Latest deals
Insights
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to the Turks and Caicos Islands from $137

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 3/10. 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
9:15 pm - 2:55 pm
MDW
-
PLS
16h 40m
2 stops
Southwest Logo
3:50 pm - 7:35 am
PLS
-
MDW
16h 45m
2 stops
$368Southwest
Mon, Apr 27 - Tue, May 5
Southwest Logo
6:50 pm - 2:55 pm
MDW
-
PLS
19h 05m
2 stops
Southwest Logo
3:50 pm - 9:25 pm
PLS
-
MDW
6h 35m
1 stop
$419Southwest
Tue, Apr 7 - Tue, Apr 14
Frontier Logo
6:55 am - 3:35 pm
MDW
-
PLS
7h 40m
1 stop
Frontier Logo
4:50 pm - 7:47 pm
PLS
-
MDW
27h 57m
1 stop
$424Frontier
Sat, Mar 14 - Sat, Mar 21
Southwest Logo
6:00 am - 2:55 pm
MDW
-
PLS
7h 55m
1 stop
Southwest Logo
3:50 pm - 9:25 pm
PLS
-
MDW
6h 35m
1 stop
$426Southwest
Tue, Apr 7 - Tue, Apr 14
Frontier Logo
6:00 am - 4:18 pm
MDW
-
PLS
9h 18m
1 stop
Frontier Logo
5:33 pm - 8:07 pm
PLS
-
MDW
27h 34m
1 stop
$461Frontier
Sat, Apr 4 - Sat, Apr 11
Southwest Logo
9:15 pm - 2:55 pm
MDW
-
PLS
16h 40m
2 stops
Southwest Logo
3:50 pm - 11:40 pm
PLS
-
MDW
8h 50m
1 stop
$482Southwest
Mon, Apr 27 - Mon, May 4
Southwest Logo
6:05 am - 2:00 pm
MDW
-
PLS
6h 55m
1 stop
Southwest Logo
2:40 pm - 10:40 pm
PLS
-
MDW
9h 00m
1 stop
$487Southwest
Sun, Mar 8 - Tue, Mar 17
Southwest Logo
9:15 pm - 1:45 pm
MDW
-
PLS
15h 30m
2 stops
Southwest Logo
2:40 pm - 10:40 pm
PLS
-
MDW
9h 00m
1 stop
$492Southwest
Sun, Mar 8 - Tue, Mar 17
Southwest Logo
5:35 am - 2:55 pm
MDW
-
PLS
8h 20m
1 stop
Southwest Logo
3:50 pm - 9:25 pm
PLS
-
MDW
6h 35m
1 stop
$507Southwest
Mon, Apr 27 - Tue, May 5
Southwest Logo
8:55 pm - 2:55 pm
MDW
-
PLS
17h 00m
2 stops
Southwest Logo
3:50 pm - 11:40 pm
PLS
-
MDW
8h 50m
1 stop
$524Southwest
Sun, May 17 - Fri, May 22

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 7
MDW8:55 pmChicago Midway
17h 00m
2 stops
PLS2:55 pmProvidenciales
Apr 14
PLS3:50 pmProvidenciales
16h 45m
2 stops
MDW7:35 amChicago Midway
$419
Southwest
Apr 7
MDW6:00 amChicago Midway
7h 55m
1 stop
PLS2:55 pmProvidenciales
Apr 14
PLS3:50 pmProvidenciales
6h 35m
1 stop
MDW9:25 pmChicago Midway
$426
Southwest
Mar 8
MDW6:05 amChicago Midway
6h 55m
1 stop
PLS2:00 pmProvidenciales
Mar 17
PLS2:40 pmProvidenciales
9h 00m
1 stop
MDW10:40 pmChicago Midway
$487

Frontier flights from Chicago Midway Airport to Turks and Caicos Islands

Our best Frontier deals on Chicago Midway Airport to Turks and Caicos Islands flight tickets
Frontier
Mar 14
MDW6:55 amChicago Midway
7h 40m
1 stop
PLS3:35 pmProvidenciales
Mar 21
PLS4:50 pmProvidenciales
27h 57m
1 stop
MDW7:47 pmChicago Midway
$424
Frontier
Apr 4
MDW6:00 amChicago Midway
9h 18m
1 stop
PLS4:18 pmProvidenciales
Apr 11
PLS5:33 pmProvidenciales
27h 34m
1 stop
MDW8:07 pmChicago Midway
$461
Frontier
Mar 14
MDW6:55 amChicago Midway
7h 40m
1 stop
PLS3:35 pmProvidenciales
Mar 21
PLS4:50 pmProvidenciales
27h 57m
1 stop
MDW7:47 pmChicago Midway
$556

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 February 10, 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

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 4/27

9:15 pm-2:55 pm

2 stops16h 40m

Providenciales

Tue 5/5

3:50 pm-7:35 am

2 stops16h 45m

$368

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 4/7

6:50 pm-2:55 pm

2 stops19h 05m

Providenciales

Tue 4/14

3:50 pm-9:25 pm

1 stop6h 35m

$419

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 3/14

6:55 am-3:35 pm

1 stop7h 40m

Providenciales

Sat 3/21

4:50 pm-7:47 pm

1 stop27h 57m

$424

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 4/7

6:00 am-2:55 pm

1 stop7h 55m

Providenciales

Tue 4/14

3:50 pm-9:25 pm

1 stop6h 35m

$426

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 4/4

6:00 am-4:18 pm

1 stop9h 18m

Providenciales

Sat 4/11

5:33 pm-8:07 pm

1 stop27h 34m

$461

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 4/27

9:15 pm-2:55 pm

2 stops16h 40m

Providenciales

Mon 5/4

3:50 pm-11:40 pm

1 stop8h 50m

$482

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 3/8

6:05 am-2:00 pm

1 stop6h 55m

Providenciales

Tue 3/17

2:40 pm-10:40 pm

1 stop9h 00m

$487

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 3/8

9:15 pm-1:45 pm

2 stops15h 30m

Providenciales

Tue 3/17

2:40 pm-10:40 pm

1 stop9h 00m

$492

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 4/27

5:35 am-2:55 pm

1 stop8h 20m

Providenciales

Tue 5/5

3:50 pm-9:25 pm

1 stop6h 35m

$507

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 5/17

8:55 pm-2:55 pm

2 stops17h 00m

Providenciales

Fri 5/22

3:50 pm-11:40 pm

1 stop8h 50m

$524

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 45m

Direct flights

None
The fastest flight from Chicago Midway Airport to Turks and Caicos Islands takes 5h 45m
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

  • 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
Thu 3/12
Thu 3/19
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 $281
Flights to Cockburn Harbourfrom $733
Flights to Cockburn Townfrom $752