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Turks and Caicos Islands

$192+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap 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 August 14, 2025.

Round-trip from

$438
(Southwest)

One-way from

$192
(Air Canada)

Popular in

December

Cheapest in

July

Average price

$673

Good round-trip deal

$649 or less

Good one-way deal

$378 or less
From Chicago (CHI) to Turks and Caicos Islands
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One-way flight from Chicago (CHI) to Turks and Caicos Islands
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Highest demand for flights based on searches. 6% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Turks and Caicos Islands.
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Price to beat on a one-way flight from Chicago (CHI) to Turks and Caicos Islands.
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Find flight deals from Chicago to Turks and Caicos Islands

Cheapest flights from Chicago to Turks and Caicos Islands
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 August 14, 2025.

This Priceline deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:00 amORD - PLS
1 stop29h 21mJetBlue
Sat 11/2210:43 amPLS - ORD
1 stop10h 07mJetBlue
Deal found 8/13$445
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:05 amMDW - PLS
1 stop8h 30mSouthwest
Tue 11/112:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 8/14$471
This JetBlue deal was found by Cheapflights users on 8/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:44 amORD - PLS
1 stop8h 52mJetBlue
Thu 11/202:42 pmPLS - ORD
1 stop9h 08mJetBlue
Deal found 8/14$475
This Priceline deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/67:15 amORD - PLS
1 stop9h 25mAir Canada
Tue 11/116:40 pmPLS - ORD
2 stops15h 33mAir Canada
Deal found 8/12$477
This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2510:00 amORD - PLS
1 stop25h 15mAir Canada
Tue 12/26:40 pmPLS - ORD
1 stop25h 50mAir Canada
Deal found 8/14$485
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:50 amMDW - PLS
1 stop5h 55mSouthwest
Tue 11/182:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 8/14$485
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:50 amMDW - PLS
1 stop6h 55mSouthwest
Tue 11/112:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 8/12$495
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/232:00 pmORD - PLS
2 stops50h 40mAir Canada
Fri 11/281:15 pmPLS - ORD
1 stop26h 55mAir Canada
Deal found 8/14$498
This Expedia deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:15 amORD - PLS
1 stop9h 25mAir Canada
Mon 11/171:15 pmPLS - ORD
1 stop20h 58mAir Canada
Deal found 8/13$499
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/248:15 pmORD - PLS
1 stop15h 00mAir Canada
Mon 12/11:15 pmPLS - ORD
1 stop26h 55mAir Canada
Deal found 8/14$503
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:44 amORD - PLS
1 stop29h 37mJetBlue
Tue 11/182:50 pmPLS - ORD
2 stops20h 45mJetBlue
Deal found 8/14$505
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:00 amMDW - PLS
1 stop5h 45mDelta
Fri 9/192:10 pmPLS - MDW
1 stop8h 26mDelta
Deal found 8/14$528

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 August 14, 2025.
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 1/7

6:05 am-2:05 pm

1 stop7h 00m

Providenciales

Wed 1/14

3:00 pm-9:50 pm

1 stop7h 50m

$438

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Tue 11/18

7:00 am-1:21 pm

1 stop29h 21m

Providenciales

Sat 11/22

10:43 am-7:50 pm

1 stop10h 07m

$445

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 11/18

5:05 am-1:45 pm

1 stop7h 40m

Providenciales

Sat 11/22

3:20 pm-11:20 pm

1 stop9h 00m

$471

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 11/8

5:05 am-2:35 pm

1 stop8h 30m

Providenciales

Tue 11/11

2:40 pm-8:40 pm

1 stop7h 00m

$471

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 11/15

6:44 am-4:36 pm

1 stop8h 52m

Providenciales

Thu 11/20

2:42 pm-10:50 pm

1 stop9h 08m

$475

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Thu 11/6

7:15 am-5:40 pm

1 stop9h 25m

Providenciales

Tue 11/11

6:40 pm-9:13 am

2 stops15h 33m

$477

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Thu 1/29

7:30 pm-1:21 pm

1 stop16h 51m

Providenciales

Tue 2/3

2:25 pm-6:34 pm

1 stop29h 09m

$483

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Thu 2/5

7:30 pm-1:21 pm

1 stop16h 51m

Providenciales

Mon 2/9

2:25 pm-1:23 pm

1 stop23h 58m

$483

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Tue 11/25

8:15 pm-12:15 pm

1 stop15h 00m

Providenciales

Tue 12/2

6:40 pm-12:51 pm

2 stops19h 11m

$485

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 11/14

6:50 am-1:45 pm

1 stop5h 55m

Providenciales

Tue 11/18

2:40 pm-8:40 pm

1 stop7h 00m

$485

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 21 results
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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.
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

What is the cheapest month to book a flight from Chicago to Turks and Caicos Islands?

Currently, August is the cheapest month in which you can book a flight from Chicago to Turks and Caicos Islands (average of $485). Flying from Chicago to Turks and Caicos Islands in March is currently the most expensive (average of $588). 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 August 14, 2025.

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 August 14, 2025.
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.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • What are the cheapest flights from Chicago to Turks and Caicos Islands?

    Looking for the cheapest flight from Chicago to Turks and Caicos Islands? While on average our users pay $541, our data indicates the cheapest price to be $368. The most popular route (Chicago O'Hare Intl - Providenciales), is priced around $445.

  • Can I find deals for flights from Chicago to Turks and Caicos Islands that include hotel bookings?

    Yes. In addition to deals on Chicago to Turks and Caicos Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Turks and Caicos Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Turks and Caicos Islands.

  • Can I find deals for business class flights from Chicago to Turks and Caicos Islands?

    Yes. Cheapflights offers flight deals from Chicago to Turks and Caicos Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Turks and Caicos Islands?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Turks and Caicos Islands (average of $485). Flying from Chicago to Turks and Caicos Islands in March is currently the most expensive (average of $588). 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.

See more FAQs

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Alternative routes for Chicago to Turks and Caicos Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Turks and Caicos Islands

Discover the top 3 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$478Average$655FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$508Average$726FlexibilityNo cancel feeOn-time69%
DeltaCheapest$559Average$712FlexibilityNo cancel feeOn-timeN/A

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