$169+ Cheap flights from Chicago (CHI) to Tulum, Mexico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Oct 10 — Oct 171
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 January or February, booked 65 days in advance, depart on a Sunday or Monday and return on a Thursday
Cheap flight deals from Chicago to Tulum
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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 September 10, 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 September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 10/27:35 am -
1 stop13h 28m
Mon 10/510:50 am -
1 stop12h 57m
Deal found 9/5![Volaris logo]()
$373
This Super.com deal was found by Cheapflights users on 9/5. 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 9/147:35 am -
1 stop13h 28m
Thu 9/1712:49 pm -
1 stop12h 06m
Deal found 9/5![Volaris logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sat 9/261:40 am -
1 stop8h 23m
Wed 9/3010:50 am -
1 stop12h 57m
Deal found 9/7![Volaris logo]()
$375
This CheapOair deal was found by Cheapflights users on 9/6. 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.
Sat 10/107:35 am -
1 stop13h 28m
Mon 10/199:50 pm -
1 stop8h 02m
Deal found 9/6![Volaris logo]()
$376
This Orbitz deal was found by Cheapflights users on 9/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:16 am -
1 stop6h 25m
Sat 11/72:51 pm -
1 stop9h 56m
Deal found 9/9![Frontier logo]()
$377
This CheapOair deal was found by Cheapflights users on 9/5. 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.
Mon 10/191:40 am -
1 stop8h 23m
Sun 10/258:30 pm -
1 stop12h 53m
Deal found 9/5![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sat 10/32:53 am -
1 stop12h 35m
Tue 10/209:50 pm -
1 stop8h 02m
Deal found 9/9![Volaris logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/77:35 am -
1 stop13h 28m
Wed 10/149:50 pm -
1 stop8h 02m
Deal found 9/9![Volaris logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 9/237:35 am -
1 stop13h 28m
Wed 9/3011:15 pm -
1 stop11h 45m
Deal found 9/9![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/142:41 am -
1 stop15h 04m
Fri 10/3010:44 am -
Nonstop4h 01m
Deal found 9/9![Multiple Airlines logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 11/26:16 am -
1 stop6h 25m
Sat 11/72:51 pm -
1 stop9h 56m
Deal found 9/9![Frontier logo]()
$382
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:10 am -
Nonstop3h 58m
Sun 11/19:55 pm -
1 stop7h 48m
Deal found 9/8![Multiple Airlines logo]()
$382
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 September 10, 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 September 10, 2026.
This Southwest deal was found by Cheapflights users on 9/5. 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 10/55:15 am -
2 stops11h 00m
Wed 10/73:20 pm -
Nonstop3h 35m
Deal found 9/5![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 9/8. 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 12/28:39 am -
2 stops11h 29m
Tue 12/83:21 pm -
1 stop9h 18m
Deal found 9/8![Delta logo]()
$462
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2810:46 am -
Nonstop3h 40m
Sun 10/412:11 pm -
Nonstop3h 53m
Deal found 9/7![United Airlines logo]()
$681
This Delta deal was found by Cheapflights users on 9/8. 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 10/47:30 pm -
2 stops15h 45m
Wed 10/77:01 am -
2 stops13h 37m
Deal found 9/8![Delta logo]()
$493
This Southwest deal was found by Cheapflights users on 9/5. 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 11/26:30 am -
1 stop5h 35m
Mon 11/24:35 pm -
1 stop8h 30m
Deal found 9/5![Southwest logo]()
$513
This Delta deal was found by Cheapflights users on 9/9. 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 11/66:30 am -
1 stop13h 25m
Wed 11/1112:26 pm -
2 stops12h 28m
Deal found 9/9![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 9/8. 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 12/56:49 am -
1 stop13h 19m
Wed 12/96:04 am -
2 stops11h 58m
Deal found 9/8![Delta logo]()
$494
This Southwest deal was found by Cheapflights users on 9/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:55 am -
2 stops8h 50m
Mon 12/78:20 am -
2 stops9h 45m
Deal found 9/8![Southwest logo]()
$571
This Delta deal was found by Cheapflights users on 9/8. 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 10/288:29 am -
2 stops11h 26m
Sat 10/316:04 am -
2 stops11h 43m
Deal found 9/8![Delta logo]()
$509
This Southwest deal was found by Cheapflights users on 9/6. 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 9/268:40 am -
Nonstop3h 35m
Thu 10/11:05 pm -
Nonstop3h 40m
Deal found 9/6![Southwest logo]()
$597
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:05 am -
2 stops13h 03m
Sat 12/128:05 am -
