$169+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
May 7 — May 141
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 April 7, 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 April 7, 2026.
This Travelocity deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/115:30 am
ORD
- PLS
1 stop9h 48m
Multiple Airlines
Sat 4/181:20 pm
PLS
- ORD
1 stop24h 45m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$380
This Trip.com deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/44:15 pm
ORD
- PLS
1 stop19h 00m
Air Canada
Tue 4/146:40 pm
PLS
- ORD
1 stop21h 15m
Air Canada
Deal found 4/2![Air Canada logo]()
$396
This Expedia deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:34 pm
ORD
- PLS
1 stop22h 44m
Multiple Airlines
Thu 4/166:40 pm
PLS
- ORD
1 stop17h 13m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$404
This Expedia deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:15 pm
ORD
- PLS
1 stop19h 00m
Air Canada
Thu 4/166:40 pm
PLS
- ORD
1 stop21h 15m
Air Canada
Deal found 4/4![Air Canada logo]()
$416
This Expedia deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/128:40 am
ORD
- PLS
2 stops26h 35m
Air Canada
Thu 4/166:40 pm
PLS
- ORD
1 stop17h 13m
Air Canada
Deal found 4/2![Air Canada logo]()
$419
This Orbitz deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/176:40 pm
ORD
- PLS
1 stop16h 35m
Air Canada
Mon 4/201:20 pm
PLS
- ORD
2 stops22h 33m
Air Canada
Deal found 4/2![Air Canada logo]()
$424
This FlightHub deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:13 am
ORD
- PLS
1 stop9h 12m
Air Canada
Fri 4/241:20 pm
PLS
- ORD
2 stops30h 38m
Air Canada
Deal found 4/4![Air Canada logo]()
$426
This Travelocity deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/1112:50 pm
ORD
- PLS
2 stops46h 25m
Air Canada
Sat 4/186:40 pm
PLS
- ORD
2 stops19h 25m
Air Canada
Deal found 4/3![Air Canada logo]()
$427
This Air Canada deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 30m
Air Canada
Tue 4/211:20 pm
PLS
- ORD
2 stops19h 38m
Air Canada
Deal found 4/4![Air Canada logo]()
$429
This Southwest deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:45 am
MDW
- PLS
1 stop6h 10m
Southwest
Tue 5/123:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 4/5![Southwest logo]()
$475
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Mon 5/113:50 pm
PLS
- MDW
1 stop9h 25m
Southwest
Deal found 4/4![Southwest logo]()
$524
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Tue 5/123:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 4/4![Southwest logo]()
$548
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 April 7, 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 April 7, 2026.
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/236:00 am
ORD
- PLS
1 stop7h 55m
Southwest
Tue 4/283:50 pm
PLS
- ORD
1 stop7h 05m
Southwest
Deal found 4/2![Southwest logo]()
$593
This JetBlue deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:31 am
ORD
- PLS
1 stop27h 34m
JetBlue
Sat 5/912:35 pm
PLS
- ORD
1 stop9h 18m
JetBlue
Deal found 4/6![JetBlue logo]()
$633
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:07 am
ORD
- PLS
1 stop6h 03m
Delta
Wed 5/203:25 pm
PLS
- ORD
1 stop7h 28m
Delta
Deal found 4/5![Delta logo]()
$681
This United Airlines deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:40 am
ORD
- PLS
1 stop6h 25m
United Airlines
Tue 6/305:15 pm
PLS
- ORD
1 stop7h 11m
United Airlines
Deal found 4/5![United Airlines logo]()
$685
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Sun 5/103:45 pm
PLS
- MDW
1 stop7h 05m
Southwest
Deal found 4/6![Southwest logo]()
$611
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:50 pm
MDW
- PLS
2 stops19h 05m
Southwest
Wed 5/273:50 pm
PLS
- MDW
2 stops16h 20m
Southwest
Deal found 4/4![Southwest logo]()
$612
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 stop5h 40m
Delta
Tue 5/52:05 pm
PLS
- MDW
1 stop9h 23m
Delta
Deal found 4/2![Delta logo]()
$681
This United Airlines deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:40 am
ORD
- PLS
1 stop6h 25m
United Airlines
Mon 6/293:30 pm
PLS
- ORD
1 stop10h 15m
United Airlines
Deal found 4/5![United Airlines logo]()
$685
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/277:55 pm
ORD
- PLS
1 stop15h 45m
Delta
Tue 6/22:05 pm
PLS
- ORD
1 stop7h 21m
Delta
Deal found 4/3![Delta logo]()
$683
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/257:40 am
MDW
- PLS
2 stops6h 55m
Southwest
Sat 5/212:35 pm
PLS
- MDW
1 stop8h 50m
Southwest
Deal found 4/3![Southwest logo]()
$621
