$141+ Cheap flights from Chicago (CHI) to the Turks and Caicos Islands
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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Nov 12 — Nov 191
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Turks and Caicos Islands 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Turks and Caicos Islands
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Cheapest flights from Chicago to Turks and Caicos IslandsExplore the most affordable flight options available from Chicago to Turks and Caicos Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2026.
Explore the most affordable flight options available from Chicago to Turks and Caicos Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2026.
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:55 am -
1 stop10h 30m
Fri 11/68:00 am -
1 stop8h 37m
Deal found 10/8![Multiple Airlines logo]()
$437
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Mon 11/97:55 am -
1 stop10h 30m
Mon 11/168:00 am -
2 stops35h 30m
Deal found 10/11![Multiple Airlines logo]()
$438
This Travelocity deal was found by Cheapflights users on 10/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:45 am -
1 stop26h 25m
Fri 11/132:15 pm -
1 stop30h 37m
Deal found 10/11![Air Canada logo]()
$461
This Air Canada deal was found by Cheapflights users on 10/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:55 pm -
1 stop22h 30m
Sat 12/51:05 pm -
1 stop21h 03m
Deal found 10/9![Air Canada logo]()
$462
This Travelocity deal was found by Cheapflights users on 10/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:30 pm -
1 stop19h 40m
Thu 11/51:05 pm -
1 stop7h 53m
Deal found 10/10![Air Canada logo]()
$466
This Air Canada deal was found by Cheapflights users on 10/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:30 pm -
1 stop18h 40m
Thu 11/261:05 pm -
1 stop7h 53m
Deal found 10/11![Air Canada logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/308:00 am -
1 stop10h 25m
Mon 11/28:00 am -
1 stop8h 37m
Deal found 10/8![Multiple Airlines logo]()
$468
This Air Canada deal was found by Cheapflights users on 10/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/93:45 pm -
2 stops19h 25m
Sun 12/131:50 pm -
2 stops20h 18m
Deal found 10/10![Air Canada logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Mon 10/268:04 am -
1 stop10h 21m
Mon 11/28:00 am -
2 stops35h 30m
Deal found 10/11![Multiple Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/18:25 pm -
2 stops16h 20m
Thu 11/52:40 pm -
2 stops9h 35m
Deal found 10/11![Southwest logo]()
$566
This Mytrip deal was found by Cheapflights users on 10/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:42 pm -
2 stops23h 43m
Fri 11/138:00 am -
2 stops16h 47m
Deal found 10/11![Multiple Airlines logo]()
$568
This Mytrip deal was found by Cheapflights users on 10/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:08 am -
2 stops12h 17m
Mon 11/168:00 am -
3 stops28h 22m
Deal found 10/11![Multiple Airlines logo]()
$574
Best flights from Chicago to Turks and Caicos IslandsDiscover carefully curated flight deals from Chicago to Turks and Caicos Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
Discover carefully curated flight deals from Chicago to Turks and Caicos Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
This Southwest deal was found by Cheapflights users on 10/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:10 am -
1 stop7h 35m
Fri 12/42:40 pm -
1 stop7h 35m
Deal found 10/13![Southwest logo]()
$576
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
1 stop7h 20m
Tue 12/292:10 pm -
1 stop9h 12m
Deal found 10/11![Delta logo]()
$678
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 12/228:45 am -
Nonstop4h 10m
Sun 12/275:06 pm -
1 stop17h 34m
Deal found 10/9![United Airlines logo]()
$843
This Southwest deal was found by Cheapflights users on 10/10. 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 12/199:35 pm -
2 stops15h 10m
Tue 12/222:40 pm -
1 stop9h 30m
Deal found 10/10![Southwest logo]()
$632
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/288:55 pm -
2 stops15h 50m
Sat 12/53:35 pm -
1 stop7h 05m
Deal found 10/11![Southwest logo]()
$686
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/285:30 am -
1 stop6h 25m
Sat 12/51:20 pm -
2 stops11h 36m
Deal found 10/11![Delta logo]()
$762
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Fri 12/258:45 am -
Nonstop4h 10m
Wed 12/302:23 pm -
Nonstop4h 46m
Deal found 10/9![United Airlines logo]()
$847
This Delta deal was found by Cheapflights users on 10/9. 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 12/256:00 am -
1 stop5h 45m
Wed 12/303:50 pm -
1 stop7h 10m
Deal found 10/9![Delta logo]()
$825
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Fri 12/258:45 am -
Nonstop4h 10m
Thu 12/312:23 pm -
Nonstop4h 46m
Deal found 10/12![United Airlines logo]()
$847
This United Airlines deal was found by Cheapflights users on 10/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:45 am -
Nonstop4h 10m
Sat 11/142:23 pm -
Nonstop4h 46m
Deal found 10/10![United Airlines logo]()
$873
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:04 am -
1 stop5h 36m
Sun 11/12:05 pm -
1 stop9h 28m
