thu 2/1211:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$230
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 2/36:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Sat 2/711:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 3/15:15 am
ORD
- CUN
1 stop6h 05m
Multiple Airlines
Wed 3/1110:40 am
CUN
- ORD
Nonstop4h 08m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 1/30. 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
Tue 3/31:25 pm
CUN
- ORD
1 stop6h 46m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 2/911:58 pm
ORD
- CUN
1 stop8h 58m
Multiple Airlines
Fri 2/1311:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 3/45:15 am
ORD
- CUN
1 stop6h 05m
Multiple Airlines
Thu 3/1210:40 am
CUN
- ORD
Nonstop4h 08m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$235
This Frontier deal was found by Cheapflights users on 1/28. 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.
Wed 4/86:30 am
ORD
- CUN
Nonstop4h 03m
Frontier
Fri 4/1710:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 1/28![Frontier logo]()
$236
This Frontier deal was found by Cheapflights users on 1/29. 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 3/86:30 am
ORD
- CUN
Nonstop4h 04m
Frontier
Thu 3/1210:40 am
CUN
- ORD
Nonstop4h 08m
Frontier
Deal found 1/29![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 3/26:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Mon 3/910:40 am
CUN
- ORD
Nonstop4h 08m
Frontier
Deal found 1/29![Frontier logo]()
$238
This Expedia deal was found by Cheapflights users on 1/30. 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.
Thu 2/58:43 pm
ORD
- CUN
1 stop14h 33m
Spirit Airlines
Wed 2/1111:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$239
This Expedia deal was found by Cheapflights users on 1/30. 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.
Thu 2/58:43 pm
ORD
- CUN
1 stop14h 33m
Spirit Airlines
Tue 2/1011:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$240
Best flights from Chicago to AkumalDiscover carefully curated flight deals from Chicago to Akumal that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 31, 2026.
Discover carefully curated flight deals from Chicago to Akumal that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 31, 2026.
This FlightHub deal was found by Cheapflights users on 1/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:42 pm
ORD
- CUN
1 stop14h 18m
Spirit Airlines
Sat 3/711:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$266
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/84:35 pm
MDW
- CUN
Nonstop3h 40m
Southwest
Thu 3/122:05 pm
CUN
- MDW
Nonstop3h 45m
Southwest
Deal found 1/28![Southwest logo]()
$291
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Tue 2/37:34 am
ORD
- CUN
Nonstop3h 56m
United Airlines
Thu 2/54:47 pm
CUN
- ORD
Nonstop4h 00m
United Airlines
Deal found 1/30![United Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 1/28. 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.
Mon 3/91:58 am
ORD
- CUN
1 stop18h 04m
Delta
Sat 3/146:01 am
CUN
- ORD
1 stop7h 44m
Delta
Deal found 1/28![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Fri 2/65:40 am
ORD
- CUN
1 stop6h 14m
United Airlines
Mon 2/93:18 pm
CUN
- ORD
Nonstop3h 51m
United Airlines
Deal found 1/30![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 1/30. 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.
Sun 2/86:15 am
ORD
- CUN
2 stops11h 32m
Delta
Thu 2/126:01 am
CUN
- ORD
1 stop7h 54m
Delta
Deal found 1/30![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/910:35 am
MDW
- CUN
Nonstop3h 40m
Southwest
Thu 2/123:40 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 1/30![Southwest logo]()
$331
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Fri 2/65:40 am
ORD
- CUN
1 stop6h 14m
United Airlines
Sun 2/85:55 pm
CUN
- ORD
1 stop7h 33m
United Airlines
Deal found 1/30![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 1/30. 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.
Fri 2/65:30 am
ORD
- CUN
1 stop14h 41m
Delta
Wed 2/116:01 am
CUN
- ORD
1 stop7h 54m
Delta
Deal found 1/30![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 1/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/910:35 am
MDW
- CUN
Nonstop3h 40m
Southwest
Fri 2/133:00 pm
CUN
- MDW
1 stop8h 15m
Southwest
Deal found 1/29![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 1/29. 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.
Wed 3/119:50 am
ORD
- CUN
2 stops10h 30m
Delta
Wed 3/186:01 am
CUN
- ORD
1 stop7h 44m
Delta
Deal found 1/29![Delta logo]()
$330
This Delta deal was found by Cheapflights users on 1/30. 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.
Sun 3/11:10 am
ORD
- CUN
1 stop16h 37m
Delta
Tue 3/1010:00 am
CUN
- ORD
1 stop6h 49m
Delta
Deal found 1/30![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 1/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:55 am
MDW
- CUN
1 stop7h 05m
Southwest
Thu 3/52:55 pm
CUN
- MDW
Nonstop3h 45m
Southwest
Deal found 1/29![Southwest logo]()
$379
This Delta deal was found by Cheapflights users on 1/28. 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.
Sat 2/710:53 am
MDW
- CUN
1 stop9h 27m
Delta
Thu 2/1212:15 pm
CUN
- MDW
1 stop6h 30m
Delta
Deal found 1/28![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/39:15 am
MDW
- CUN
Nonstop3h 40m
Southwest
Fri 2/612:10 pm
CUN
- MDW
1 stop9h 55m
Southwest
Deal found 1/30![Southwest logo]()
$385
This Delta deal was found by Cheapflights users on 1/29. 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.
