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Turks and Caicos Islands

$137+ Cheap flights from Midway (MDW) 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PLS
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Midway to Turks and Caicos Islands

Keep the following information in mind while searching for Midway to Turks and Caicos Islands flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$507
(Southwest)

One-way from

$137
(Priceline)

Popular in

March

Cheapest in

June

Average price

$681
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 Midway to Turks and Caicos Islands
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One-way flight from Chicago Midway to Turks and Caicos Islands
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Highest demand for flights based on searches. 5% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Midway to Turks and Caicos Islands

Cheapest flights from Midway to Turks and Caicos Islands
Explore the most affordable flight options available from Midway to Turks and Caicos Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Southwest deal was found by Cheapflights users on 1/7. 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 1/295:00 amMDW - PLS
1 stop7h 45mSouthwest
Tue 2/32:40 pmPLS - MDW
1 stop7h 20mSouthwest
Deal found 1/7$507
This Southwest deal was found by Cheapflights users on 1/7. 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 2/218:45 pmMDW - PLS
2 stops16h 00mSouthwest
Tue 2/242:40 pmPLS - MDW
1 stop7h 20mSouthwest
Deal found 1/7$512
This Southwest deal was found by Cheapflights users on 1/6. 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.
Wed 2/185:00 amMDW - PLS
1 stop7h 45mSouthwest
Tue 2/242:40 pmPLS - MDW
1 stop7h 20mSouthwest
Deal found 1/6$521
This Delta deal was found by Cheapflights users on 1/6. 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.
Tue 1/206:00 amMDW - PLS
1 stop7h 25mDelta
Tue 1/272:15 pmPLS - MDW
1 stop9h 07mDelta
Deal found 1/6$529
This Southwest deal was found by Cheapflights users on 1/7. 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 2/66:45 amMDW - PLS
1 stop6h 00mSouthwest
Fri 2/132:40 pmPLS - MDW
1 stop8h 35mSouthwest
Deal found 1/7$538
This Southwest deal was found by Cheapflights users on 1/6. 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.
Sun 1/255:30 amMDW - PLS
1 stop7h 15mSouthwest
Sat 1/312:40 pmPLS - MDW
1 stop8h 30mSouthwest
Deal found 1/6$546
This Delta deal was found by Cheapflights users on 1/6. 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.
Sun 2/226:00 amMDW - PLS
1 stop5h 45mDelta
Sat 2/284:30 pmPLS - MDW
1 stop17h 36mDelta
Deal found 1/6$549
This Southwest deal was found by Cheapflights users on 1/7. 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 1/305:00 amMDW - PLS
1 stop7h 45mSouthwest
Fri 2/62:40 pmPLS - MDW
2 stops17h 55mSouthwest
Deal found 1/7$551
This Southwest deal was found by Cheapflights users on 1/6. 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.
Wed 5/136:00 amMDW - PLS
1 stop7h 55mSouthwest
Sun 5/173:45 pmPLS - MDW
1 stop7h 05mSouthwest
Deal found 1/6$552

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 January 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to the Turks and Caicos Islands that are best for you.

Fly from

Midway

Fly to

Turks and Caicos Islands

Route

Depart

Return

Price

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 1/29

5:00 am-1:45 pm

1 stop7h 45m

Providenciales

Tue 2/3

2:40 pm-9:00 pm

1 stop7h 20m

$507

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 2/21

8:45 pm-1:45 pm

2 stops16h 00m

Providenciales

Tue 2/24

2:40 pm-9:00 pm

1 stop7h 20m

$512

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 2/6

6:45 am-1:45 pm

1 stop6h 00m

Providenciales

Fri 2/13

2:40 pm-10:15 pm

1 stop8h 35m

$538

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 2/7

7:50 pm-1:45 pm

2 stops16h 55m

Providenciales

Tue 2/10

2:40 pm-9:00 pm

1 stop7h 20m

$543

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 1/25

5:30 am-1:45 pm

1 stop7h 15m

Providenciales

Sat 1/31

2:40 pm-10:10 pm

1 stop8h 30m

$546

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 2/22

6:40 pm-12:00 pm

2 stops16h 20m

Providenciales

Sat 2/28

3:50 pm-10:31 pm

1 stop7h 41m

$549

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Wed 5/13

6:00 am-2:55 pm

1 stop7h 55m

Providenciales

Sun 5/17

3:45 pm-11:05 pm

2 stops8h 20m

$557

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 1/30

6:00 am-12:50 pm

1 stop5h 50m

Providenciales

Fri 2/6

2:15 pm-10:22 pm

1 stop9h 07m

$559

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 1/30

5:01 pm-3:38 pm

1 stop21h 37m

$137

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 4/27

5:35 am-2:55 pm

1 stop8h 20m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 18 results
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Best time to book a flight from Midway to Turks and Caicos Islands

Have a flexible travel schedule? Discover the best time to fly to Turks and Caicos Islands from Midway 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 Midway Airport to the Turks and Caicos Islands
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway Airport to Turks and Caicos Islands?

    For as low as $507, Southwest can have you in Turks and Caicos Islands from Chicago Midway Airport in 7h 45m. Chicago Midway Airport and Turks and Caicos Islands are separated by a distance of 1648 mi.

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

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

  • How can I find direct flights from Midway 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 Midway to Turks and Caicos Islands.

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

    Yes. Cheapflights offers flight deals from Midway 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.

See more FAQs

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Alternative routes for Midway to Turks and Caicos Islands

See prices for flight routes from nearby airports that may be better suited for you.
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