$96+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CUN
Mar 20 — Mar 271
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 66 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
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 February 18, 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 February 18, 2026.
This Booking.com deal was found by Cheapflights users on 2/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/201:20 am
ORD
- CUN
1 stop16h 25m
Multiple Airlines
Thu 2/2611:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/311:59 pm
ORD
- CUN
1 stop8h 49m
Volaris
Mon 3/910:13 pm
CUN
- ORD
1 stop7h 23m
Volaris
Deal found 2/17![Volaris logo]()
$242
This Super.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Wed 2/257:19 pm
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 2/18![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:00 am
ORD
- CUN
1 stop12h 00m
Multiple Airlines
Mon 3/1610:40 am
CUN
- ORD
Nonstop4h 08m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$244
This Frontier deal was found by Cheapflights users on 2/17. 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 2/247:55 am
ORD
- CUN
Nonstop4h 12m
Frontier
Thu 3/56:27 pm
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 2/17![Frontier logo]()
$245
This Booking.com deal was found by Cheapflights users on 2/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/221:20 am
ORD
- CUN
1 stop19h 55m
Multiple Airlines
Wed 3/411:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/14![Multiple Airlines logo]()
$246
This Frontier deal was found by Cheapflights users on 2/17. 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 3/26:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Sat 3/711:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 2/17![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 2/17. 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 2/236:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Wed 2/257:19 pm
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 2/17![Frontier logo]()
$248
This Frontier deal was found by Cheapflights users on 2/17. 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 3/26:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Tue 3/1010:40 am
CUN
- ORD
Nonstop4h 08m
Frontier
Deal found 2/17![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 2/1711:59 pm
ORD
- CUN
1 stop14h 29m
Multiple Airlines
Wed 2/2511:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$250
This Cheapflightsfares deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Fri 3/611:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/14![Spirit Airlines logo]()
$251
This Super.com deal was found by Cheapflights users on 2/16. 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 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/16![Frontier logo]()
$252
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 February 18, 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 February 18, 2026.
This Southwest deal was found by Cheapflights users on 2/16. 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 3/54:05 pm
MDW
- CUN
Nonstop3h 40m
Southwest
Tue 3/108:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 2/16![Southwest logo]()
$298
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:00 am
ORD
- CUN
1 stop7h 50m
United Airlines
Tue 3/1011:36 am
CUN
- ORD
1 stop8h 24m
United Airlines
Deal found 2/17![United Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:34 pm
MDW
- CUN
1 stop15h 16m
Delta
Wed 3/2511:15 am
CUN
- MDW
1 stop6h 07m
Delta
Deal found 2/16![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 2/16. 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 3/71:25 pm
MDW
- CUN
Nonstop3h 35m
Southwest
Fri 3/138:30 am
CUN
- MDW
Nonstop3h 40m
Southwest
Deal found 2/16![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 2/14. 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 3/712:10 pm
ORD
- CUN
Nonstop3h 50m
Southwest
Wed 3/115:05 pm
CUN
- ORD
Nonstop4h 00m
Southwest
Deal found 2/14![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 2/16. 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 3/246:00 am
MDW
- CUN
1 stop5h 34m
Delta
Wed 3/253:25 pm
CUN
- MDW
1 stop7h 06m
Delta
Deal found 2/16![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 2/14. 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 3/712:10 pm
ORD
- CUN
Nonstop3h 50m
Southwest
Thu 3/125:05 pm
CUN
- ORD
Nonstop4h 00m
Southwest
Deal found 2/14![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/226:34 pm
MDW
- CUN
1 stop15h 16m
Delta
Thu 3/268:00 am
CUN
- MDW
1 stop14h 31m
Delta
Deal found 2/15![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 2/14. 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 3/315:30 am
ORD
- CUN
1 stop7h 30m
Delta
Wed 4/14:45 pm
CUN
- ORD
1 stop15h 45m
Delta
Deal found 2/14![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/227:14 pm
ORD
- CUN
1 stop14h 36m
Delta
Wed 3/2512:28 pm
CUN
- ORD
1 stop7h 49m
Delta
Deal found 2/15![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 2/14. 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 3/210:35 am
MDW
- CUN
Nonstop3h 40m
Southwest
Fri 3/62:55 pm
CUN
- MDW
Nonstop3h 45m
Southwest
Deal found 2/14![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:59 pm
