$115+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Jul 13 — Jul 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 January, booked 61 days in advance, depart on a Tuesday or Sunday and return on a Thursday
Cheap flight deals from Chicago to Tulum
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Best
Last-minute
One-way
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 June 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 June 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Wed 7/84:32 pm
CUN
- ORD
1 stop8h 23m
Volaris
Deal found 6/8![Volaris logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Wed 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/9![Volaris logo]()
$300
This Super.com deal was found by Cheapflights users on 6/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Thu 6/1812:49 pm
CUN
- ORD
1 stop12h 06m
Volaris
Deal found 6/12![Volaris logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Thu 7/93:20 pm
CUN
- ORD
1 stop8h 27m
Volaris
Deal found 6/8![Volaris logo]()
$302
This Super.com deal was found by Cheapflights users on 6/10. 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.
Mon 6/222:53 am
ORD
- CUN
1 stop9h 11m
Volaris
Wed 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/10![Volaris logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Tue 7/710:50 am
CUN
- ORD
1 stop12h 57m
Volaris
Deal found 6/11![Volaris logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Wed 7/19:50 pm
CUN
- ORD
1 stop8h 02m
Volaris
Deal found 6/9![Volaris logo]()
$306
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/182:53 am
ORD
- CUN
1 stop12h 35m
Volaris
Wed 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/9![Volaris logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Tue 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Mon 7/69:50 pm
CUN
- ORD
1 stop8h 02m
Volaris
Deal found 6/7![Volaris logo]()
$308
This Super.com deal was found by Cheapflights users on 6/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Fri 10/1610:50 am
CUN
- ORD
1 stop12h 57m
Volaris
Deal found 6/11![Volaris logo]()
$309
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:50 am
MDW
- CUN
1 stop7h 10m
Southwest
Wed 9/212:40 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/10![Southwest logo]()
$341
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/138:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Mon 6/2210:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/9![Volaris logo]()
$361
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 June 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 June 13, 2026.
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 9/610:46 am
ORD
- CUN
Nonstop3h 40m
United Airlines
Fri 9/111:43 pm
CUN
- ORD
1 stop7h 49m
United Airlines
Deal found 6/11![United Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 6/9. 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 10/46:40 am
ORD
- CUN
1 stop13h 35m
Delta
Fri 10/912:30 pm
CUN
- ORD
1 stop7h 54m
Delta
Deal found 6/9![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 am
MDW
- CUN
2 stops9h 05m
Southwest
Wed 11/181:45 pm
CUN
- MDW
1 stop10h 20m
Southwest
Deal found 6/10![Southwest logo]()
$444
This Volaris deal was found by Cheapflights users on 6/11. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:49 pm
MDW
- CUN
1 stop14h 06m
Volaris
Tue 8/410:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/11![Volaris logo]()
$521
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:17 am
ORD
- CUN
Nonstop3h 53m
United Airlines
Wed 8/57:51 am
CUN
- ORD
1 stop8h 48m
United Airlines
Deal found 6/9![United Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 6/12. 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.
Tue 9/1511:17 am
ORD
- CUN
2 stops8h 58m
Delta
Thu 10/1511:16 am
CUN
- ORD
1 stop12h 37m
Delta
Deal found 6/12![Delta logo]()
$441
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/155:35 am
MDW
- CUN
1 stop7h 55m
Southwest
Wed 7/223:25 pm
CUN
- MDW
Nonstop3h 30m
Southwest
Deal found 6/12![Southwest logo]()
$461
This United Airlines deal was found by Cheapflights users on 6/12. 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 10/257:34 am
ORD
- CUN
Nonstop3h 56m
United Airlines
Fri 10/3012:27 pm
CUN
- ORD
Nonstop4h 03m
United Airlines
Deal found 6/12![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 6/12. 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.
Tue 7/146:00 am
MDW
- CUN
2 stops12h 29m
Delta
Wed 7/228:00 am
CUN
- MDW
1 stop14h 15m
Delta
Deal found 6/12![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 6/12. 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 10/259:55 pm
MDW
- CUN
2 stops15h 45m
Southwest
Fri 10/302:10 pm
CUN
- MDW
2 stops9h 45m
Southwest
Deal found 6/12![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Wed 8/196:30 am
ORD
- CUN
1 stop6h 03m
United Airlines
Tue 8/2512:11 pm
CUN
- ORD
Nonstop3h 53m
United Airlines
Deal found 6/12![United Airlines logo]()
$437
This Delta deal was found by Cheapflights users on 6/10. 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 11/235:30 am
ORD
- CUN
2 stops12h 17m
Delta
Fri 12/41:50 pm
CUN
- ORD
1 stop8h 43m
Delta
Deal found 6/10![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 6/12. 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.
