$129+ Cheap flights from Chicago (CHI) to the Turks and Caicos Islands
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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Mar 21 — Mar 281
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
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.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 February 19, 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 February 19, 2026.
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/177:15 am
ORD
- PLS
1 stop9h 25m
Air Canada
Mon 2/236:40 pm
PLS
- ORD
1 stop26h 30m
Air Canada
Deal found 2/15![Air Canada logo]()
$345
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:05 am
ORD
- PLS
1 stop9h 30m
Multiple Airlines
Mon 3/26:40 pm
PLS
- ORD
2 stops38h 20m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$349
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.
Thu 2/197:15 am
ORD
- PLS
1 stop9h 25m
Air Canada
Mon 2/236:40 pm
PLS
- ORD
2 stops38h 20m
Air Canada
Deal found 2/15![Air Canada logo]()
$355
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:05 am
ORD
- PLS
1 stop9h 30m
Multiple Airlines
Tue 3/36:40 pm
PLS
- ORD
1 stop17h 38m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$357
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/183:45 pm
ORD
- PLS
2 stops19h 25m
Air Canada
Wed 4/221:20 pm
PLS
- ORD
1 stop20h 50m
Air Canada
Deal found 2/15![Air Canada logo]()
$359
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:15 am
ORD
- PLS
1 stop9h 25m
Air Canada
Wed 2/251:15 pm
PLS
- ORD
1 stop26h 55m
Air Canada
Deal found 2/15![Air Canada logo]()
$360
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:43 am
ORD
- PLS
2 stops48h 27m
Air Canada
Wed 4/221:20 pm
PLS
- ORD
1 stop26h 55m
Air Canada
Deal found 2/15![Air Canada logo]()
$365
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:35 pm
ORD
- PLS
1 stop25h 05m
Air Canada
Mon 2/236:40 pm
PLS
- ORD
2 stops19h 08m
Air Canada
Deal found 2/17![Air Canada logo]()
$366
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:45 pm
ORD
- PLS
2 stops19h 25m
Air Canada
Tue 4/286:40 pm
PLS
- ORD
1 stop21h 15m
Air Canada
Deal found 2/16![Air Canada logo]()
$370
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:45 am
MDW
- PLS
1 stop6h 10m
Southwest
Mon 4/273:50 pm
PLS
- MDW
1 stop8h 50m
Southwest
Deal found 2/17![Southwest logo]()
$526
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 4/226:00 am
MDW
- PLS
1 stop7h 55m
Southwest
Tue 4/283:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 2/18![Southwest logo]()
$549
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.
Thu 4/307:40 pm
MDW
- PLS
2 stops18h 15m
Southwest
Wed 5/63:50 pm
PLS
- MDW
2 stops16h 20m
Southwest
Deal found 2/18![Southwest logo]()
$561
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 February 19, 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 February 19, 2026.
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:45 pm
ORD
- PLS
2 stops19h 25m
Air Canada
Tue 4/286:40 pm
PLS
- ORD
1 stop21h 15m
Air Canada
Deal found 2/16![Air Canada logo]()
$370
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 3/27:25 am
ORD
- PLS
2 stops33h 15m
Multiple Airlines
Thu 3/53:12 pm
PLS
- ORD
1 stop8h 47m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$467
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:00 am
ORD
- PLS
1 stop6h 45m
Southwest
Wed 4/83:50 pm
PLS
- ORD
1 stop7h 05m
Southwest
Deal found 2/15![Southwest logo]()
$514
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 4/286:00 am
MDW
- PLS
1 stop7h 10m
Delta
Tue 5/52:05 pm
PLS
- MDW
1 stop9h 23m
Delta
Deal found 2/15![Delta logo]()
$601
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/56:21 pm
ORD
- PLS
2 stops22h 04m
Air Canada
Tue 4/146:40 pm
PLS
- ORD
2 stops25h 13m
Air Canada
Deal found 2/16![Air Canada logo]()
$396
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:40 pm
ORD
- PLS
1 stop16h 30m
Air Canada
Wed 4/221:20 pm
PLS
- ORD
1 stop20h 50m
Air Canada
Deal found 2/15![Air Canada logo]()
$398
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 3/23:35 pm
ORD
- PLS
1 stop25h 05m
Multiple Airlines
Mon 3/93:12 pm
PLS
- ORD
2 stops18h 58m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$506
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.
Sun 4/196:21 pm
ORD
- PLS
2 stops46h 04m
Air Canada
Sat 4/256:40 pm
PLS
- ORD
2 stops38h 18m
Air Canada
Deal found 2/16![Air Canada logo]()
$421
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:45 am
MDW
- PLS
1 stop6h 10m
Southwest
Mon 4/273:50 pm
PLS
- MDW
1 stop8h 50m
Southwest
Deal found 2/17![Southwest logo]()
$526
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.