Sun 3/151:58 am
ORD
- CUN
1 stop16h 49m
Delta
Wed 3/253:25 pm
CUN
- ORD
2 stops17h 45m
Delta
Deal found 1/29![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 1/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:30 am
MDW
- CUN
Nonstop3h 30m
Southwest
Tue 4/214:40 pm
CUN
- MDW
1 stop6h 25m
Southwest
Deal found 1/28![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 1/30. 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.
Wed 2/49:32 am
MDW
- CUN
2 stops10h 39m
Delta
Sat 2/74:40 pm
CUN
- MDW
1 stop6h 42m
Delta
Deal found 1/30![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 1/30. 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.
Fri 2/610:48 am
MDW
- CUN
1 stop9h 23m
Delta
Tue 2/108:00 am
CUN
- MDW
2 stops10h 55m
Delta
Deal found 1/30![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 1/30. 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.
Wed 3/410:49 am
MDW
- CUN
1 stop9h 22m
Delta
Sat 3/712:05 pm
CUN
- MDW
2 stops11h 26m
Delta
Deal found 1/30![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 1/29. 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.
Wed 3/189:35 am
MDW
- CUN
2 stops10h 45m
Delta
Tue 3/2410:50 am
CUN
- MDW
1 stop7h 04m
Delta
Deal found 1/29![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 1/29. 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.
Wed 3/46:30 am
ORD
- CUN
2 stops9h 15m
Delta
Thu 3/55:45 pm
CUN
- ORD
1 stop7h 11m
Delta
Deal found 1/29![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 1/30. 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.
Wed 3/46:30 am
ORD
- CUN
2 stops9h 15m
Delta
Sat 3/78:00 am
CUN
- ORD
1 stop9h 54m
Delta
Deal found 1/30![Delta logo]()
$341
This Delta deal was found by Cheapflights users on 1/30. 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.
Mon 4/136:00 am
MDW
- CUN
1 stop8h 01m
Delta
Fri 4/1710:00 am
CUN
- MDW
1 stop6h 29m
Delta
Deal found 1/30![Delta logo]()
$365
Last-minute flights from Chicago to AkumalDiscover last-minute flight deals from Chicago to Akumal. Data last updated January 31, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Akumal. Data last updated January 31, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 1/29. 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.
Sat 1/316:05 am
ORD
- CUN
Nonstop3h 49m
Multiple Airlines
Tue 2/311:40 am
CUN
- ORD
Nonstop4h 09m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/27:11 am
ORD
- CUN
Nonstop4h 08m
Multiple Airlines
Fri 2/61:21 pm
CUN
- ORD
1 stop7h 17m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$229
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 2/36:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Sat 2/711:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$231
This Expedia deal was found by Cheapflights users on 1/29. 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 2/37:11 am
ORD
- CUN
Nonstop4h 08m
Multiple Airlines
Thu 2/1910:13 am
CUN
- ORD
1 stop8h 33m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$238
This Expedia deal was found by Cheapflights users on 1/30. 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.
Thu 2/58:43 pm
ORD
- CUN
1 stop14h 33m
Spirit Airlines
Wed 2/1111:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$239
This Expedia deal was found by Cheapflights users on 1/30. 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.
Thu 2/58:43 pm
ORD
- CUN
1 stop14h 33m
Spirit Airlines
Tue 2/1011:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$240
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Sat 2/711:59 pm
ORD
- CUN
1 stop8h 49m
Multiple Airlines
Wed 2/1111:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 2/86:00 am
ORD
- CUN
1 stop10h 21m
Multiple Airlines
Fri 2/131:25 pm
CUN
- ORD
1 stop11h 22m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 2/95:15 am
ORD
- CUN
1 stop6h 01m
Spirit Airlines
Wed 2/1811:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 2/911:58 pm
ORD
- CUN
1 stop8h 58m
Multiple Airlines
Fri 2/1311:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 1/30. 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
Tue 3/31:25 pm
CUN
- ORD
1 stop6h 46m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 1/30. 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
Sat 2/284:19 pm
CUN
- ORD
1 stop16h 35m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$236
One-way flights from Chicago to AkumalSearch for one-way flight options from Chicago to Akumal. Find affordable one-way fares based on user searches. Data last updated January 31, 2026.
Search for one-way flight options from Chicago to Akumal. Find affordable one-way fares based on user searches. Data last updated January 31, 2026.
This FlightHub deal was found by Cheapflights users on 1/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:00 am
ORD
- CUN
1 stop10h 21m
Volaris
Deal found 1/29![Volaris logo]()
$102
This FlightHub deal was found by Cheapflights users on 1/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/66:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 1/30![Volaris logo]()
$103
This Mytrip deal was found by Cheapflights users on 1/28. 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.