Tue 7/146:30 am
ORD
- CUN
2 stops11h 59m
Delta
Tue 7/211:30 pm
CUN
- ORD
1 stop9h 09m
Delta
Deal found 6/12![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:30 am
MDW
- CUN
1 stop8h 25m
Southwest
Wed 7/153:25 pm
CUN
- MDW
Nonstop3h 30m
Southwest
Deal found 6/10![Southwest logo]()
$494
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 7/288:03 am
ORD
- CUN
1 stop6h 33m
Delta
Thu 8/612:30 pm
CUN
- ORD
2 stops24h 38m
Delta
Deal found 6/8![Delta logo]()
$452
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 8/198:35 am
MDW
- CUN
Nonstop3h 35m
Southwest
Tue 8/2512:40 pm
CUN
- MDW
Nonstop3h 35m
Southwest
Deal found 6/12![Southwest logo]()
$500
This Delta deal was found by Cheapflights users on 6/9. 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.
Tue 7/217:05 am
ORD
- CUN
2 stops13h 18m
Delta
Tue 7/288:00 am
CUN
- ORD
1 stop9h 12m
Delta
Deal found 6/9![Delta logo]()
$452
This Southwest deal was found by Cheapflights users on 6/12. 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.
Wed 7/2910:05 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sun 8/26:00 pm
CUN
- MDW
1 stop6h 35m
Southwest
Deal found 6/12![Southwest logo]()
$512
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 11/117:05 am
ORD
- CUN
2 stops13h 05m
Delta
Wed 11/188:00 am
CUN
- ORD
2 stops13h 24m
Delta
Deal found 6/10![Delta logo]()
$452
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:25 am
MDW
- CUN
Nonstop3h 35m
Southwest
Sun 7/121:05 pm
CUN
- MDW
1 stop7h 15m
Southwest
Deal found 6/10![Southwest logo]()
$514
This Delta deal was found by Cheapflights users on 6/9. 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.
Thu 8/1310:54 am
MDW
- CUN
1 stop9h 11m
Delta
Tue 8/1812:30 pm
CUN
- MDW
1 stop10h 06m
Delta
Deal found 6/9![Delta logo]()
$459
This Delta deal was found by Cheapflights users on 6/12. 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.
Sun 9/276:40 am
ORD
- CUN
2 stops13h 45m
Delta
Sun 10/46:04 am
CUN
- ORD
1 stop8h 12m
Delta
Deal found 6/12![Delta logo]()
$482
This Delta deal was found by Cheapflights users on 6/12. 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 12/96:00 am
MDW
- CUN
1 stop8h 30m
Delta
Wed 12/161:40 pm
CUN
- MDW
1 stop9h 30m
Delta
Deal found 6/12![Delta logo]()
$486
Last-minute flights from Chicago to TulumDiscover last-minute flight deals from Chicago to Tulum. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tulum. Data last updated June 13, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/138:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Mon 6/2210:40 am
CUN
- MDW
1 stop8h 24m
Volaris
Deal found 6/9![Volaris logo]()
$361
This Super.com deal was found by Cheapflights users on 6/13. 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.
Mon 6/157:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Thu 6/1810:40 am
CUN
- ORD
1 stop14h 15m
Volaris
Deal found 6/13![Volaris logo]()
$301
This FlightHub deal was found by Cheapflights users on 6/8. 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.
Mon 6/158:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Thu 6/1810:40 am
CUN
- MDW
1 stop8h 54m
Volaris
Deal found 6/8![Volaris logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Wed 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/9![Volaris logo]()
$300
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/182:53 am
ORD
- CUN
1 stop12h 35m
Volaris
Wed 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/9![Volaris logo]()
$307
This Super.com deal was found by Cheapflights users on 6/10. 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.