Sun 3/156:04 pm
ORD
- PLS
2 stops46h 36m
Air Canada
Thu 3/196:40 pm
PLS
- ORD
1 stop17h 30m
Air Canada
Deal found 2/18![Air Canada logo]()
$431
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:04 pm
ORD
- PLS
2 stops17h 16m
Multiple Airlines
Wed 3/253:17 pm
PLS
- ORD
1 stop8h 39m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$542
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 4/226:00 am
MDW
- PLS
1 stop7h 55m
Southwest
Tue 4/283:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 2/18![Southwest logo]()
$549
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
MDW
- PLS
1 stop7h 10m
Delta
Fri 5/82:00 pm
PLS
- MDW
1 stop8h 09m
Delta
Deal found 2/18![Delta logo]()
$621
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:04 pm
ORD
- PLS
2 stops46h 36m
Air Canada
Thu 3/51:20 pm
PLS
- ORD
2 stops30h 32m
Air Canada
Deal found 2/14![Air Canada logo]()
$462
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.
Thu 4/307:40 pm
MDW
- PLS
2 stops18h 15m
Southwest
Wed 5/63:50 pm
PLS
- MDW
2 stops16h 20m
Southwest
Deal found 2/18![Southwest logo]()
$561
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:20 pm
ORD
- PLS
2 stops20h 05m
Air Canada
Mon 4/66:40 pm
PLS
- ORD
2 stops38h 18m
Air Canada
Deal found 2/16![Air Canada logo]()
$500
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.
Thu 4/239:15 pm
MDW
- PLS
2 stops16h 40m
Southwest
Mon 4/273:50 pm
PLS
- MDW
1 stop8h 50m
Southwest
Deal found 2/18![Southwest logo]()
$606
Last-minute flights from Chicago to Turks and Caicos IslandsDiscover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated February 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated February 19, 2026 and is based on user searches.
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:35 pm
ORD
- PLS
1 stop25h 05m
Air Canada
Mon 2/236:40 pm
PLS
- ORD
2 stops19h 08m
Air Canada
Deal found 2/17![Air Canada logo]()
$366
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.
Thu 2/197:15 am
ORD
- PLS
1 stop9h 25m
Air Canada
Mon 2/236:40 pm
PLS
- ORD
2 stops38h 20m
Air Canada
Deal found 2/15![Air Canada logo]()
$355
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:15 am
ORD
- PLS
1 stop9h 25m
Air Canada
Wed 2/251:15 pm
PLS
- ORD
1 stop26h 55m
Air Canada
Deal found 2/15![Air Canada logo]()
$360
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:35 pm
ORD
- PLS
2 stops19h 40m
Air Canada
Tue 3/36:40 pm
PLS
- ORD
1 stop17h 38m
Air Canada
Deal found 2/17![Air Canada logo]()
$370
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:05 am
ORD
- PLS
1 stop9h 30m
Multiple Airlines
Mon 3/26:40 pm
PLS
- ORD
1 stop26h 30m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$349
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:05 am
ORD
- PLS
1 stop9h 30m
Multiple Airlines
Tue 3/36:40 pm
PLS
- ORD
1 stop17h 38m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$357
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 3/45:00 am
MDW
- PLS
1 stop7h 45m
Southwest
Sat 3/73:15 pm
PLS
- MDW
1 stop8h 45m
Southwest
Deal found 2/18![Southwest logo]()
$671
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.
Thu 3/126:00 am
MDW
- PLS
1 stop7h 25m
Delta
Tue 3/173:50 pm
PLS
- MDW
1 stop7h 41m
Delta
Deal found 2/16![Delta logo]()
$626
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
MDW
- PLS
1 stop6h 45m
Southwest
Tue 3/242:40 pm
PLS
- MDW
1 stop9h 00m
Southwest
Deal found 2/17![Southwest logo]()
$641
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:00 am
MDW
- PLS
1 stop6h 45m
Southwest
Wed 3/252:40 pm
PLS
- MDW
1 stop9h 00m
Southwest
Deal found 2/15![Southwest logo]()
$691
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.
Mon 3/2312:50 pm
ORD
- PLS
1 stop27h 50m
Air Canada
Mon 3/306:40 pm
PLS
- ORD
1 stop25h 07m
Air Canada
Deal found 2/15![Air Canada logo]()
$398
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.
Fri 3/2711:00 am
MDW
- PLS
1 stop25h 31m
Multiple Airlines
Fri 4/32:30 pm
PLS
- MDW
1 stop22h 20m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$649
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 February 19, 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 February 19, 2026.