2 stops13h 10m
Deal found 9/7![Delta logo]()
$509
This Southwest deal was found by Cheapflights users on 9/6. 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 11/1210:15 am -
1 stop8h 30m
Mon 11/166:00 pm -
Nonstop3h 35m
Deal found 9/6![Southwest logo]()
$601
This Delta deal was found by Cheapflights users on 9/4. 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 9/268:55 am -
2 stops10h 55m
Sat 10/311:32 am -
2 stops12h 27m
Deal found 9/4![Delta logo]()
$525
This Southwest deal was found by Cheapflights users on 9/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:40 am -
2 stops9h 05m
Mon 12/78:20 am -
2 stops9h 45m
Deal found 9/7![Southwest logo]()
$616
This Delta deal was found by Cheapflights users on 9/6. 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 9/269:29 am -
2 stops10h 21m
Fri 10/29:16 am -
2 stops13h 28m
Deal found 9/6![Delta logo]()
$529
This Southwest deal was found by Cheapflights users on 9/4. 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 10/148:05 am -
1 stop5h 35m
Mon 10/192:40 pm -
1 stop8h 30m
Deal found 9/4![Southwest logo]()
$663
This Delta deal was found by Cheapflights users on 9/5. 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 9/159:29 am -
2 stops10h 21m
Wed 9/239:20 am -
2 stops13h 24m
Deal found 9/5![Delta logo]()
$578
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 11/411:39 am -
1 stop8h 16m
Mon 11/98:15 am -
1 stop9h 03m
Deal found 9/9![Delta logo]()
$617
This Delta deal was found by Cheapflights users on 9/6. 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 10/317:00 am -
2 stops12h 55m
Mon 11/98:15 am -
1 stop13h 34m
Deal found 9/6![Delta logo]()
$622
This Delta deal was found by Cheapflights users on 9/4. 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 9/126:40 am -
1 stop13h 10m
Sat 9/1911:30 am -
2 stops12h 29m
Deal found 9/4![Delta logo]()
$637
This Delta deal was found by Cheapflights users on 9/8. 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 10/279:29 am -
2 stops10h 26m
Thu 11/58:00 am -
2 stops11h 00m
Deal found 9/8![Delta logo]()
$655
This Delta deal was found by Cheapflights users on 9/9. 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 11/37:00 am -
2 stops12h 55m
Sat 11/78:00 am -
1 stop13h 38m
Deal found 9/9![Delta logo]()
$665
Last-minute flights from Chicago to TulumDiscover last-minute flight deals from Chicago to Tulum. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tulum. Data last updated September 10, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:40 am -
1 stop8h 23m
Wed 9/239:50 pm -
1 stop8h 02m
Deal found 9/8![Volaris logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/141:40 am -
1 stop8h 23m
Sun 9/277:00 am -
1 stop7h 52m
Deal found 9/8![Multiple Airlines logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 9/141:40 am -
1 stop8h 23m
Tue 9/229:50 pm -
1 stop8h 02m
Deal found 9/8![Volaris logo]()
$398
This CheapOair deal was found by Cheapflights users on 9/6. 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.
Sat 9/192:53 am -
1 stop9h 11m
Wed 9/2310:50 am -
1 stop12h 57m
Deal found 9/6![Volaris logo]()
$393
This CheapOair deal was found by Cheapflights users on 9/9. 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.
Sun 10/48:23 pm -
1 stop13h 32m
Thu 10/81:51 pm -
1 stop9h 52m
Deal found 9/9![Multiple Airlines logo]()
$391
This CheapOair deal was found by Cheapflights users on 9/9. 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.
Mon 10/58:23 pm -
1 stop13h 32m
Thu 10/81:51 pm -
1 stop9h 52m
Deal found 9/9![Multiple Airlines logo]()
$398
This Expedia deal was found by Cheapflights users on 9/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:24 am -
1 stop6h 17m
Thu 10/221:51 pm -
1 stop9h 52m
Deal found 9/7![Frontier logo]()
$392
This Frontier deal was found by Cheapflights users on 9/6. 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 10/196:15 am -
1 stop6h 26m
Thu 10/221:51 pm -
1 stop9h 52m
Deal found 9/6![Frontier logo]()
$383
This Orbitz deal was found by Cheapflights users on 9/5. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:15 am -
1 stop6h 26m
Fri 10/231:51 pm -
1 stop9h 52m
Deal found 9/5![Frontier logo]()
$389
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:15 am -
1 stop6h 26m
Sat 10/241:51 pm -
1 stop9h 52m
Deal found 9/8![Frontier logo]()
$397
This Justfly.com deal was found by Cheapflights users on 9/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:24 am -
1 stop6h 17m
Fri 10/301:51 pm -
1 stop9h 56m
Deal found 9/7![Frontier logo]()
$394
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:15 am -
1 stop6h 26m
Mon 11/22:51 pm -
1 stop9h 56m
Deal found 9/9![Frontier logo]()
$393
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 September 10, 2026.
