$116+ Cheap flights from Chicago (CHI) to Tulum, 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
May 13 — May 201
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Tulum 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 Tulum are usually found in September or July, booked 87 days in advance, depart on a Monday or Tuesday and return on a Thursday
Cheap flight deals from Chicago to Tulum
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Best
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Cheapest flights from Chicago to TulumExplore the most affordable flight options available from Chicago to Tulum. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 13, 2026.
Explore the most affordable flight options available from Chicago to Tulum. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 13, 2026.
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Thu 5/1410:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/36:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Wed 5/611:13 am
CUN
- ORD
2 stops20h 42m
Frontier
Deal found 4/8![Frontier logo]()
$243
This Frontier deal was found by Cheapflights users on 4/8. 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.
Sat 4/116:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Sat 4/1810:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/8![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Fri 7/36:00 am
ORD
- CUN
Nonstop3h 54m
Frontier
Sat 7/1111:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 4/8![Frontier logo]()
$245
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Tue 4/2810:40 am
CUN
- ORD
Nonstop4h 09m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$246
This CheapOair deal was found by Cheapflights users on 4/9. 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.
Thu 5/77:09 am
ORD
- CUN
1 stop10h 21m
Multiple Airlines
Sun 5/1010:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$247
This Frontier deal was found by Cheapflights users on 4/8. 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.
Sat 4/116:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Mon 4/2010:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/8![Frontier logo]()
$248
This Frontier deal was found by Cheapflights users on 4/8. 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 6/216:00 am
ORD
- CUN
Nonstop3h 54m
Frontier
Thu 7/211:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 4/8![Frontier logo]()
$249
This Frontier deal was found by Cheapflights users on 4/8. 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.
Tue 6/306:00 am
ORD
- CUN
Nonstop4h 01m
Frontier
Sun 7/1211:00 am
CUN
- ORD
Nonstop4h 17m
Frontier
Deal found 4/8![Frontier logo]()
$250
This Frontier deal was found by Cheapflights users on 4/8. 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.
Mon 5/45:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Thu 5/1410:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/8![Frontier logo]()
$251
This Frontier deal was found by Cheapflights users on 4/8. 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 4/266:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Sat 5/22:09 pm
CUN
- ORD
1 stop8h 30m
Frontier
Deal found 4/8![Frontier logo]()
$252
This Frontier deal was found by Cheapflights users on 4/8. 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.
Thu 4/306:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Mon 5/1110:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/8![Frontier logo]()
$253
Best flights from Chicago to TulumDiscover carefully curated flight deals from Chicago to Tulum that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 13, 2026.
Discover carefully curated flight deals from Chicago to Tulum that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 13, 2026.
This United Airlines deal was found by Cheapflights users on 4/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:17 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Thu 5/145:22 pm
CUN
- ORD
1 stop8h 05m
United Airlines
Deal found 4/11![United Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 4/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/119:35 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sun 5/174:10 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 4/9![Southwest logo]()
$348
This Delta deal was found by Cheapflights users on 4/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/32:01 am
ORD
- CUN
1 stop17h 42m
Delta
Sat 5/97:05 am
CUN
- ORD
2 stops14h 48m
Delta
Deal found 4/9![Delta logo]()
$363
This Volaris deal was found by Cheapflights users on 4/9. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/162:53 am
ORD
- CUN
1 stop12h 35m
Volaris
Tue 6/239:50 pm
