Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to the Turks and Caicos Islands from $253

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 6/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
5:05 am - 2:50 pm
MDW
-
PLS
8h 45m
1 stop
Southwest Logo
3:50 pm - 12:05 am
PLS
-
MDW
9h 15m
1 stop
$475Southwest
Sun, Apr 26 - Fri, May 1
Southwest Logo
5:15 am - 2:50 pm
MDW
-
PLS
8h 35m
2 stops
Southwest Logo
3:50 pm - 12:05 am
PLS
-
MDW
9h 15m
1 stop
$490Southwest
Sun, Apr 26 - Fri, May 1
Southwest Logo
7:45 am - 2:55 pm
MDW
-
PLS
6h 10m
1 stop
Southwest Logo
3:50 pm - 7:35 am
PLS
-
MDW
16h 45m
2 stops
$532Southwest
Tue, Apr 28 - Tue, May 5
Southwest Logo
7:40 am - 2:55 pm
MDW
-
PLS
6h 15m
1 stop
Southwest Logo
3:50 pm - 12:15 am
PLS
-
MDW
9h 25m
1 stop
$534Southwest
Mon, Apr 27 - Mon, May 4
Southwest Logo
5:30 am - 2:55 pm
MDW
-
PLS
8h 25m
2 stops
Southwest Logo
3:50 pm - 12:15 am
PLS
-
MDW
9h 25m
1 stop
$539Southwest
Mon, Apr 27 - Mon, May 4
Southwest Logo
6:00 am - 2:55 pm
MDW
-
PLS
7h 55m
1 stop
Southwest Logo
3:50 pm - 7:10 am
PLS
-
MDW
16h 20m
2 stops
$543Southwest
Wed, May 13 - Wed, May 20
Southwest Logo
5:35 am - 2:55 pm
MDW
-
PLS
8h 20m
1 stop
Southwest Logo
3:50 pm - 12:15 am
PLS
-
MDW
9h 25m
1 stop
$548Southwest
Mon, May 11 - Fri, May 15
Southwest Logo
9:25 pm - 2:55 pm
MDW
-
PLS
16h 30m
2 stops
Southwest Logo
3:50 pm - 7:55 am
PLS
-
MDW
17h 05m
2 stops
$553Southwest
Mon, May 11 - Fri, May 15
Southwest Logo
7:45 am - 2:55 pm
MDW
-
PLS
6h 10m
1 stop
Southwest Logo
3:50 pm - 9:25 pm
PLS
-
MDW
6h 35m
1 stop
$558Southwest
Tue, Apr 28 - Tue, May 5
Southwest Logo
5:15 am - 2:50 pm
MDW
-
PLS
8h 35m
2 stops
Southwest Logo
12:35 pm - 8:25 pm
PLS
-
MDW
8h 50m
1 stop
$563Southwest
Sun, May 3 - Sat, May 9

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
Apr 26
MDW5:05 amChicago Midway
8h 45m
1 stop
PLS2:50 pmProvidenciales
May 1
PLS3:50 pmProvidenciales
9h 15m
1 stop
MDW12:05 amChicago Midway
$475
Southwest
Apr 26
MDW5:15 amChicago Midway
8h 35m
2 stops
PLS2:50 pmProvidenciales
May 1
PLS3:50 pmProvidenciales
9h 15m
1 stop
MDW12:05 amChicago Midway
$490
Southwest
Apr 28
MDW8:50 pmChicago Midway
17h 05m
2 stops
PLS2:55 pmProvidenciales
May 5
PLS3:50 pmProvidenciales
16h 45m
2 stops
MDW7:35 amChicago Midway
$532

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
Apr 28
MDW6:00 amChicago Midway
5h 40m
1 stop
PLS12:40 pmProvidenciales
May 5
PLS3:25 pmProvidenciales
8h 03m
1 stop
MDW10:28 pmChicago Midway
$681
Delta
Jun 30
MDW6:05 amChicago Midway
7h 25m
1 stop
PLS2:30 pmProvidenciales
Jul 7
PLS2:05 pmProvidenciales
9h 10m
1 stop
MDW10:15 pmChicago Midway
$685
Delta
Jun 29
MDW6:58 pmChicago Midway
18h 32m
2 stops
PLS2:30 pmProvidenciales
Jul 7
PLS3:45 pmProvidenciales
7h 30m
1 stop
MDW10:15 pmChicago Midway
$690

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 April 1, 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

Sun 4/26

5:05 am-2:50 pm

1 stop8h 45m

Providenciales

Fri 5/1

3:50 pm-12:05 am

1 stop9h 15m

$475

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 4/26

5:15 am-2:50 pm

2 stops8h 35m

Providenciales

Fri 5/1

3:50 pm-12:05 am

1 stop9h 15m

$490

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 4/28

7:45 am-2:55 pm

1 stop6h 10m

Providenciales

Tue 5/5

3:50 pm-7:35 am

2 stops16h 45m

$532

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 4/27

7:40 am-2:55 pm

1 stop6h 15m

Providenciales

Mon 5/4

3:50 pm-12:15 am

1 stop9h 25m

$534

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 4/27

5:30 am-2:55 pm

2 stops8h 25m

Providenciales

Mon 5/4

3:50 pm-12:15 am

1 stop9h 25m

$539

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Wed 5/13

6:00 am-2:55 pm

1 stop7h 55m

Providenciales

Wed 5/20

3:50 pm-7:10 am

2 stops16h 20m

$543

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 5/11

5:35 am-2:55 pm

1 stop8h 20m

Providenciales

Fri 5/15

3:50 pm-12:15 am

1 stop9h 25m

$548

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 5/11

9:25 pm-2:55 pm

2 stops16h 30m

Providenciales

Fri 5/15

3:50 pm-7:55 am

2 stops17h 05m

$553
Quickest round-trip

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 4/28

7:45 am-2:55 pm

1 stop6h 10m

Providenciales

Tue 5/5

3:50 pm-9:25 pm

1 stop6h 35m

$558

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 5/3

5:15 am-2:50 pm

2 stops8h 35m

Providenciales

Sat 5/9

12:35 pm-8:25 pm

1 stop8h 50m

$563

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.
Search flight deals

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.

An easier way to manage your Turks and Caicos Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 5/1
Fri 5/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the Turks and Caicos Islands

Popular cities in the Turks and Caicos Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to Providencialesfrom $359
Flights to Cockburn Harbourfrom $856
Flights to Cockburn Townfrom $768