ORD
- CUN
1 stop14h 08m
Delta
Mon 3/304:45 pm
CUN
- ORD
1 stop15h 45m
Delta
Deal found 2/15![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 2/16. 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 3/49:15 am
MDW
- CUN
Nonstop3h 40m
Southwest
Sat 3/710:55 am
CUN
- MDW
Nonstop3h 45m
Southwest
Deal found 2/16![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:59 pm
ORD
- CUN
1 stop13h 01m
Delta
Wed 4/14:45 pm
CUN
- ORD
1 stop15h 45m
Delta
Deal found 2/14![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 2/18. 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 3/49:15 am
MDW
- CUN
Nonstop3h 40m
Southwest
Wed 3/111:10 pm
CUN
- MDW
1 stop6h 30m
Southwest
Deal found 2/18![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 2/15. 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 3/241:10 pm
MDW
- CUN
2 stops7h 10m
Delta
Mon 3/308:00 am
CUN
- MDW
2 stops24h 53m
Delta
Deal found 2/15![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:10 am
ORD
- CUN
2 stops13h 10m
Delta
Wed 3/2510:50 am
CUN
- ORD
1 stop9h 27m
Delta
Deal found 2/15![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:40 pm
ORD
- CUN
1 stop16h 10m
Delta
Tue 3/243:25 pm
CUN
- ORD
2 stops17h 45m
Delta
Deal found 2/15![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:45 am
ORD
- CUN
1 stop13h 26m
Delta
Tue 3/38:00 am
CUN
- ORD
2 stops13h 44m
Delta
Deal found 2/15![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
MDW
- CUN
1 stop8h 35m
Delta
Thu 3/1910:50 am
CUN
- MDW
1 stop7h 04m
Delta
Deal found 2/17![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:00 pm
MDW
- CUN
1 stop17h 55m
Delta
Mon 3/94:10 pm
CUN
- MDW
1 stop16h 40m
Delta
Deal found 2/17![Delta logo]()
$358
Last-minute flights from Chicago to TulumDiscover last-minute flight deals from Chicago to Tulum. Data last updated February 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Tulum. Data last updated February 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 2/1711:59 pm
ORD
- CUN
1 stop14h 29m
Multiple Airlines
Wed 2/2511:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$250
This Booking.com deal was found by Cheapflights users on 2/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/201:20 am
ORD
- CUN
1 stop16h 25m
Multiple Airlines
Thu 2/2611:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$240
This Super.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Wed 2/257:19 pm
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 2/18![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:10 am
ORD
- CUN
Nonstop4h 04m
Multiple Airlines
Thu 2/2611:59 am
CUN
- ORD
Nonstop3h 54m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$246
This Frontier deal was found by Cheapflights users on 2/17. 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 2/236:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Wed 2/257:19 pm
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 2/17![Frontier logo]()
$248
This Frontier deal was found by Cheapflights users on 2/17. 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 2/247:55 am
ORD
- CUN
Nonstop4h 12m
Frontier
Thu 3/56:27 pm
CUN
- ORD
Nonstop4h 10m
Frontier
Deal found 2/17![Frontier logo]()
$245
This Frontier deal was found by Cheapflights users on 2/17. 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 3/26:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Fri 3/611:40 am
CUN
- ORD
Nonstop4h 09m
Frontier
Deal found 2/17![Frontier logo]()
$247
This Frontier deal was found by Cheapflights users on 2/17. 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 3/26:10 am
ORD
- CUN
Nonstop4h 04m
Frontier
Wed 3/1110:40 am
CUN
- ORD
Nonstop4h 08m
Frontier
Deal found 2/17![Frontier logo]()
$249
This Cheapflightsfares deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:05 am
ORD
- CUN
Nonstop3h 49m
Spirit Airlines
Fri 3/611:59 am
CUN
- ORD
Nonstop3h 54m
Spirit Airlines
Deal found 2/14![Spirit Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/311:59 pm
ORD
- CUN
1 stop8h 49m
Volaris
Mon 3/910:13 pm
CUN
- ORD
1 stop7h 23m
Volaris
Deal found 2/17![Volaris logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:00 am
ORD
- CUN
1 stop12h 00m
Multiple Airlines
Sat 3/1410:40 am
CUN
- ORD
Nonstop4h 08m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$244
This Super.com deal was found by Cheapflights users on 2/16. 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 3/79:00 am
MDW
- CUN
Nonstop4h 02m
Frontier
Sat 3/143:07 pm
CUN
- MDW
Nonstop4h 06m
Frontier
Deal found 2/16![Frontier logo]()
$252
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 February 18, 2026.
Search for one-way flight options from Chicago to Tulum. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
This FlightHub deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 2/15![Volaris logo]()
$96
This eDestinos deal was found by Cheapflights users on 2/14. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 2/14![Volaris logo]()
$97
This FlightHub deal was found by Cheapflights users on 2/16. 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 4/272:19 am
ORD
- CUN
1 stop9h 49m
Volaris
Deal found 2/16![Volaris logo]()
$99
This FlightHub deal was found by Cheapflights users on 2/17. 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.
