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Cheap flights from Chicago Midway Airport to the Turks and Caicos Islands from $251

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to the Turks and Caicos Islands departing on 10/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to the Turks and Caicos Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 3:48 pmMDW-PLS
8h 48m1 stop
Frontier Logo
4:50 pm - 11:26 pmPLS-MDW
7h 36m1 stop
$352Frontier
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Sat, Jan 10 - Sat, Jan 17
Delta Logo
6:00 am - 12:50 pmMDW-PLS
5h 50m1 stop
Delta Logo
2:05 pm - 9:46 pmPLS-MDW
8h 41m1 stop
$381Delta
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Thu, Jan 1 - Tue, Jan 6
Delta Logo
6:00 am - 12:45 pmMDW-PLS
5h 45m1 stop
Delta Logo
2:10 pm - 11:49 pmPLS-MDW
10h 39m1 stop
$402Delta
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Mon, Dec 8 - Fri, Dec 12
Delta Logo
6:00 am - 12:50 pmMDW-PLS
5h 50m1 stop
Delta Logo
2:05 pm - 9:46 pmPLS-MDW
8h 41m1 stop
$427Delta
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Thu, Jan 1 - Tue, Jan 6
Delta Logo
12:50 pm - 12:05 pmMDW-PLS
22h 15m2 stops
Delta Logo
2:10 pm - 8:54 amPLS-MDW
19h 44m2 stops
$432Delta
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Fri, Dec 12 - Wed, Dec 17
Delta Logo
6:00 am - 1:50 pmMDW-PLS
6h 50m1 stop
Delta Logo
3:10 pm - 11:49 pmPLS-MDW
9h 39m1 stop
$452Delta
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Sat, Nov 29 - Sat, Dec 6
Southwest Logo
5:15 pm - 1:45 pmMDW-PLS
19h 30m2 stops
Southwest Logo
2:40 pm - 8:40 pmPLS-MDW
7h 00m1 stop
$461Southwest
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Sat, Nov 15 - Wed, Nov 19
Southwest Logo
5:15 pm - 1:45 pmMDW-PLS
19h 30m2 stops
Southwest Logo
3:20 pm - 11:20 pmPLS-MDW
9h 00m1 stop
$486Southwest
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Sat, Nov 15 - Sat, Nov 22
Multiple Airlines Logo
9:41 am - 1:35 pmMDW-PLS
26h 54m3 stops
Multiple Airlines Logo
6:40 pm - 3:20 pmPLS-MDW
21h 40m3 stops
$721Multiple Airlines
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Thu, Nov 13 - Thu, Nov 20
Multiple Airlines Logo
4:15 pm - 1:35 pmMDW-PLS
20h 20m1 stop
Multiple Airlines Logo
2:30 pm - 11:50 amPLS-MDW
22h 20m1 stop
$731Multiple Airlines
Find Deal
Fri, Nov 21 - Fri, Nov 28

Delta flights from Chicago Midway Airport to Turks and Caicos Islands

Our best Delta deals on Chicago Midway Airport to Turks and Caicos Islands flight tickets
Delta
Jan 1
MDW6:00 amChicago Midway
5h 50m
1 stop
PLS12:50 pmProvidenciales
Jan 6
PLS2:05 pmProvidenciales
8h 41m
1 stop
MDW9:46 pmChicago Midway
$381
Find similar
Delta
Dec 8
MDW6:00 amChicago Midway
5h 45m
1 stop
PLS12:45 pmProvidenciales
Dec 12
PLS2:10 pmProvidenciales
10h 39m
1 stop
MDW11:49 pmChicago Midway
$402
Find similar
Delta
Jan 1
MDW6:00 amChicago Midway
5h 50m
1 stop
PLS12:50 pmProvidenciales
Jan 6
PLS2:05 pmProvidenciales
8h 41m
1 stop
MDW9:46 pmChicago Midway
$427
Find similar

Southwest flights from Chicago Midway Airport to Turks and Caicos Islands

Our best Southwest deals on Chicago Midway Airport to Turks and Caicos Islands flight tickets
Southwest
Nov 15
MDW5:15 pmChicago Midway
19h 30m
2 stops
PLS1:45 pmProvidenciales
Nov 19
PLS2:40 pmProvidenciales
7h 00m
1 stop
MDW8:40 pmChicago Midway
$461
Find similar
Southwest
Nov 15
MDW5:15 pmChicago Midway
19h 30m
2 stops
PLS1:45 pmProvidenciales
Nov 22
PLS3:20 pmProvidenciales
9h 00m
1 stop
MDW11:20 pmChicago Midway
$486
Find similar
Southwest
Dec 12
MDW5:50 amChicago Midway
6h 55m
1 stop
PLS1:45 pmProvidenciales
Dec 16
PLS2:40 pmProvidenciales
7h 00m
1 stop
MDW8:40 pmChicago Midway
$493
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 14, 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

Fly to

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

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

$381

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 12/8

6:00 am-12:45 pm

1 stop5h 45m

Providenciales

Fri 12/12

2:10 pm-11:49 pm

1 stop10h 39m

$402

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

$427

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 12/12

12:50 pm-12:05 pm

2 stops22h 15m

Providenciales

Wed 12/17

2:10 pm-8:54 am

2 stops19h 44m

$432

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 11/29

6:00 am-1:50 pm

1 stop6h 50m

Providenciales

Sat 12/6

3:10 pm-11:49 pm

1 stop9h 39m

$452

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 11/15

5:15 pm-1:45 pm

2 stops19h 30m

Providenciales

Wed 11/19

2:40 pm-8:40 pm

1 stop7h 00m

$461

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 11/15

5:15 pm-1:45 pm

2 stops19h 30m

Providenciales

Sat 11/22

3:20 pm-11:20 pm

1 stop9h 00m

$486

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 11/13

9:41 am-1:35 pm

3 stops26h 54m

Providenciales

Thu 11/20

6:40 pm-3:20 pm

3 stops21h 40m

$721

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 11/21

4:15 pm-1:35 pm

1 stop20h 20m

Providenciales

Fri 11/28

2:30 pm-11:50 am

1 stop22h 20m

$731

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to the Turks and Caicos Islands from

How to get the cheapest flight ticket from Chicago Midway Airport to Turks and Caicos Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Turks and Caicos Islands?

Southwest is the most popular carrier operating from Chicago Midway to Turks and Caicos Islands

Cheap Chicago Midway Airport to Turks and Caicos Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Turks and Caicos Islands

Direct flights

None
There are no direct flights from Chicago Midway Airport to Turks and Caicos Islands. There are no popular flight routes from Chicago Midway Airport to Turks and Caicos Islands.
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  • When did momondo last update prices for flights from Chicago Midway Airport to Turks and Caicos Islands?

    Prices for flights from Chicago Midway Airport to Turks and Caicos Islands are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to Turks and Caicos Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Turks and Caicos Islands.

  • What documentation or ID do you need to fly to Turks and Caicos Islands?

    The necessary travel and health documents for your Turks and Caicos Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Turks and Caicos Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Turks and Caicos Islands for you.

Can I find flights from Chicago to Turks and Caicos Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Turks and Caicos Islands from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Turks and Caicos Islands?

momondo provides multiple filters to help you find the best flight to Turks and Caicos Islands from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Turks and Caicos Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Turks and Caicos Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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