Deal found 10/11![Delta logo]()
$881
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Mon 12/289:47 pm -
1 stop14h 30m
Tue 1/52:23 pm -
1 stop23h 46m
Deal found 10/12![United Airlines logo]()
$876
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:56 pm -
2 stops21h 44m
Tue 11/32:05 pm -
2 stops23h 54m
Deal found 10/11![Delta logo]()
$885
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:44 pm -
2 stops16h 56m
Sun 11/12:05 pm -
1 stop9h 28m
Deal found 10/11![Delta logo]()
$885
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:44 pm -
2 stops16h 56m
Mon 11/22:05 pm -
1 stop9h 28m
Deal found 10/11![Delta logo]()
$885
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:44 pm -
2 stops16h 56m
Mon 11/22:05 pm -
1 stop9h 28m
Deal found 10/11![Delta logo]()
$885
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:04 am -
1 stop5h 36m
Fri 10/302:05 pm -
1 stop9h 28m
Deal found 10/11![Delta logo]()
$966
This Delta deal was found by Cheapflights users on 10/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:04 am -
1 stop5h 36m
Fri 10/302:05 pm -
1 stop9h 28m
Deal found 10/13![Delta logo]()
$1,001
Last-minute flights from Chicago to Turks and Caicos IslandsDiscover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated October 13, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:45 pm -
1 stop19h 40m
Wed 10/281:20 pm -
2 stops19h 40m
Deal found 10/11![Air Canada logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Mon 10/268:04 am -
1 stop10h 21m
Mon 11/28:00 am -
2 stops35h 30m
Deal found 10/11![Multiple Airlines logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/308:00 am -
1 stop10h 25m
Mon 11/28:00 am -
1 stop8h 37m
Deal found 10/8![Multiple Airlines logo]()
$468
This Travelocity deal was found by Cheapflights users on 10/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:30 pm -
1 stop19h 40m
Thu 11/51:05 pm -
1 stop7h 53m
Deal found 10/10![Air Canada logo]()
$466
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/18:25 pm -
2 stops16h 20m
Thu 11/52:40 pm -
1 stop9h 20m
Deal found 10/11![Southwest logo]()
$566
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:55 am -
1 stop10h 30m
Fri 11/68:00 am -
1 stop8h 37m
Deal found 10/8![Multiple Airlines logo]()
$437
This Travelocity deal was found by Cheapflights users on 10/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:45 am -
1 stop26h 25m
Fri 11/132:15 pm -
1 stop30h 37m
Deal found 10/11![Air Canada logo]()
$461
This Mytrip deal was found by Cheapflights users on 10/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:42 pm -
2 stops23h 43m
Fri 11/138:00 am -
2 stops16h 47m
Deal found 10/11![Multiple Airlines logo]()
$568
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Mon 11/97:55 am -
1 stop10h 30m
Mon 11/168:00 am -
2 stops35h 30m
Deal found 10/11![Multiple Airlines logo]()
$438
This Mytrip deal was found by Cheapflights users on 10/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:08 am -
2 stops12h 17m
Mon 11/168:00 am -
3 stops28h 22m
Deal found 10/11![Multiple Airlines logo]()
$574
This Air Canada deal was found by Cheapflights users on 10/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:30 pm -
1 stop18h 40m
Tue 11/172:25 pm -
2 stops19h 58m
Deal found 10/10![Air Canada logo]()
$470
This Air Canada deal was found by Cheapflights users on 10/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:30 pm -
1 stop18h 40m
Thu 11/261:05 pm -
1 stop7h 53m
Deal found 10/11![Air Canada logo]()
$467
One-way flights from Chicago to Turks and Caicos IslandsSearch for one-way flight options from Chicago to Turks and Caicos Islands. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
Search for one-way flight options from Chicago to Turks and Caicos Islands. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This Mytrip deal was found by Cheapflights users on 10/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:55 am -
1 stop10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Mon 11/167:55 am -
1 stop10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$162
This Mytrip deal was found by Cheapflights users on 10/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:55 am -
1 stop10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/137:55 am -
1 stop10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:04 am -
1 stop10h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 12/89:16 am -
2 stops33h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Mon 12/146:10 am -
1 stop12h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 12/76:10 am -
1 stop12h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Mon 11/96:08 am -
2 stops12h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
2 stops32h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:42 pm -
2 stops23h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$206
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:50 pm -
2 stops15h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Southwest logo]()
$215
Find flight deals from Chicago to Turks and Caicos Islands
Keep the following information in mind while searching for Chicago to Turks and Caicos Islands flight deals. Data was last updated October 13, 2026.
