$191+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Jul 4 — Jul 111
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 June 4, 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 June 4, 2026.
This Expedia deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/253:55 pm
ORD
- PLS
1 stop20h 05m
Air Canada
Sun 11/11:30 pm
PLS
- ORD
1 stop20h 30m
Air Canada
Deal found 6/1![Air Canada logo]()
$456
This Air Canada deal was found by Cheapflights users on 6/3. 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.
Wed 11/43:55 pm
ORD
- PLS
2 stops19h 30m
Air Canada
Sun 11/81:30 pm
PLS
- ORD
1 stop20h 30m
Air Canada
Deal found 6/3![Air Canada logo]()
$471
This Air Canada deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 11/21:55 pm
ORD
- PLS
1 stop22h 05m
Air Canada
Tue 11/102:00 pm
PLS
- ORD
1 stop25h 55m
Air Canada
Deal found 5/31![Air Canada logo]()
$472
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Tue 11/101:55 pm
ORD
- PLS
1 stop22h 05m
Air Canada
Mon 11/162:00 pm
PLS
- ORD
1 stop25h 55m
Air Canada
Deal found 6/4![Air Canada logo]()
$477
This Travelocity deal was found by Cheapflights users on 6/3. 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.
Thu 11/197:15 am
ORD
- PLS
1 stop28h 45m
Air Canada
Wed 11/252:00 pm
PLS
- ORD
1 stop25h 55m
Air Canada
Deal found 6/3![Air Canada logo]()
$478
This Air Canada deal was found by Cheapflights users on 6/4. 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 11/216:30 pm
ORD
- PLS
1 stop16h 55m
Air Canada
Thu 11/261:30 pm
PLS
- ORD
1 stop20h 30m
Air Canada
Deal found 6/4![Air Canada logo]()
$487
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 11/27:00 am
MDW
- PLS
1 stop5h 45m
Southwest
Tue 11/102:40 pm
PLS
- MDW
1 stop7h 30m
Southwest
Deal found 6/1![Southwest logo]()
$523
This Southwest deal was found by Cheapflights users on 6/3. 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.
Wed 11/45:15 am
MDW
- PLS
1 stop7h 30m
Southwest
Sun 11/82:40 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 6/3![Southwest logo]()
$557
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 11/76:15 pm
MDW
- PLS
2 stops18h 30m
Southwest
Thu 11/122:40 pm
PLS
- MDW
2 stops10h 25m
Southwest
Deal found 6/1![Southwest logo]()
$562
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 11/105:15 am
MDW
- PLS
1 stop7h 30m
Southwest
Sun 11/152:40 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 6/1![Southwest logo]()
$567
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:10 am
MDW
- PLS
1 stop7h 35m
Southwest
Tue 11/172:40 pm
PLS
- MDW
2 stops9h 00m
Southwest
Deal found 6/1![Southwest logo]()
$582
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 11/72:50 pm
MDW
- PLS
2 stops21h 55m
Southwest
Wed 11/112:40 pm
PLS
- MDW
1 stop7h 30m
Southwest
Deal found 6/1![Southwest logo]()
$602
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 June 4, 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 June 4, 2026.
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Tue 11/101:55 pm
ORD
- PLS
1 stop22h 05m
Air Canada
Mon 11/162:00 pm
PLS
- ORD
1 stop25h 55m
Air Canada
Deal found 6/4![Air Canada logo]()
$477
This Orbitz deal was found by Cheapflights users on 6/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:40 pm
ORD
- PLS
1 stop15h 05m
Multiple Airlines
Fri 7/172:14 pm
PLS
- ORD
1 stop19h 37m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$594
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 7/46:20 am
MDW
- PLS
1 stop6h 25m
Southwest
Sat 7/1112:40 pm
PLS
- MDW
1 stop7h 40m
Southwest
Deal found 6/1![Southwest logo]()
$611
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 8/275:28 am
ORD
- PLS
1 stop6h 12m
Delta
Mon 8/312:05 pm
PLS
- ORD
1 stop10h 57m
Delta
Deal found 5/31![Delta logo]()
$685
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 8/65:30 am
ORD
- PLS
1 stop7h 55m
United Airlines
Sun 8/93:30 pm
PLS
- ORD
1 stop8h 45m
United Airlines
Deal found 5/31![United Airlines logo]()
$685
This Southwest deal was found by Cheapflights users on 6/3. 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.
