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Turks and Caicos Islands

$227+ 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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PLS
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
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 August 18, 2025.

Round-trip from

$489
(Southwest)

One-way from

$227
(Southwest)

Popular in

December

Cheapest in

July

Average price

$673
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. 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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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 August 18, 2025.

This Southwest deal was found by Cheapflights users on 8/18. 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 11/276:25 amMDW - PLS
1 stop6h 20mSouthwest
Wed 12/32:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 8/18$489
This Southwest deal was found by Cheapflights users on 8/17. 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 10/268:15 amMDW - PLS
1 stop5h 45mSouthwest
Sat 11/13:25 pmPLS - MDW
1 stop6h 35mSouthwest
Deal found 8/17$506
This Southwest deal was found by Cheapflights users on 8/15. 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.
Fri 11/76:50 amMDW - PLS
1 stop5h 55mSouthwest
Wed 11/122:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 8/15$513
This Delta deal was found by Cheapflights users on 8/18. 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.
Wed 11/265:59 pmMDW - PLS
2 stops17h 32mDelta
Wed 12/32:00 pmPLS - MDW
1 stop8h 44mDelta
Deal found 8/18$532
This Delta deal was found by Cheapflights users on 8/18. 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 11/286:00 amMDW - PLS
1 stop5h 31mDelta
Wed 12/32:00 pmPLS - MDW
1 stop8h 44mDelta
Deal found 8/18$553
This Delta deal was found by Cheapflights users on 8/18. 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 11/276:00 amMDW - PLS
1 stop5h 31mDelta
Thu 12/42:00 pmPLS - MDW
2 stops23h 32mDelta
Deal found 8/18$557
This Delta deal was found by Cheapflights users on 8/18. 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 11/296:00 amMDW - PLS
1 stop6h 50mDelta
Sat 12/63:10 pmPLS - MDW
1 stop7h 34mDelta
Deal found 8/18$578
This Delta deal was found by Cheapflights users on 8/17. 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 12/256:00 amMDW - PLS
1 stop6h 51mDelta
Wed 12/312:05 pmPLS - MDW
1 stop9h 00mDelta
Deal found 8/17$674

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 August 18, 2025.
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

Sun 10/26

8:15 am-3:00 pm

1 stop5h 45m

Providenciales

Sat 11/1

3:25 pm-9:00 pm

1 stop6h 35m

$506

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 11/7

6:50 am-1:45 pm

1 stop5h 55m

Providenciales

Wed 11/12

2:40 pm-8:40 pm

1 stop7h 00m

$513

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 10/7

6:00 am-12:45 pm

1 stop5h 45m

Providenciales

Sat 10/11

2:05 pm-10:14 pm

1 stop9h 09m

$553

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 9/6

6:00 am-12:35 pm

1 stop5h 35m

Providenciales

Wed 9/10

2:00 pm-9:26 pm

1 stop8h 26m

$553

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 9/26

6:00 am-12:45 pm

1 stop5h 45m

Providenciales

Wed 10/1

2:10 pm-9:36 pm

1 stop8h 26m

$686

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 10/23

9:35 am-12:45 pm

2 stops26h 10m

Providenciales

Sat 10/25

2:05 pm-8:40 am

2 stops19h 35m

$738

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Wed 10/22

6:00 am-12:45 pm

1 stop5h 45m

Providenciales

Sat 10/25

2:05 pm-10:14 pm

1 stop9h 09m

$796

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 10/5

7:25 am-3:00 pm

1 stop6h 35m

$245

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 10/6

6:00 am-12:45 pm

1 stop5h 45m

$303

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 10/6

6:21 am-2:05 pm

2 stops30h 44m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 14 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 $506, Southwest can have you in Turks and Caicos Islands from Chicago Midway Airport in 5h 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.

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

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