Round-trip from | $437 (Mytrip) |
|---|---|
One-way from | $141 (Mytrip) |
Popular in | August |
Cheapest in | April |
Average price | $802 |
Good round-trip deal | $702 or less |
Good one-way deal | $394 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Turks and Caicos Islands 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 October 13, 2026.
Use the filters below to find and compare flights from Chicago to the Turks and Caicos Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoProvidenciales
ORD Chicago O'Hare Intl - PLS Providenciales
ORDPLS
Chicago O'Hare Intl
Mon 12/14
6:10 am-7:25 pm
1 stop12h 15m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$190
ChicagoProvidenciales
ORD Chicago O'Hare Intl - PLS Providenciales
ORDPLS
Chicago O'Hare Intl
Wed 11/4
8:45 am-12:10 pm
1 stop26h 25m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$210
ChicagoProvidenciales
ORD Chicago O'Hare Intl - PLS Providenciales
ORDPLS
Chicago O'Hare Intl
Tue 11/24
10:57 am-12:10 pm
2 stops24h 13m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$215
ChicagoProvidenciales
ORD Chicago O'Hare Intl - PLS Providenciales
ORDPLS
Chicago O'Hare Intl
Sat 11/7
10:15 am-12:10 pm
1 stop24h 55m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$215
ChicagoProvidenciales
ORD Chicago O'Hare Intl - PLS Providenciales
ORDPLS
Chicago O'Hare Intl
Thu 11/5
10:57 am-12:10 pm
2 stops24h 13m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$215
ChicagoProvidenciales
ORD Chicago O'Hare Intl - PLS Providenciales
ORDPLS
Chicago O'Hare Intl
Fri 1/8
8:25 am-11:10 pm
1 stop13h 45m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$268
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Tue 11/10
5:20 am-1:45 pm
1 stop7h 25m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$271
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Tue 1/5
5:20 am-1:45 pm
1 stop7h 25m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$271
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Fri 12/4
5:20 am-1:45 pm
1 stop7h 25m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$281
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Thu 11/19
6:42 pm-7:25 pm
3 stops23h 43m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$307
Showing 1-10 of 35 resultsSorted by cheapest first
Best time to book a flight from Chicago to Turks and Caicos Islands
Have a flexible travel schedule? Discover the best time to fly to Turks and Caicos Islands from Chicago with our price prediction graph.
ORD-PLS
MDW-PLS
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 the Turks and Caicos Islands
CHI-TC0
ORD-PLS
MDW-PLS
What is the cheapest month to book a flight from Chicago to Turks and Caicos Islands?
Currently, February is the cheapest month in which you can book a flight from Chicago to Turks and Caicos Islands (average of $609). Flying from Chicago to Turks and Caicos Islands in June is currently the most expensive (average of $819). 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.
How far ahead should I book a flight from Chicago to Turks and Caicos Islands?
To ensure you get the cheapest price possible for a flight from Chicago to Turks and Caicos Islands, you should look to book at least 21 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.
Reviews of airlines servicing Turks and Caicos Islands
Get insights into the airlines that provide service to Turks and Caicos Islands. 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 Turks and Caicos Islands. Reviews last updated October 13, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Chicago to the Turks and Caicos Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Chicago to Turks and Caicos Islands. 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 Turks and Caicos Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Turks and Caicos Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Turks and Caicos Islands by cabin class
Find flights from Chicago to Turks and Caicos Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Turks and Caicos Islands flights
Browse other Chicago and Turks and Caicos Islands flight options. Last updated on October 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Chicago to Turks and Caicos Islands
Discover the top 4 airlines that operate flights from Chicago to Turks and Caicos Islands. 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 October 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$383 | Average$523 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$408 | Average$731 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$434 | Average$639 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$504 | Average$789 | FlexibilityNo cancel fee | On-time69% |