Wed 11/44:15 pm
MDW
- PLS
2 stops20h 30m
Southwest
Sun 11/82:40 pm
PLS
- MDW
2 stops10h 25m
Southwest
Deal found 6/3![Southwest logo]()
$612
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Thu 11/196:30 pm
ORD
- PLS
1 stop16h 55m
Air Canada
Sun 11/291:30 pm
PLS
- ORD
1 stop20h 30m
Air Canada
Deal found 6/4![Air Canada logo]()
$613
This Delta deal was found by Cheapflights users on 6/3. 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.
Thu 7/96:35 am
ORD
- PLS
1 stop6h 55m
Delta
Sun 7/123:45 pm
PLS
- ORD
1 stop9h 08m
Delta
Deal found 6/3![Delta logo]()
$685
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Thu 8/136:21 pm
ORD
- PLS
2 stops18h 29m
Air Canada
Mon 8/171:40 pm
PLS
- ORD
1 stop20h 20m
Air Canada
Deal found 6/4![Air Canada logo]()
$650
This Southwest deal was found by Cheapflights users on 6/2. 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.
Fri 6/268:50 pm
MDW
- PLS
2 stops15h 55m
Southwest
Sun 6/284:00 pm
PLS
- MDW
1 stop8h 45m
Southwest
Deal found 6/2![Southwest logo]()
$666
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/185:30 am
ORD
- PLS
1 stop6h 15m
Delta
Tue 9/292:10 pm
PLS
- ORD
1 stop7h 45m
Delta
Deal found 5/31![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/185:30 am
ORD
- PLS
1 stop6h 15m
Delta
Thu 10/12:10 pm
PLS
- ORD
1 stop10h 49m
Delta
Deal found 5/31![Delta logo]()
$685
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/245:10 pm
MDW
- PLS
2 stops17h 35m
Southwest
Mon 7/273:50 pm
PLS
- MDW
2 stops17h 50m
Southwest
Deal found 5/30![Southwest logo]()
$696
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 7/175:30 am
ORD
- PLS
1 stop8h 00m
Delta
Thu 7/233:45 pm
PLS
- ORD
1 stop9h 08m
Delta
Deal found 5/31![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 10/165:30 am
ORD
- PLS
1 stop6h 15m
Delta
Tue 10/202:05 pm
PLS
- ORD
1 stop10h 45m
Delta
Deal found 5/31![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/106:00 am
MDW
- PLS
1 stop5h 45m
Delta
Fri 9/182:10 pm
PLS
- MDW
1 stop9h 15m
Delta
Deal found 5/31![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 6/2. 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.
Thu 7/166:00 am
MDW
- PLS
1 stop5h 40m
Delta
Thu 7/233:45 pm
PLS
- MDW
1 stop7h 30m
Delta
Deal found 6/2![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/216:05 am
MDW
- PLS
1 stop5h 40m
Delta
Thu 10/12:10 pm
PLS
- MDW
1 stop9h 15m
Delta
Deal found 5/31![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 8/136:05 am
MDW
- PLS
1 stop5h 35m
Delta
Tue 8/182:05 pm
PLS
- MDW
1 stop9h 31m
Delta
Deal found 5/30![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:05 am
MDW
- PLS
1 stop5h 35m
Delta
Tue 8/252:05 pm
PLS
- MDW
1 stop9h 31m
Delta
Deal found 6/4![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/246:00 am
MDW
- PLS
1 stop5h 40m
Delta
Mon 7/273:45 pm
PLS
- MDW
1 stop7h 30m
Delta
Deal found 5/30![Delta logo]()
$685
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am
MDW
- PLS
1 stop5h 45m
Delta
Tue 10/202:05 pm
PLS
- MDW
1 stop8h 40m
Delta
Deal found 6/4![Delta logo]()
$725
Last-minute flights from Chicago to Turks and Caicos IslandsDiscover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated June 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Turks and Caicos Islands. Data last updated June 4, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 6/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:55 am
ORD
- PLS
1 stop26h 20m
Air Canada
Fri 6/192:45 pm
PLS
- ORD
2 stops25h 10m
Air Canada
Deal found 6/3![Air Canada logo]()
$590
This Expedia deal was found by Cheapflights users on 6/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:15 pm
ORD
- PLS
1 stop22h 00m
Multiple Airlines
Fri 6/192:10 pm
PLS
- ORD
1 stop19h 35m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$608
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Sun 6/218:40 pm
ORD
- PLS
1 stop15h 05m
Air Canada
Tue 6/301:40 pm
PLS
- ORD
1 stop20h 20m
Air Canada
Deal found 6/4![Air Canada logo]()
$576
This Southwest deal was found by Cheapflights users on 6/3. 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.