CUN
- ORD
1 stop8h 02m
Volaris
Deal found 4/9![Volaris logo]()
$364
This United Airlines deal was found by Cheapflights users on 4/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:30 am
ORD
- CUN
1 stop6h 48m
United Airlines
Tue 4/283:38 pm
CUN
- ORD
Nonstop4h 07m
United Airlines
Deal found 4/12![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 4/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2810:30 am
MDW
- CUN
Nonstop3h 30m
Southwest
Sun 5/101:50 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 4/11![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:25 am
ORD
- CUN
1 stop6h 35m
Delta
Tue 5/511:00 am
CUN
- ORD
1 stop7h 35m
Delta
Deal found 4/10![Delta logo]()
$368
This United Airlines deal was found by Cheapflights users on 4/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:30 am
ORD
- CUN
1 stop6h 48m
United Airlines
Thu 4/3012:55 pm
CUN
- ORD
Nonstop4h 05m
United Airlines
Deal found 4/12![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 4/8. 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 8/28:03 am
ORD
- CUN
1 stop12h 12m
Delta
Fri 8/79:30 am
CUN
- ORD
1 stop12h 17m
Delta
Deal found 4/8![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 4/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:15 am
MDW
- CUN
1 stop6h 30m
Southwest
Thu 4/304:10 pm
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 4/12![Southwest logo]()
$396
This Delta deal was found by Cheapflights users on 4/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:00 am
ORD
- CUN
2 stops13h 16m
Delta
Thu 6/42:34 pm
CUN
- ORD
1 stop9h 33m
Delta
Deal found 4/9![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:09 am
ORD
- CUN
2 stops9h 07m
Delta
Tue 6/211:27 am
CUN
- ORD
1 stop12h 40m
Delta
Deal found 4/10![Delta logo]()
$392
This Delta deal was found by Cheapflights users on 4/8. 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 7/36:05 am
MDW
- CUN
1 stop6h 55m
Delta
Sat 7/118:00 am
CUN
- MDW
1 stop7h 37m
Delta
Deal found 4/8![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 4/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:05 am
MDW
- CUN
1 stop14h 10m
Delta
Fri 7/243:36 pm
CUN
- MDW
1 stop6h 39m
Delta
Deal found 4/11![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 4/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:05 am
MDW
- CUN
1 stop8h 31m
Delta
Tue 8/412:30 pm
CUN
- MDW
1 stop9h 45m
Delta
Deal found 4/12![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 4/8. 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 7/16:05 am
MDW
- CUN
1 stop8h 34m
Delta
Wed 7/83:36 pm
CUN
- MDW
1 stop6h 39m
Delta
Deal found 4/8![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 4/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:07 am
ORD
- CUN
1 stop13h 09m
Delta
Sun 6/712:39 pm
CUN
- ORD
2 stops11h 20m
Delta
Deal found 4/12![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 4/8. 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 7/16:40 am
ORD
- CUN
1 stop7h 59m
Delta
Fri 7/102:10 pm
CUN
- ORD
1 stop7h 58m
Delta
Deal found 4/8![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 4/8. 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 7/69:17 am
MDW
- CUN
2 stops11h 08m
Delta
Fri 7/102:10 pm
CUN
- MDW
1 stop8h 05m
Delta
Deal found 4/8![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 4/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:17 am
MDW
- CUN
2 stops11h 08m
Delta
Thu 6/258:00 am
CUN
- MDW
1 stop14h 17m
Delta
Deal found 4/10![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 4/8. 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 7/410:55 am
MDW
- CUN
1 stop9h 30m
Delta
Sat 7/118:00 am
CUN
- MDW
2 stops10h 02m
Delta
Deal found 4/8![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 4/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:20 am
MDW
- CUN
2 stops10h 55m
Delta
Wed 7/1512:30 pm
CUN
- MDW
1 stop9h 45m
Delta
Deal found 4/12![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 4/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/57:01 am
ORD
- CUN
1 stop6h 04m
Delta
Mon 7/138:00 am
CUN
- ORD
2 stops10h 29m
Delta
Deal found 4/11![Delta logo]()
$402
Last-minute flights from Chicago to TulumDiscover last-minute flight deals from Chicago to Tulum. Data last updated April 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tulum. Data last updated April 13, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/8. 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.
Sat 4/116:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Sat 4/1810:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/8![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 4/8. 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.
