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Cheap flights from Chicago Midway Airport to the Turks and Caicos Islands from $313

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 11/23. 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

Southwest Logo
6:05 pm - 1:45 pmMDW-PLS
18h 40m2 stops
Southwest Logo
2:40 pm - 12:10 amPLS-MDW
10h 30m2 stops
$476Southwest
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Sun, Nov 2 - Fri, Nov 7
Southwest Logo
9:05 pm - 1:45 pmMDW-PLS
15h 40m2 stops
Southwest Logo
2:40 pm - 11:00 pmPLS-MDW
9h 20m1 stop
$503Southwest
Find Deal
Sun, Nov 2 - Fri, Nov 7
Southwest Logo
5:50 am - 1:45 pmMDW-PLS
6h 55m1 stop
Southwest Logo
2:40 pm - 11:00 pmPLS-MDW
9h 20m1 stop
$526Southwest
Find Deal
Sun, Nov 2 - Fri, Nov 7
Delta Logo
6:00 am - 12:35 pmMDW-PLS
5h 35m1 stop
Delta Logo
2:10 pm - 9:36 pmPLS-MDW
8h 26m1 stop
$528Delta
Find Deal
Mon, Sep 8 - Thu, Sep 11
Southwest Logo
5:05 am - 1:45 pmMDW-PLS
7h 40m1 stop
Southwest Logo
2:40 pm - 8:40 pmPLS-MDW
7h 00m1 stop
$534Southwest
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Fri, Dec 5 - Tue, Dec 9
Southwest Logo
5:05 am - 1:45 pmMDW-PLS
7h 40m1 stop
Southwest Logo
2:40 pm - 10:35 pmPLS-MDW
8h 55m2 stops
$538Southwest
Find Deal
Fri, Dec 5 - Tue, Dec 9
Southwest Logo
5:00 am - 1:45 pmMDW-PLS
7h 45m1 stop
Southwest Logo
2:40 pm - 10:25 pmPLS-MDW
8h 45m1 stop
$568Southwest
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Fri, Jan 30 - Fri, Feb 6
Delta Logo
6:00 am - 1:50 pmMDW-PLS
6h 50m1 stop
Delta Logo
3:10 pm - 9:44 pmPLS-MDW
7h 34m1 stop
$578Delta
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Sat, Nov 29 - Sat, Dec 6
Delta Logo
6:00 am - 1:51 pmMDW-PLS
6h 51m1 stop
Delta Logo
2:05 pm - 9:46 pmPLS-MDW
8h 41m1 stop
$649Delta
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Thu, Jan 1 - Tue, Jan 6
Logo
7:15 pm - 6:05 pmMDW-PLS
21h 50m2 stops
Logo
7:05 pm - 8:39 amPLS-MDW
14h 34m1 stop
$735
Find Deal
Mon, Sep 22 - Tue, Sep 30

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
Sep 8
MDW6:00 amChicago Midway
5h 35m
1 stop
PLS12:35 pmProvidenciales
Sep 11
PLS2:10 pmProvidenciales
8h 26m
1 stop
MDW9:36 pmChicago Midway
$528
Find similar
Delta
Nov 29
MDW6:00 amChicago Midway
6h 50m
1 stop
PLS1:50 pmProvidenciales
Dec 6
PLS3:10 pmProvidenciales
7h 34m
1 stop
MDW9:44 pmChicago Midway
$578
Find similar
Delta
Jan 1
MDW6:00 amChicago Midway
6h 51m
1 stop
PLS1:51 pmProvidenciales
Jan 6
PLS2:05 pmProvidenciales
8h 41m
1 stop
MDW9:46 pmChicago Midway
$649
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 2
MDW6:05 pmChicago Midway
18h 40m
2 stops
PLS1:45 pmProvidenciales
Nov 7
PLS2:40 pmProvidenciales
10h 30m
2 stops
MDW12:10 amChicago Midway
$476
Find similar
Southwest
Nov 2
MDW9:05 pmChicago Midway
15h 40m
2 stops
PLS1:45 pmProvidenciales
Nov 7
PLS2:40 pmProvidenciales
9h 20m
1 stop
MDW11:00 pmChicago Midway
$503
Find similar
Southwest
Nov 2
MDW5:50 amChicago Midway
6h 55m
1 stop
PLS1:45 pmProvidenciales
Nov 7
PLS2:40 pmProvidenciales
9h 20m
1 stop
MDW11:00 pmChicago Midway
$526
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 August 28, 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

Sun 11/2

6:05 pm-1:45 pm

2 stops18h 40m

Providenciales

Fri 11/7

2:40 pm-12:10 am

2 stops10h 30m

$476

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 11/2

9:05 pm-1:45 pm

2 stops15h 40m

Providenciales

Fri 11/7

2:40 pm-11:00 pm

1 stop9h 20m

$503

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 11/2

5:50 am-1:45 pm

1 stop6h 55m

Providenciales

Fri 11/7

2:40 pm-11:00 pm

1 stop9h 20m

$526

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 9/8

6:00 am-12:35 pm

1 stop5h 35m

Providenciales

Thu 9/11

2:10 pm-9:36 pm

1 stop8h 26m

$528

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 12/5

5:05 am-1:45 pm

1 stop7h 40m

Providenciales

Tue 12/9

2:40 pm-8:40 pm

1 stop7h 00m

$534

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 12/5

5:05 am-1:45 pm

1 stop7h 40m

Providenciales

Tue 12/9

2:40 pm-10:35 pm

2 stops8h 55m

$538

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 1/30

5:00 am-1:45 pm

1 stop7h 45m

Providenciales

Fri 2/6

2:40 pm-10:25 pm

1 stop8h 45m

$568

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-9:44 pm

1 stop7h 34m

$578

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 1/1

6:00 am-1:51 pm

1 stop6h 51m

Providenciales

Tue 1/6

2:05 pm-9:46 pm

1 stop8h 41m

$649

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 9/22

7:15 pm-6:05 pm

2 stops21h 50m

Providenciales

Tue 9/30

7:05 pm-8:39 am

1 stop14h 34m

$735

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 and Delta are the most popular carriers 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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