Mon 6/299:25 pm
MDW
- PLS
2 stops16h 30m
Southwest
Fri 7/33:50 pm
PLS
- MDW
2 stops18h 05m
Southwest
Deal found 6/3![Southwest logo]()
$662
This Orbitz deal was found by Cheapflights users on 6/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:15 pm
ORD
- PLS
1 stop21h 30m
Air Canada
Mon 7/61:40 pm
PLS
- ORD
1 stop24h 42m
Air Canada
Deal found 6/4![Air Canada logo]()
$599
This Southwest deal was found by Cheapflights users on 6/3. 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 7/46:20 am
MDW
- PLS
1 stop6h 25m
Southwest
Sat 7/1112:40 pm
PLS
- MDW
1 stop10h 50m
Southwest
Deal found 6/3![Southwest logo]()
$611
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 7/55:05 am
MDW
- PLS
2 stops8h 55m
Southwest
Sun 7/124:00 pm
PLS
- MDW
2 stops16h 10m
Southwest
Deal found 5/31![Southwest logo]()
$652
This Orbitz deal was found by Cheapflights users on 6/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/128:40 pm
ORD
- PLS
1 stop15h 05m
Multiple Airlines
Fri 7/172:14 pm
PLS
- ORD
1 stop19h 37m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$594
This Travelocity deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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 7/186:00 am
ORD
- PLS
1 stop29h 54m
JetBlue
Wed 7/222:14 pm
PLS
- ORD
1 stop8h 44m
JetBlue
Deal found 6/1![JetBlue logo]()
$575
This Justfly.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/209:40 am
ORD
- PLS
1 stop26h 14m
JetBlue
Mon 7/272:14 pm
PLS
- ORD
1 stop19h 36m
JetBlue
Deal found 6/1![JetBlue logo]()
$621
This Expedia deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
Tue 7/216:30 pm
ORD
- PLS
1 stop17h 24m
JetBlue
Mon 7/272:14 pm
PLS
- ORD
1 stop19h 36m
JetBlue
Deal found 6/1![JetBlue logo]()
$582
This Priceline deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/248:10 pm
ORD
- PLS
1 stop14h 00m
JetBlue
Mon 7/272:14 pm
PLS
- ORD
1 stop8h 44m
JetBlue
Deal found 5/30![JetBlue logo]()
$633
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 June 4, 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 June 4, 2026.
This Justfly.com deal was found by Cheapflights users on 6/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:20 pm
ORD
- PLS
1 stop18h 20m
JetBlue
Deal found 6/4![JetBlue logo]()
$191
This Travelocity deal was found by Cheapflights users on 6/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/297:15 am
ORD
- PLS
1 stop28h 45m
Air Canada
Deal found 6/2![Air Canada logo]()
$197
This FlightHub deal was found by Cheapflights users on 6/4. 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 6/306:00 am
ORD
- PLS
2 stops32h 40m
JetBlue
Deal found 6/4![JetBlue logo]()
$202
This Air Canada deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 11/91:55 pm
ORD
- PLS
1 stop22h 05m
Air Canada
Deal found 5/31![Air Canada logo]()
$205
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 11/96:05 pm
MDW
- PLS
2 stops18h 40m
Southwest
Deal found 5/31![Southwest logo]()
$207
This Air Canada deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 11/276:30 pm
ORD
- PLS
1 stop16h 55m
Air Canada
Deal found 5/31![Air Canada logo]()
$210
This Air Canada deal was found by Cheapflights users on 6/2. 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.