Sat 4/116:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Mon 4/2010:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/8![Frontier logo]()
$248
This Frontier deal was found by Cheapflights users on 4/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Wed 4/2910:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 4/9![Frontier logo]()
$245
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Tue 4/2810:40 am
CUN
- ORD
Nonstop4h 09m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$246
This Frontier deal was found by Cheapflights users on 4/8. 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 4/266:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Sat 5/22:09 pm
CUN
- ORD
1 stop8h 30m
Frontier
Deal found 4/8![Frontier logo]()
$252
This Frontier deal was found by Cheapflights users on 4/8. 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.
Thu 4/306:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Mon 5/1110:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/8![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 4/8. 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.
Fri 5/15:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Sat 5/910:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/8![Frontier logo]()
$249
This Trip.com deal was found by Cheapflights users on 4/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:40 am
ORD
- CUN
1 stop8h 23m
Multiple Airlines
Sun 5/1010:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/36:30 am
ORD
- CUN
Nonstop4h 08m
Frontier
Wed 5/611:13 am
CUN
- ORD
2 stops20h 42m
Frontier
Deal found 4/8![Frontier logo]()
$243
This Frontier deal was found by Cheapflights users on 4/8. 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.
Mon 5/45:50 am
ORD
- CUN
1 stop9h 06m
Frontier
Thu 5/1410:25 am
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 4/8![Frontier logo]()
$251
This CheapOair deal was found by Cheapflights users on 4/9. 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.
Thu 5/77:09 am
ORD
- CUN
1 stop10h 21m
Multiple Airlines
Sun 5/1010:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$247
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:35 am
ORD
- CUN
1 stop13h 28m
Multiple Airlines
Thu 5/1410:25 am
CUN
- ORD
Nonstop4h 10m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$241
One-way flights from Chicago to TulumSearch for one-way flight options from Chicago to Tulum. Find affordable one-way fares based on user searches. Data last updated April 13, 2026.
Search for one-way flight options from Chicago to Tulum. Find affordable one-way fares based on user searches. Data last updated April 13, 2026.
This FlightHub deal was found by Cheapflights users on 4/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 4/11![Volaris logo]()
$116
This Frontier deal was found by Cheapflights users on 4/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
MDW
- CUN
1 stop8h 56m
Frontier
Deal found 4/12![Frontier logo]()
$117
This FlightHub deal was found by Cheapflights users on 4/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/277:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 4/11![Volaris logo]()
$117
This Super.com deal was found by Cheapflights users on 4/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
MDW
- CUN
1 stop8h 07m
Frontier
Deal found 4/10![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 4/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:55 am
ORD
- CUN
1 stop7h 12m
Frontier
Deal found 4/10![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 4/12. 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.
Fri 4/171:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Deal found 4/12![Volaris logo]()
$119
This Frontier deal was found by Cheapflights users on 4/8. 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.
Sat 5/96:00 am
MDW
- CUN
1 stop8h 07m
Frontier
Deal found 4/8![Frontier logo]()
$120
This FlightHub deal was found by Cheapflights users on 4/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 4/10![Volaris logo]()
$121
This Trip.com deal was found by Cheapflights users on 4/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
MDW
- CUN
1 stop8h 07m
Frontier
Deal found 4/8![Frontier logo]()
$123
This FlightHub deal was found by Cheapflights users on 4/8. 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 7/316:00 am
ORD
- CUN
Nonstop3h 54m
Frontier
Deal found 4/8![Frontier logo]()
$123
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/82:53 am
ORD
- CUN
1 stop9h 01m
Volaris
Deal found 4/9![Volaris logo]()
$124
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:00 am
ORD
- CUN
Nonstop3h 54m
Frontier
Deal found 4/9![Frontier logo]()
$125
Find flight deals from Chicago to Tulum
Keep the following information in mind while searching for Chicago to Tulum flight deals. Data was last updated April 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $241 (FlightHub) |
One-way from | $116 (FlightHub) |
Popular in | December |
Cheapest in | September |
Average price | $470 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Tulum 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 April 13, 2026.