This United Airlines deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:51 am
ORD
- PLS
Nonstop4h 14m
United Airlines
Tue 5/55:15 pm
PLS
- ORD
1 stop19h 11m
United Airlines
Deal found 4/6![United Airlines logo]()
$713
This Southwest deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/35:05 am
MDW
- PLS
1 stop8h 45m
Southwest
Sun 5/103:45 pm
PLS
- MDW
1 stop7h 05m
Southwest
Deal found 4/3![Southwest logo]()
$621
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:30 am
ORD
- PLS
1 stop7h 40m
Delta
Thu 5/212:05 pm
PLS
- ORD
2 stops19h 40m
Delta
Deal found 4/5![Delta logo]()
$686
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 5/257:00 pm
ORD
- PLS
2 stops18h 10m
Delta
Wed 6/33:25 pm
PLS
- ORD
2 stops18h 20m
Delta
Deal found 4/3![Delta logo]()
$688
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:50 pm
MDW
- PLS
2 stops19h 05m
Southwest
Fri 4/243:50 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 4/4![Southwest logo]()
$646
This Delta deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:07 am
ORD
- PLS
1 stop6h 03m
Delta
Mon 5/182:05 pm
PLS
- ORD
1 stop7h 21m
Delta
Deal found 4/5![Delta logo]()
$706
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
ORD
- PLS
1 stop7h 55m
Southwest
Sun 5/103:45 pm
PLS
- ORD
1 stop7h 10m
Southwest
Deal found 4/6![Southwest logo]()
$671
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:05 am
MDW
- PLS
1 stop7h 25m
Delta
Thu 6/183:45 pm
PLS
- MDW
1 stop7h 32m
Delta
Deal found 4/6![Delta logo]()
$710
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 7/68:50 pm
MDW
- PLS
2 stops17h 00m
Southwest
Sun 7/124:00 pm
PLS
- MDW
2 stops16h 10m
Southwest
Deal found 4/2![Southwest logo]()
$686
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 7/67:17 pm
ORD
- PLS
2 stops16h 23m
Delta
Sun 7/123:45 pm
PLS
- ORD
1 stop9h 08m
Delta
Deal found 4/2![Delta logo]()
$715
Last-minute flights from Chicago to Turks and Caicos IslandsDiscover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated April 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated April 7, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:34 pm
ORD
- PLS
1 stop22h 44m
Multiple Airlines
Thu 4/166:40 pm
PLS
- ORD
1 stop17h 13m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$404
This Travelocity deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/115:30 am
ORD
- PLS
1 stop9h 48m
Multiple Airlines
Sat 4/181:20 pm
PLS
- ORD
1 stop24h 45m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$380
This Travelocity deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 4/1112:50 pm
ORD
- PLS
2 stops46h 25m
Air Canada
Sat 4/186:40 pm
PLS
- ORD
2 stops19h 25m
Air Canada
Deal found 4/3![Air Canada logo]()
$427
This Air Canada deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/119:20 pm
ORD
- PLS
1 stop13h 55m
Air Canada
Wed 4/151:20 pm
PLS
- ORD
2 stops30h 38m
Air Canada
Deal found 4/2![Air Canada logo]()
$431
This Expedia deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/128:40 am
ORD
- PLS
2 stops26h 35m
Air Canada
Thu 4/166:40 pm
PLS
- ORD
1 stop17h 13m
Air Canada
Deal found 4/2![Air Canada logo]()
$419
This Expedia deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:15 pm
ORD
- PLS
1 stop19h 00m
Air Canada
Thu 4/166:40 pm
PLS
- ORD
1 stop21h 15m
Air Canada
Deal found 4/4![Air Canada logo]()
$416
This Orbitz deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 4/176:40 pm
ORD
- PLS
1 stop16h 35m
Air Canada
Mon 4/201:20 pm
PLS
- ORD
2 stops22h 33m
Air Canada
Deal found 4/2![Air Canada logo]()
$424
This Air Canada deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 30m
Air Canada
Tue 4/211:20 pm
PLS
- ORD
2 stops19h 38m
Air Canada
Deal found 4/4![Air Canada logo]()
$429
This FlightHub deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:13 am
ORD
- PLS
1 stop9h 12m
Air Canada
Fri 4/241:20 pm
PLS
- ORD
2 stops30h 38m
Air Canada
Deal found 4/4![Air Canada logo]()
$426
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Mon 5/113:50 pm
PLS
- MDW
1 stop9h 25m
Southwest
Deal found 4/4![Southwest logo]()
$524
This Southwest deal was found by Cheapflights users on 4/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:45 am
MDW
- PLS
1 stop6h 10m
Southwest
Tue 5/123:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 4/5![Southwest logo]()
$475
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Tue 5/123:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 4/4![Southwest logo]()
$548
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 April 7, 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 April 7, 2026.