Thu 11/263:55 pm
ORD
- PLS
1 stop20h 05m
Air Canada
Deal found 6/2![Air Canada logo]()
$235
This Air Canada deal was found by Cheapflights users on 6/3. 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.
Sun 8/303:40 pm
ORD
- PLS
2 stops20h 05m
Air Canada
Deal found 6/3![Air Canada logo]()
$238
This JetBlue deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Fri 8/288:20 pm
ORD
- PLS
1 stop13h 50m
JetBlue
Deal found 5/31![JetBlue logo]()
$246
This Justfly.com deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:30 pm
ORD
- PLS
1 stop17h 24m
JetBlue
Deal found 5/31![JetBlue logo]()
$251
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 7/36:35 pm
MDW
- PLS
2 stops16h 10m
Southwest
Deal found 5/31![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 6/175:10 am
MDW
- PLS
1 stop8h 45m
Southwest
Deal found 5/31![Southwest logo]()
$291
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 June 4, 2026.
Round-trip from | $456 (Expedia) |
|---|---|
One-way from | $191 (Justfly.com) |
Popular in | August |
Cheapest in | April |
Average price | $695 |
Good round-trip deal | $815 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 June 4, 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
Tue 11/10
1:55 pm-1:00 pm
1 stop22h 05m
Providenciales
Mon 11/16
2:00 pm-2:55 pm
1 stop25h 55m
$477
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Sun 7/12
8:40 pm-12:45 pm
1 stop15h 05m
Providenciales
Fri 7/17
2:14 pm-8:51 am
1 stop19h 37m
$594
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Sat 7/4
6:20 am-1:45 pm
1 stop6h 25m
Providenciales
Sat 7/11
12:40 pm-7:20 pm
1 stop7h 40m
$611
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Wed 11/4
4:15 pm-1:45 pm
2 stops20h 30m
Providenciales
Sun 11/8
2:40 pm-12:05 am
2 stops10h 25m
$612
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Thu 11/19
6:30 pm-12:25 pm
1 stop16h 55m
Providenciales
Sun 11/29
1:30 pm-9:00 am
1 stop20h 30m
$613
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Thu 8/13
6:21 pm-1:50 pm
2 stops18h 29m
Providenciales
Mon 8/17
1:40 pm-9:00 am
1 stop20h 20m
$650
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Fri 6/26
8:50 pm-1:45 pm
2 stops15h 55m
Providenciales
Sun 6/28
4:00 pm-11:45 pm
1 stop8h 45m
$666
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Thu 8/27
5:28 am-12:40 pm
1 stop6h 12m
Providenciales
Mon 8/31
2:05 pm-12:02 am
1 stop10h 57m
$685
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Thu 8/6
5:30 am-2:25 pm
1 stop7h 55m
Providenciales
Sun 8/9
3:30 pm-11:15 pm
1 stop8h 45m
$685
ChicagoProvidenciales
ORD - PLS
ORDPLS
Chicago O'Hare Intl
Thu 7/9
6:35 am-2:30 pm
1 stop6h 55m
Providenciales
Sun 7/12
3:45 pm-11:53 pm
1 stop9h 08m
$685
Showing 1-10 of 37 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, March is the cheapest month in which you can book a flight from Chicago to Turks and Caicos Islands (average of $214). Flying from Chicago to Turks and Caicos Islands in August is currently the most expensive (average of $502). 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 June 4, 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.
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 June 4, 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.
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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 June 4, 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 June 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$371 | Average$469 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$409 | Average$696 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$434 | Average$623 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$437 | Average$726 | FlexibilityNo cancel fee | On-time69% |