Use the filters below to find and compare flights from Chicago to Tulum that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Wed 4/29
9:17 am-1:10 pm
Nonstop3h 53m
Cancun
Thu 5/14
5:22 pm-1:27 am
1 stop8h 05m
$333
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 4/26
7:30 am-2:18 pm
1 stop6h 48m
Cancun
Tue 4/28
3:38 pm-7:45 pm
Nonstop4h 07m
$337
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 4/26
7:30 am-2:18 pm
1 stop6h 48m
Cancun
Thu 4/30
12:55 pm-5:00 pm
Nonstop4h 05m
$337
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 5/11
9:35 am-1:10 pm
Nonstop3h 35m
Cancun
Sun 5/17
4:10 pm-7:50 pm
Nonstop3h 40m
$348
Quickest round-trip
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 4/28
10:30 am-2:00 pm
Nonstop3h 30m
Cancun
Sun 5/10
1:50 pm-5:30 pm
Nonstop3h 40m
$358
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 5/3
2:01 am-7:43 pm
1 stop17h 42m
Cancun
Sat 5/9
7:05 am-9:53 pm
2 stops14h 48m
$363
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Tue 6/16
2:53 am-3:28 pm
1 stop12h 35m
Cancun
Tue 6/23
9:50 pm-5:52 am
1 stop8h 02m
$364
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sat 5/2
6:25 am-1:00 pm
1 stop6h 35m
Cancun
Tue 5/5
11:00 am-6:35 pm
1 stop7h 35m
$368
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 8/2
8:03 am-8:15 pm
1 stop12h 12m
Cancun
Fri 8/7
9:30 am-9:47 pm
1 stop12h 17m
$387
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 5/29
7:00 am-8:16 pm
2 stops13h 16m
Cancun
Thu 6/4
2:34 pm-12:07 am
1 stop9h 33m
$392
Showing 1-10 of 44 resultsSorted by cheapest first
Best time to book a flight from Chicago to Tulum
Have a flexible travel schedule? Discover the best time to fly to Tulum 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 Tulum
CHI-TU9
ORD-CUN
MDW-CUN
How far ahead should I book a flight from Chicago to Tulum?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Tulum. Price data was last updated on April 10, 2026.
To ensure you get the cheapest price possible for a flight from Chicago to Tulum, you should look to book at least 66 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago to Tulum?
Currently, October is the cheapest month in which you can book a flight from Chicago to Tulum (average of $178). Flying from Chicago to Tulum in March is currently the most expensive (average of $244). 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 TU9?
Find hourly flight availability from Chicago to Tulum. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 13, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 26% on flights from Chicago to Tulum by exploring options for tickets in the afternoon.
Weekly flight availability from Chicago to Tulum
Explore weekly flight availability from Chicago to Tulum. 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 April 13, 2026.
The most flights from CHI to TU9 are scheduled on a Sunday (14 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Chicago to Tulum?
Reviews of airlines servicing Tulum
Get insights into the airlines that provide service to Tulum. 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 Tulum. Reviews last updated April 13, 2026.
Read through reviews of airlines operating flights from Chicago to Tulum, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Chicago to Tulum. 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 Tulum
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Complete your trip
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Search flights from Chicago to Tulum by cabin class
Find flights from Chicago to Tulum, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Tulum flights
Browse other Chicago and Tulum flight options. Last updated on April 13, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Tulum flights
Consider these flights traveling from Chicago to Tulum.
Top 10 airlines flying from Chicago to Tulum
Discover the top 10 airlines that operate flights from Chicago to Tulum. 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 April 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$313 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$141 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$344 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$158 | Average$1,477 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$433 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$193 | Average$516 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$289 | Average$539 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$290 | Average$498 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$313 | Average$509 | FlexibilityNo cancel fee | On-time71% |