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Cheap flights from Chicago Midway Airport to the Turks and Caicos Islands from $247

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 7/28. 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.
Southwest Logo
6:20 am - 1:45 pm
MDW
-
PLS
6h 25m
1 stop
Southwest Logo
12:40 pm - 10:30 pm
PLS
-
MDW
10h 50m
1 stop
$661Southwest
Sat, Jul 4 - Sat, Jul 11
Southwest Logo
6:20 am - 1:45 pm
MDW
-
PLS
6h 25m
1 stop
Southwest Logo
12:40 pm - 11:20 pm
PLS
-
MDW
11h 40m
2 stops
$666Southwest
Sat, Jul 4 - Sat, Jul 11
Southwest Logo
6:20 am - 1:45 pm
MDW
-
PLS
6h 25m
1 stop
Southwest Logo
12:40 pm - 11:45 pm
PLS
-
MDW
12h 05m
2 stops
$676Southwest
Sat, Jul 4 - Sat, Jul 11
Southwest Logo
5:10 am - 1:45 pm
MDW
-
PLS
7h 35m
1 stop
Southwest Logo
2:40 pm - 9:10 pm
PLS
-
MDW
7h 30m
1 stop
$691Southwest
Fri, Nov 6 - Tue, Nov 10
Delta Logo
6:00 am - 2:30 pm
MDW
-
PLS
7h 30m
1 stop
Delta Logo
2:05 pm - 10:17 pm
PLS
-
MDW
9h 12m
1 stop
$695Delta
Sun, Jun 21 - Tue, Jun 30
Southwest Logo
6:30 am - 2:55 pm
MDW
-
PLS
7h 25m
1 stop
Southwest Logo
12:40 pm - 10:30 pm
PLS
-
MDW
10h 50m
1 stop
$701Southwest
Mon, Jul 27 - Sat, Aug 1
Southwest Logo
6:30 am - 2:55 pm
MDW
-
PLS
7h 25m
1 stop
Southwest Logo
12:40 pm - 11:20 pm
PLS
-
MDW
11h 40m
2 stops
$706Southwest
Mon, Jul 27 - Sat, Aug 1
Southwest Logo
8:10 pm - 3:00 pm
MDW
-
PLS
17h 50m
2 stops
Southwest Logo
3:50 pm - 11:15 pm
PLS
-
MDW
8h 25m
2 stops
$716Southwest
Sat, Jul 18 - Wed, Jul 22
Delta Logo
6:00 am - 2:30 pm
MDW
-
PLS
7h 30m
1 stop
Delta Logo
3:45 pm - 10:15 pm
PLS
-
MDW
7h 30m
1 stop
$720Delta
Fri, Jul 17 - Thu, Jul 23
Delta Logo
6:05 am - 12:40 pm
MDW
-
PLS
5h 35m
1 stop
Delta Logo
2:05 pm - 10:36 pm
PLS
-
MDW
9h 31m
1 stop
$725Delta
Sun, Aug 23 - Tue, Aug 25

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
Jun 21
MDW6:00 amChicago Midway
7h 30m
1 stop
PLS2:30 pmProvidenciales
Jun 30
PLS2:05 pmProvidenciales
9h 12m
1 stop
MDW10:17 pmChicago Midway
$695
Delta
Jul 17
MDW6:00 amChicago Midway
7h 30m
1 stop
PLS2:30 pmProvidenciales
Jul 23
PLS3:45 pmProvidenciales
7h 30m
1 stop
MDW10:15 pmChicago Midway
$720
Delta
Aug 23
MDW6:05 amChicago Midway
5h 35m
1 stop
PLS12:40 pmProvidenciales
Aug 25
PLS2:05 pmProvidenciales
9h 31m
1 stop
MDW10:36 pmChicago Midway
$725

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
Jul 4
MDW6:20 amChicago Midway
6h 25m
1 stop
PLS1:45 pmProvidenciales
Jul 11
PLS12:40 pmProvidenciales
10h 50m
1 stop
MDW10:30 pmChicago Midway
$661
Southwest
Jul 4
MDW6:20 amChicago Midway
6h 25m
1 stop
PLS1:45 pmProvidenciales
Jul 11
PLS12:40 pmProvidenciales
11h 40m
2 stops
MDW11:20 pmChicago Midway
$666
Southwest
Jul 4
MDW6:20 amChicago Midway
6h 25m
1 stop
PLS1:45 pmProvidenciales
Jul 11
PLS12:40 pmProvidenciales
12h 05m
2 stops
MDW11:45 pmChicago Midway
$676

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 May 26, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 7/4

6:20 am-1:45 pm

1 stop6h 25m

Providenciales

Sat 7/11

12:40 pm-10:30 pm

1 stop10h 50m

$661

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 7/4

6:20 am-1:45 pm

1 stop6h 25m

Providenciales

Sat 7/11

12:40 pm-11:20 pm

2 stops11h 40m

$666

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 7/4

6:20 am-1:45 pm

1 stop6h 25m

Providenciales

Sat 7/11

12:40 pm-11:45 pm

2 stops12h 05m

$676

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 11/6

5:10 am-1:45 pm

1 stop7h 35m

Providenciales

Tue 11/10

2:40 pm-9:10 pm

1 stop7h 30m

$691

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 6/21

6:00 am-2:30 pm

1 stop7h 30m

Providenciales

Tue 6/30

2:05 pm-10:17 pm

1 stop9h 12m

$695

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 7/27

6:30 am-2:55 pm

1 stop7h 25m

Providenciales

Sat 8/1

12:40 pm-10:30 pm

1 stop10h 50m

$701

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 7/27

6:30 am-2:55 pm

1 stop7h 25m

Providenciales

Sat 8/1

12:40 pm-11:20 pm

2 stops11h 40m

$706

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 7/18

8:10 pm-3:00 pm

2 stops17h 50m

Providenciales

Wed 7/22

3:50 pm-11:15 pm

2 stops8h 25m

$716
Quickest round-trip

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Fri 7/17

6:00 am-2:30 pm

1 stop7h 30m

Providenciales

Thu 7/23

3:45 pm-10:15 pm

1 stop7h 30m

$720

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 8/23

6:05 am-12:40 pm

1 stop5h 35m

Providenciales

Tue 8/25

2:05 pm-10:36 pm

1 stop9h 31m

$725

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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

Fastest flight time

5h 35m

Direct flights

None
The fastest flight from Chicago Midway Airport to Turks and Caicos Islands takes 5h 35m
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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Frequently asked questions about flying from Chicago Midway Airport to the Turks and Caicos Islands

  • 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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