Mon 6/222:53 am
ORD
- CUN
1 stop9h 11m
Volaris
Wed 6/244:32 pm
CUN
- ORD
1 stop9h 49m
Volaris
Deal found 6/10![Volaris logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Thu 6/254:03 am
ORD
- CUN
1 stop14h 11m
Volaris
Tue 6/309:50 pm
CUN
- ORD
1 stop8h 02m
Volaris
Deal found 6/8![Volaris logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Wed 7/84:32 pm
CUN
- ORD
1 stop8h 23m
Volaris
Deal found 6/8![Volaris logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 6/301:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Thu 7/93:20 pm
CUN
- ORD
1 stop8h 27m
Volaris
Deal found 6/8![Volaris logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Thu 7/97:14 pm
CUN
- ORD
1 stop9h 27m
Volaris
Deal found 6/9![Volaris logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/37:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Wed 7/83:20 pm
CUN
- ORD
1 stop8h 27m
Volaris
Deal found 6/12![Volaris logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/31:40 am
ORD
- CUN
1 stop8h 23m
Volaris
Thu 7/97:14 pm
CUN
- ORD
1 stop9h 27m
Volaris
Deal found 6/12![Volaris logo]()
$308
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 June 13, 2026.
Search for one-way flight options from Chicago to Tulum. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Mon 9/77:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/8![Volaris logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Tue 9/87:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/8![Volaris logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Thu 9/37:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/8![Volaris logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/36:21 am
ORD
- CUN
1 stop9h 07m
Volaris
Deal found 6/8![Volaris logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/10![Volaris logo]()
$124
This Super.com deal was found by Cheapflights users on 6/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/8![Volaris logo]()
$125
This Super.com deal was found by Cheapflights users on 6/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/11:40 am
ORD
- CUN
1 stop12h 48m
Volaris
Deal found 6/11![Volaris logo]()
$127
This CheapOair deal was found by Cheapflights users on 6/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/251:40 am
ORD
- CUN
1 stop12h 48m
Volaris
Deal found 6/10![Volaris logo]()
$128
This CheapOair deal was found by Cheapflights users on 6/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 6/12![Volaris logo]()
$129
This Super.com deal was found by Cheapflights users on 6/10. 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.
Fri 7/102:53 am
ORD
- CUN
1 stop12h 35m
Volaris
Deal found 6/10![Volaris logo]()
$130
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:49 pm
MDW
- CUN
1 stop13h 06m
Volaris
Deal found 6/9![Volaris logo]()
$136
This FlightHub deal was found by Cheapflights users on 6/8. 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.
Mon 6/228:23 pm
MDW
- CUN
1 stop13h 32m
Volaris
Deal found 6/8![Volaris logo]()
$142
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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (Kiwi.com) |
One-way from | $115 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $464 |
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 June 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
Sun 9/6
10:46 am-2:26 pm
Nonstop3h 40m
Cancun
Fri 9/11
1:43 pm-9:32 pm
1 stop7h 49m
$395
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Wed 7/29
9:17 am-1:10 pm
Nonstop3h 53m
Cancun
Wed 8/5
7:51 am-4:39 pm
1 stop8h 48m
$395
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 10/4
6:40 am-8:15 pm
1 stop13h 35m
Cancun
Fri 10/9
12:30 pm-8:24 pm
1 stop7h 54m
$399
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 10/25
7:34 am-11:30 am
Nonstop3h 56m
Cancun
Fri 10/30
12:27 pm-4:30 pm
Nonstop4h 03m
$432
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Wed 8/19
6:30 am-12:33 pm
1 stop6h 03m
Cancun
Tue 8/25
12:11 pm-4:04 pm
Nonstop3h 53m
$437
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Tue 9/15
11:17 am-8:15 pm
2 stops8h 58m
Cancun
Thu 10/15
11:16 am-11:53 pm
1 stop12h 37m
$441
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 11/12
7:50 am-5:55 pm
2 stops9h 05m
Cancun
Wed 11/18
1:45 pm-11:05 pm
1 stop10h 20m
$444
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 7/14
6:00 am-6:29 pm
2 stops12h 29m
Cancun
Wed 7/22
8:00 am-10:15 pm
1 stop14h 15m
$447
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Mon 11/23
5:30 am-6:47 pm
2 stops12h 17m
Cancun
Fri 12/4
1:50 pm-9:33 pm
1 stop8h 43m
$447
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Tue 7/14
6:30 am-6:29 pm
2 stops11h 59m
Cancun
Tue 7/21
1:30 pm-10:39 pm
1 stop9h 09m
$447
Showing 1-10 of 40 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
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 June 13, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 24% 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 June 13, 2026.
The most flights from CHI to TU9 are scheduled on a Monday (12 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 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 June 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.
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Overall
7.9
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 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 June 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 June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$113 | Average$322 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$158 | Average$1,537 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$180 | Average$433 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$191 | Average$424 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$262 | Average$480 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$280 | Average$506 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$289 | Average$555 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$313 | Average$528 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$360 | Average$388 | FlexibilityNo cancel fee | On-time67% |