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:05 am
ORD
- PLS
1 stop9h 30m
Frontier
Deal found 2/17![Frontier logo]()
$129
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/153:45 pm
ORD
- PLS
1 stop24h 40m
Air Canada
Deal found 2/15![Air Canada logo]()
$131
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/298:20 pm
ORD
- PLS
1 stop14h 55m
Air Canada
Deal found 2/15![Air Canada logo]()
$136
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:40 am
ORD
- PLS
1 stop7h 45m
Air Canada
Deal found 2/17![Air Canada logo]()
$139
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:00 pm
ORD
- PLS
1 stop21h 10m
Air Canada
Deal found 2/15![Air Canada logo]()
$141
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:15 pm
ORD
- PLS
2 stops19h 10m
Air Canada
Deal found 2/15![Air Canada logo]()
$145
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/163:45 pm
ORD
- PLS
2 stops19h 25m
Air Canada
Deal found 2/16![Air Canada logo]()
$148
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:00 am
ORD
- PLS
1 stop27h 20m
Air Canada
Deal found 2/17![Air Canada logo]()
$149
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/53:45 pm
ORD
- PLS
1 stop24h 40m
Air Canada
Deal found 2/16![Air Canada logo]()
$164
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 3/157:25 am
ORD
- PLS
2 stops33h 15m
Air Canada
Deal found 2/15![Air Canada logo]()
$166
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/32:56 pm
MDW
- PLS
1 stop24h 22m
Frontier
Deal found 2/16![Frontier logo]()
$167
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.
Mon 4/68:15 pm
MDW
- PLS
2 stops17h 40m
Southwest
Deal found 2/16![Southwest logo]()
$188
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 February 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $345 (Air Canada) |
One-way from | $129 (Priceline) |
Popular in | March |
Cheapest in | June |
Average price | $625 |
Good round-trip deal | $645 or less |
Good one-way deal | $308 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 2,558,603 searches. Data last updated February 19, 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
Chicago
Fly to
Turks and Caicos Islands
Route
Depart
Return
Price
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Wed 4/22
3:45 pm-12:10 pm
2 stops19h 25m
Providenciales
Tue 4/28
6:40 pm-2:55 pm
1 stop21h 15m
$370
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Sun 4/5
6:21 pm-5:25 pm
2 stops22h 04m
Providenciales
Tue 4/14
6:40 pm-6:53 pm
2 stops25h 13m
$396
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Fri 4/17
6:40 pm-12:10 pm
1 stop16h 30m
Providenciales
Wed 4/22
1:20 pm-9:10 am
1 stop20h 50m
$398
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Sun 4/19
6:21 pm-5:25 pm
2 stops46h 04m
Providenciales
Sat 4/25
6:40 pm-7:58 am
2 stops38h 18m
$421
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Sun 3/15
6:04 pm-5:40 pm
2 stops46h 36m
Providenciales
Thu 3/19
6:40 pm-11:10 am
1 stop17h 30m
$431
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Sun 3/1
6:04 pm-5:40 pm
2 stops46h 36m
Providenciales
Thu 3/5
1:20 pm-6:52 pm
2 stops30h 32m
$462
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Mon 3/2
7:25 am-5:40 pm
2 stops33h 15m
Providenciales
Thu 3/5
3:12 pm-10:59 pm
1 stop8h 47m
$467
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Mon 3/30
8:20 pm-5:25 pm
2 stops20h 05m
Providenciales
Mon 4/6
6:40 pm-7:58 am
2 stops38h 18m
$500
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Mon 3/2
3:35 pm-5:40 pm
1 stop25h 05m
Providenciales
Mon 3/9
3:12 pm-9:10 am
2 stops18h 58m
$506
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Wed 4/1
6:00 am-1:45 pm
1 stop6h 45m
Providenciales
Wed 4/8
3:50 pm-9:55 pm
1 stop7h 05m
$514
Showing 1-10 of 33 results
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, November is the cheapest month in which you can book a flight from Chicago to Turks and Caicos Islands (average of $383). Flying from Chicago to Turks and Caicos Islands in September is currently the most expensive (average of $524). 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 TC?
Find hourly flight availability from Chicago to Turks and Caicos Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 19, 2026.
When flying from Chicago to Turks and Caicos Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
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 February 19, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United 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.
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
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 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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Complete your trip
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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 February 19, 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 2,558,603 searches. Data last updated February 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$383 | Average$523 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$434 | Average$613 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$434 | Average$645 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$437 | Average$690 | FlexibilityNo cancel fee | On-time69% |