Wed 4/151:59 am
ORD
- CUN
1 stop12h 07m
Volaris
Deal found 1/28![Volaris logo]()
$104
This FlightHub deal was found by Cheapflights users on 1/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 1/31![Volaris logo]()
$105
This Super.com deal was found by Cheapflights users on 1/29. 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.
Sun 2/226:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$106
This FlightHub deal was found by Cheapflights users on 1/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 1/31![Volaris logo]()
$107
This FlightHub deal was found by Cheapflights users on 1/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/911:58 pm
ORD
- CUN
1 stop8h 58m
Volaris
Deal found 1/30![Volaris logo]()
$107
This FlightHub deal was found by Cheapflights users on 1/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:54 pm
MDW
- CUN
1 stop13h 54m
Volaris
Deal found 1/31![Volaris logo]()
$108
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Mon 4/61:59 am
ORD
- CUN
1 stop8h 32m
Volaris
Deal found 1/29![Volaris logo]()
$108
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Wed 2/46:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 1/29![Volaris logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 2/165:15 am
ORD
- CUN
1 stop6h 05m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$110
This Mytrip deal was found by Cheapflights users on 1/31. 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.
Sat 2/76:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 1/31![Volaris logo]()
$111
Find flight deals from Chicago to Akumal
Keep the following information in mind while searching for Chicago to Akumal flight deals. Data was last updated January 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $229 (Expedia) |
One-way from | $102 (FlightHub) |
Popular in | December |
Cheapest in | September |
Average price | $388 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Akumal 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 January 31, 2026.
Use the filters below to find and compare flights from Chicago to Akumal that are best for you.
Fly from
Chicago
Fly to
Akumal
Route
Depart
Return
Price
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sat 2/28
8:42 pm-12:00 pm
1 stop14h 18m
Cancun
Sat 3/7
11:59 am-2:53 pm
Nonstop3h 54m
$266
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 3/8
4:35 pm-8:15 pm
Nonstop3h 40m
Cancun
Thu 3/12
2:05 pm-5:50 pm
Nonstop3h 45m
$291
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Tue 2/3
7:34 am-12:30 pm
Nonstop3h 56m
Cancun
Thu 2/5
4:47 pm-7:47 pm
Nonstop4h 00m
$301
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 2/6
5:40 am-12:54 pm
1 stop6h 14m
Cancun
Mon 2/9
3:18 pm-6:09 pm
Nonstop3h 51m
$306
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 2/6
5:40 am-12:54 pm
1 stop6h 14m
Cancun
Sun 2/8
5:55 pm-12:28 am
1 stop7h 33m
$316
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 3/9
1:58 am-8:02 pm
1 stop18h 04m
Cancun
Sat 3/14
6:01 am-1:45 pm
1 stop7h 44m
$321
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 2/8
6:15 am-6:47 pm
2 stops11h 32m
Cancun
Thu 2/12
6:01 am-12:55 pm
1 stop7h 54m
$326
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 2/6
5:30 am-9:11 pm
1 stop14h 41m
Cancun
Wed 2/11
6:01 am-12:55 pm
1 stop7h 54m
$326
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Wed 3/11
9:50 am-8:20 pm
2 stops10h 30m
Cancun
Wed 3/18
6:01 am-1:45 pm
1 stop7h 44m
$330
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 2/9
10:35 am-3:15 pm
Nonstop3h 40m
Cancun
Thu 2/12
3:40 pm-6:20 pm
Nonstop3h 40m
$331
Showing 1-10 of 43 results
Best time to book a flight from Chicago to Akumal
Have a flexible travel schedule? Discover the best time to fly to Akumal from Chicago with our price prediction graph.
ORD-CUN
MDW-CUN
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 Chicago to Akumal
CHI-AK9
ORD-CUN
MDW-CUN
How far ahead should I book a flight from Chicago to Akumal?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Akumal. Price data was last updated on January 30, 2026.
Booking 66 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Akumal. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Chicago to Akumal?
Currently, January is the cheapest month in which you can book a flight from Chicago to Akumal (average of $148). Flying from Chicago to Akumal 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 CHI to AK9?
Find hourly flight availability from Chicago to Akumal. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 31, 2026.
It’s typically best to fly out from Chicago to Akumal in the afternoon. Doing so could potentially save you 24% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Chicago to Akumal
Explore weekly flight availability from Chicago to Akumal. 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 January 31, 2026.
The most flights from CHI to AK9 are scheduled on a Friday (13 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Chicago to Akumal?
Reviews of airlines servicing Akumal
Get insights into the airlines that provide service to Akumal. 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 Akumal. Reviews last updated January 31, 2026.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Chicago to Akumal. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Akumal. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Akumal
See prices for flight routes from nearby airports that may be better suited for you.
Top 10 airlines flying from Chicago to Akumal
Discover the top 10 airlines that operate flights from Chicago to Akumal. 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 January 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$126 | Average$403 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$135 | Average$336 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$140 | Average$359 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$166 | Average$1,231 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$183 | Average$415 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$220 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$250 | Average$425 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$265 | Average$517 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$266 | Average$522 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$279 | Average$387 | FlexibilityNo cancel fee | On-time67% |