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Turks and Caicos Islands

$129+ Cheap flights from Chicago (CHI) to the Turks and Caicos Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
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 October 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$321
(Priceline)

One-way from

$129
(Air Canada)

Popular in

December

Cheapest in

July

Average price

$693

Good round-trip deal

$551 or less
Provider with most accurate pricing for Chicago (CHI)-Providenciales flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Providenciales flights.
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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. 8% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 2, 2025.

This Priceline deal was found by Cheapflights users on 9/30. 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.
Thu 10/307:15 amORD - PLS
1 stop9h 25mAir Canada
Thu 11/66:40 pmPLS - ORD
1 stop26h 20mAir Canada
Deal found 9/30$356
This FlightHub deal was found by Cheapflights users on 10/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/287:15 amORD - PLS
1 stop9h 25mAir Canada
Tue 11/46:40 pmPLS - ORD
1 stop21h 15mAir Canada
Deal found 10/1$357
This Air Canada deal was found by Cheapflights users on 9/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/258:15 pmORD - PLS
1 stop15h 00mAir Canada
Tue 12/26:40 pmPLS - ORD
1 stop17h 38mAir Canada
Deal found 9/30$380
This United Airlines deal was found by Cheapflights users on 9/29. 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.
Tue 12/308:45 amORD - PLS
Nonstop4h 10mUnited Airlines
Wed 12/312:23 pmPLS - ORD
Nonstop4h 47mUnited Airlines
Deal found 9/29$387
This Air Canada deal was found by Cheapflights users on 10/2. 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.
Mon 11/248:15 pmORD - PLS
2 stops20h 25mAir Canada
Wed 11/261:15 pmPLS - ORD
1 stop24h 46mAir Canada
Deal found 10/2$397
This Air Canada deal was found by Cheapflights users on 9/29. 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 11/137:05 amORD - PLS
1 stop9h 35mAir Canada
Tue 11/186:40 pmPLS - ORD
1 stop21h 15mAir Canada
Deal found 9/29$400
This Delta deal was found by Cheapflights users on 10/2. 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.
Sun 12/216:35 amORD - PLS
1 stop7h 35mDelta
Wed 12/242:15 pmPLS - ORD
1 stop10h 47mDelta
Deal found 10/2$402
This Delta deal was found by Cheapflights users on 9/30. 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.
Tue 12/236:00 amMDW - PLS
1 stop7h 25mDelta
Wed 12/312:15 pmPLS - MDW
1 stop9h 07mDelta
Deal found 9/30$402
This Air Canada deal was found by Cheapflights users on 9/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:15 amORD - PLS
1 stop9h 25mAir Canada
Mon 12/86:40 pmPLS - ORD
1 stop21h 15mAir Canada
Deal found 9/30$403
This Delta deal was found by Cheapflights users on 9/30. 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.
Tue 12/236:45 amORD - PLS
1 stop6h 40mDelta
Wed 12/313:50 pmPLS - ORD
2 stops22h 04mDelta
Deal found 9/30$406
This Delta deal was found by Cheapflights users on 9/30. 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.
Tue 12/236:00 amMDW - PLS
1 stop7h 25mDelta
Tue 12/303:50 pmPLS - MDW
2 stops26h 36mDelta
Deal found 9/30$406
This Delta deal was found by Cheapflights users on 10/2. 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.
Sun 12/216:00 amMDW - PLS
1 stop7h 25mDelta
Wed 12/242:15 pmPLS - MDW
1 stop9h 07mDelta
Deal found 10/2$425

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 October 2, 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

MDW - PLS

MDWPLS

Chicago Midway

Sat 1/10

6:00 am-3:48 pm

1 stop8h 48m

Providenciales

Sat 1/17

4:50 pm-11:26 pm

1 stop7h 36m

$352

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 2/15

6:00 am-2:22 pm

1 stop7h 22m

Providenciales

Tue 2/24

2:05 pm-9:46 pm

1 stop8h 41m

$360

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 2/17

6:00 am-12:40 pm

1 stop5h 40m

Providenciales

Wed 2/25

3:52 pm-9:46 pm

1 stop6h 54m

$360

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 2/17

6:00 am-12:40 pm

1 stop5h 40m

Providenciales

Tue 2/24

2:05 pm-9:46 pm

1 stop8h 41m

$360

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Wed 2/18

6:00 am-12:40 pm

1 stop5h 40m

Providenciales

Wed 2/25

3:52 pm-9:46 pm

1 stop6h 54m

$360

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 2/15

6:00 am-2:22 pm

1 stop7h 22m

Providenciales

Wed 2/25

1:25 pm-9:56 am

2 stops21h 31m

$364

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 2/16

9:30 am-12:40 pm

2 stops26h 10m

Providenciales

Wed 2/25

2:05 pm-8:50 am

2 stops19h 45m

$364

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 1/1

6:00 am-12:50 pm

1 stop5h 50m

Providenciales

Tue 1/6

2:05 pm-9:46 pm

1 stop8h 41m

$385

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Tue 12/30

8:45 am-1:55 pm

Nonstop4h 10m

Providenciales

Wed 12/31

2:23 pm-6:10 pm

Nonstop4h 47m

$387

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Thu 11/13

7:05 am-5:40 pm

1 stop9h 35m

Providenciales

Tue 11/18

6:40 pm-2:55 pm

1 stop21h 15m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 28 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 October 2, 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 October 2, 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
4,248 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,962 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,933 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago to Turks and Caicos Islands?

    There are many flights that can get you from Chicago to Turks and Caicos Islands in 4h 10m. Fly via Frontier, Delta, or United Airlines to get the fastest option. Chicago and Turks and Caicos Islands are separated by a distance of 1663 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $134. Users have also found prices from $328 and $352 on Delta and Frontier, 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 $661, our data indicates the cheapest price to be $437. The most popular route (Chicago O'Hare Intl - Providenciales), is priced around $375.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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 October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$459Average$659FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$494Average$728FlexibilityNo cancel feeOn-time69%
DeltaCheapest$552Average$712FlexibilityNo cancel feeOn-timeN/A

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