Search for one-way flight options from Chicago to Tulum. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Jetabroad deal was found by Cheapflights users on 9/5. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:29 am -
1 stop13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Volaris logo]()
$169
This Super.com deal was found by Cheapflights users on 9/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:59 am -
1 stop12h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Volaris logo]()
$170
This Super.com deal was found by Cheapflights users on 9/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:40 am -
1 stop12h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Volaris logo]()
$171
This Super.com deal was found by Cheapflights users on 9/8. 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.
Mon 9/141:40 am -
1 stop8h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Volaris logo]()
$172
This FlightHub deal was found by Cheapflights users on 9/5. 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 10/177:35 am -
1 stop13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Volaris logo]()
$173
This CheapOair deal was found by Cheapflights users on 9/9. 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.
Sun 10/48:23 pm -
1 stop13h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Volaris logo]()
$175
This Super.com deal was found by Cheapflights users on 9/9. 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.
Sun 9/277:35 am -
1 stop13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Volaris logo]()
$175
This Super.com deal was found by Cheapflights users on 9/6. 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 9/147:35 am -
1 stop13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Volaris logo]()
$176
This American Airlines deal was found by Cheapflights users on 9/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:10 am -
1 stop11h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$178
This CheapOair deal was found by Cheapflights users on 9/5. 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 10/87:35 am -
1 stop13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Volaris logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Fri 10/92:40 pm -
1 stop28h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Viva logo]()
$180
This Frontier deal was found by Cheapflights users on 9/9. 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.
Sun 10/256:24 am -
1 stop6h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$182
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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $370 (CheapOair) |
One-way from | $169 (Jetabroad) |
Popular in | December |
Cheapest in | January |
Average price | $484 |
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 7,457,451 searches. Data last updated September 10, 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 Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Mon 11/30
12:35 am-2:17 pm
2 stops12h 42m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$199
ChicagoCancún
MDW Chicago Midway - CUN Cancun
MDWCUN
Chicago Midway
Tue 10/27
6:25 am-12:00 pm
1 stop5h 35m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$225
ChicagoCancún
MDW Chicago Midway - CUN Cancun
MDWCUN
Chicago Midway
Sat 11/7
6:42 pm-1:41 pm
1 stop17h 59m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$230
Quickest round-trip
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Tue 9/29
10:46 am-2:26 pm
Nonstop3h 40m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$230
ChicagoCancún
MDW Chicago Midway - CUN Cancun
MDWCUN
Chicago Midway
Sat 11/7
6:20 pm-11:55 pm
2 stops28h 35m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$233
ChicagoCancún
MDW Chicago Midway - CUN Cancun
MDWCUN
Chicago Midway
Tue 12/8
9:37 am-9:08 pm
2 stops10h 31m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
ChicagoCancún
MDW Chicago Midway - CUN Cancun
MDWCUN
Chicago Midway
Sun 10/4
6:05 am-6:48 pm
2 stops12h 43m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Sun 10/4
6:10 am-6:48 pm
2 stops12h 38m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Sun 9/27
6:10 am-6:49 pm
2 stops12h 39m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
ChicagoCancún
ORD Chicago O'Hare Intl - CUN Cancun
ORDCUN
Chicago O'Hare Intl
Tue 10/6
6:20 am-6:48 pm
2 stops12h 28m
Cancun
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$235
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 September 10, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 18% 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 September 10, 2026.
The most flights from CHI to TU9 are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from Chicago to Tulum?
Airfare is below average for this route at the moment.
Chicago to Tulum flights typically cost between $378 and $624 in January.The cheapest round-trip price found within the last 5 days was $370 on Volaris (Jan 8-Jan 16).
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 September 10, 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
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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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Chicago and Tulum flights
Browse other Chicago and Tulum flight options. Last updated on September 10, 2026.
Other flights from Chicago
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Popular flight searches
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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 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$129 | Average$414 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$158 | Average$473 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$190 | Average$432 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$434 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$253 | Average$420 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$262 | Average$484 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$292 | Average$580 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$304 | Average$494 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$322 | Average$566 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$360 | Average$451 | FlexibilityNo cancel fee | On-time67% |