Tue 3/247:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 2/17![Volaris logo]()
$101
This FlightHub deal was found by Cheapflights users on 2/16. 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 3/211:58 pm
ORD
- CUN
1 stop8h 58m
Volaris
Deal found 2/16![Volaris logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:35 am
ORD
- CUN
1 stop13h 28m
Volaris
Deal found 2/18![Volaris logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/112:19 am
ORD
- CUN
1 stop9h 49m
Volaris
Deal found 2/18![Volaris logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 2/15![Volaris logo]()
$105
This FlightHub deal was found by Cheapflights users on 2/18. 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 3/237:23 am
ORD
- CUN
1 stop14h 03m
Volaris
Deal found 2/18![Volaris logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/292:19 am
ORD
- CUN
1 stop9h 44m
Volaris
Deal found 2/18![Volaris logo]()
$107
This FlightHub deal was found by Cheapflights users on 2/18. 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 5/48:09 pm
MDW
- CUN
1 stop13h 39m
Volaris
Deal found 2/18![Volaris logo]()
$108
This Super.com deal was found by Cheapflights users on 2/17. 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 4/118:30 am
MDW
- CUN
Nonstop3h 50m
Frontier
Deal found 2/17![Frontier logo]()
$113
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 February 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $240 (American Airlines) |
One-way from | $96 (FlightHub) |
Popular in | December |
Cheapest in | September |
Average price | $431 |
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 February 18, 2026.
Use the filters below to find and compare flights from Chicago to Tulum that are best for you.
Fly from
Chicago
Fly to
Tulum
Route
Depart
Return
Price
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Thu 3/5
4:05 pm-8:45 pm
Nonstop3h 40m
Cancun
Tue 3/10
8:30 am-12:10 pm
Nonstop3h 40m
$298
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sat 3/7
1:25 pm-6:00 pm
Nonstop3h 35m
Cancun
Fri 3/13
8:30 am-12:10 pm
Nonstop3h 40m
$298
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sat 3/7
12:10 pm-5:00 pm
Nonstop3h 50m
Cancun
Wed 3/11
5:05 pm-9:05 pm
Nonstop4h 00m
$298
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sat 3/7
12:10 pm-5:00 pm
Nonstop3h 50m
Cancun
Thu 3/12
5:05 pm-9:05 pm
Nonstop4h 00m
$298
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Fri 3/6
7:00 am-3:50 pm
1 stop7h 50m
Cancun
Tue 3/10
11:36 am-8:00 pm
1 stop8h 24m
$328
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Mon 3/23
6:34 pm-9:50 am
1 stop15h 16m
Cancun
Wed 3/25
11:15 am-5:22 pm
1 stop6h 07m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Tue 3/24
6:00 am-11:34 am
1 stop5h 34m
Cancun
Wed 3/25
3:25 pm-10:31 pm
1 stop7h 06m
$338
ChicagoCancún
MDW - CUN
MDWCUN
Chicago Midway
Sun 3/22
6:34 pm-9:50 am
1 stop15h 16m
Cancun
Thu 3/26
8:00 am-10:31 pm
1 stop14h 31m
$338
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Tue 3/31
5:30 am-1:00 pm
1 stop7h 30m
Cancun
Wed 4/1
4:45 pm-8:30 am
1 stop15h 45m
$338
ChicagoCancún
ORD - CUN
ORDCUN
Chicago O'Hare Intl
Sun 3/22
7:14 pm-9:50 am
1 stop14h 36m
Cancun
Wed 3/25
12:28 pm-8:17 pm
1 stop7h 49m
$338
Showing 1-10 of 43 results
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 February 13, 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, April is the cheapest month in which you can book a flight from Chicago to Tulum (average of $155). Flying from Chicago to Tulum in August is currently the most expensive (average of $215). 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 February 18, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 31% 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 February 18, 2026.
The most flights from CHI to TU9 are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 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 February 18, 2026.
Read through reviews of airlines operating flights from Chicago to Tulum, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to 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
Complete your trip to Tulum by adding a car rental and/or hotel reservation to your travel itinerary.
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 February 18, 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 February 18, 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 February 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$115 | Average$395 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$135 | Average$338 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$140 | Average$354 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$166 | Average$1,219 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$187 | Average$415 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$250 | Average$480 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$250 | Average$319 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$523 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$279 | Average$387 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$291 | Average$521 | FlexibilityNo cancel fee | On-time63% |