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Turks and Caicos Islands

$253+ 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 7/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$436
(Southwest)

One-way from

$253
(Flightnetwork)

Popular in

December

Cheapest in

July

Average price

$613

Good round-trip deal

$540 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. 7% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 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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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 June 16, 2025.

This Southwest deal was found by Cheapflights users on 6/14. 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.
Sun 11/25:05 amORD - PLS
1 stop6h 40mSouthwest
Thu 11/62:40 pmPLS - ORD
1 stop8h 10mSouthwest
Deal found 6/14$436
This United Airlines deal was found by Cheapflights users on 6/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/309:50 pmORD - PLS
1 stop15h 35mUnited Airlines
Wed 8/612:35 pmPLS - ORD
1 stop9h 53mUnited Airlines
Deal found 6/15$473
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:45 pmORD - PLS
1 stop15h 29mAmerican Airlines
Tue 8/51:14 pmPLS - ORD
1 stop8h 08mAmerican Airlines
Deal found 6/14$477
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 7/226:00 amMDW - PLS
1 stop5h 35mDelta
Wed 7/302:00 pmPLS - MDW
1 stop8h 42mDelta
Deal found 6/14$478
This Southwest deal was found by Cheapflights users on 6/15. 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.
Tue 12/27:10 amMDW - PLS
1 stop5h 35mSouthwest
Wed 12/102:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 6/15$481
This Delta deal was found by Cheapflights users on 6/14. 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.
Sat 8/165:45 amORD - PLS
1 stop5h 50mDelta
Fri 8/222:00 pmPLS - ORD
1 stop8h 35mDelta
Deal found 6/14$503
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/23:35 pmORD - PLS
2 stops19h 45mAir Canada
Wed 12/101:20 pmPLS - ORD
2 stops22h 19mAir Canada
Deal found 6/15$546
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/169:28 pmORD - PLS
3 stops19h 37mMultiple Airlines
Sat 6/217:05 pmPLS - ORD
1 stop15h 04mMultiple Airlines
Deal found 6/15$777

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 16, 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

Sun 11/2

5:05 am-12:45 pm

1 stop6h 40m

Providenciales

Thu 11/6

2:40 pm-9:50 pm

1 stop8h 10m

$436

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Wed 7/30

9:50 pm-2:25 pm

1 stop15h 35m

Providenciales

Wed 8/6

12:35 pm-9:28 pm

1 stop9h 53m

$473

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Tue 7/29

7:45 pm-12:14 pm

1 stop15h 29m

Providenciales

Tue 8/5

1:14 pm-8:22 pm

1 stop8h 08m

$477

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 7/22

6:00 am-12:35 pm

1 stop5h 35m

Providenciales

Wed 7/30

2:00 pm-9:42 pm

1 stop8h 42m

$478

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 8/16

5:45 am-12:35 pm

1 stop5h 50m

Providenciales

Fri 8/22

2:00 pm-9:35 pm

1 stop8h 35m

$503

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Tue 12/2

3:35 pm-12:20 pm

2 stops19h 45m

Providenciales

Wed 12/10

1:20 pm-10:39 am

2 stops22h 19m

$546

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 7/29

8:50 pm-3:05 pm

2 stops17h 15m

Providenciales

Fri 8/1

4:00 pm-8:25 am

2 stops17h 25m

$578

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Fri 9/12

1:03 pm-4:40 pm

3 stops26h 37m

Providenciales

Wed 9/17

4:35 pm-2:34 pm

2 stops22h 59m

$848

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Tue 7/29

9:55 am-6:05 pm

1 stop7h 10m

$253

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Fri 8/29

5:25 pm-2:40 pm

2 stops20h 15m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 15 results
1
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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 June 16, 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 June 16, 2025.
To help decide which airline to fly from Chicago to Turks and Caicos Islands, see what other customers have to say about Southwest, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,801 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Air Canada
7.1
Good
9,563 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 airlines to fly from Chicago to Turks and Caicos Islands one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $253. Users have also found prices from $291 and $301 on Southwest and American Airlines, respectively.

  • 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 $778, our data indicates the cheapest price to be $525. The most popular route (Chicago O'Hare Intl - Providenciales), is priced around $436.

  • 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$462Average$657FlexibilityNo cancel feeOn-time71%
DeltaCheapest$487Average$687FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$506Average$726FlexibilityNo cancel feeOn-time69%

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