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:21 pm
ORD
- PLS
2 stops46h 04m
Air Canada
Deal found 4/6![Air Canada logo]()
$169
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:21 pm
ORD
- PLS
2 stops41h 29m
Air Canada
Deal found 4/6![Air Canada logo]()
$180
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:35 pm
ORD
- PLS
1 stop15h 40m
Air Canada
Deal found 4/6![Air Canada logo]()
$185
This Expedia deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/32:00 pm
ORD
- PLS
2 stops46h 50m
Air Canada
Deal found 4/4![Air Canada logo]()
$197
This Air Canada deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 6/46:22 pm
ORD
- PLS
2 stops18h 28m
Air Canada
Deal found 4/3![Air Canada logo]()
$202
This FlightHub deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/110:00 am
ORD
- PLS
1 stop26h 15m
Air Canada
Deal found 4/3![Air Canada logo]()
$207
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:15 pm
ORD
- PLS
2 stops18h 40m
Southwest
Deal found 4/6![Southwest logo]()
$219
This Air Canada deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:55 pm
ORD
- PLS
2 stops21h 20m
Air Canada
Deal found 4/6![Air Canada logo]()
$224
This Air Canada deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” 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 6/3010:41 am
ORD
- PLS
2 stops26h 09m
Air Canada
Deal found 4/3![Air Canada logo]()
$230
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:15 pm
ORD
- PLS
2 stops18h 40m
Southwest
Deal found 4/4![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 6/17:40 pm
MDW
- PLS
2 stops18h 15m
Southwest
Deal found 4/2![Southwest logo]()
$311
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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 stop5h 40m
Delta
Deal found 4/2![Delta logo]()
$316
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 April 7, 2026.
Round-trip from | $416 (Air Canada) |
|---|---|
One-way from | $169 (FlightHub) |
Popular in | March |
Cheapest in | October |
Average price | $585 |
Good round-trip deal | $795 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 April 7, 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 - PLS
ORDPLS
Chicago O'Hare Intl
Thu 4/23
6:00 am-2:55 pm
1 stop7h 55m
Providenciales
Tue 4/28
3:50 pm-9:55 pm
1 stop7h 05m
$593
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Fri 5/8
5:35 am-2:55 pm
1 stop8h 20m
Providenciales
Sun 5/10
3:45 pm-9:50 pm
1 stop7h 05m
$611
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Wed 5/20
6:50 pm-2:55 pm
2 stops19h 05m
Providenciales
Wed 5/27
3:50 pm-7:10 am
2 stops16h 20m
$612
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Sat 4/25
7:40 am-3:35 pm
2 stops6h 55m
Providenciales
Sat 5/2
12:35 pm-8:25 pm
1 stop8h 50m
$621
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Sun 5/3
5:05 am-2:50 pm
1 stop8h 45m
Providenciales
Sun 5/10
3:45 pm-9:50 pm
1 stop7h 05m
$621
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Sat 5/2
8:31 am-1:05 pm
1 stop27h 34m
Providenciales
Sat 5/9
12:35 pm-8:53 pm
1 stop9h 18m
$633
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Tue 4/21
6:50 pm-2:55 pm
2 stops19h 05m
Providenciales
Fri 4/24
3:50 pm-12:05 am
1 stop9h 15m
$646
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Fri 5/8
6:00 am-2:55 pm
1 stop7h 55m
Providenciales
Sun 5/10
3:45 pm-9:55 pm
1 stop7h 10m
$671
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Wed 5/13
7:07 am-2:10 pm
1 stop6h 03m
Providenciales
Wed 5/20
3:25 pm-9:53 pm
1 stop7h 28m
$681
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Tue 4/28
6:00 am-12:40 pm
1 stop5h 40m
Providenciales
Tue 5/5
2:05 pm-10:28 pm
1 stop9h 23m
$681
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, April is the cheapest month in which you can book a flight from Chicago to Turks and Caicos Islands (average of $364). Flying from Chicago to Turks and Caicos Islands in September is currently the most expensive (average of $526). 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 April 7, 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 April 7, 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.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
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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 April 7, 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 April 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$371 | Average$469 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$422 | Average$650 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$434 | Average$595 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$437 | Average$687 | FlexibilityNo cancel fee | On-time69% |