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Providenciales

$162+ Cheap flights from Midway (MDW) to Providenciales (PLS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PLS
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Find cheap flights from Midway to Providenciales with Cheapflights

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Cheap flight deals from Midway to Providenciales

Cheapest flights from Midway to Providenciales
Explore the most affordable flight options available from Midway to Providenciales. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Priceline deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:25 am
MDW
-
PLS
1 stop8h 10m
Frontier
Sat 3/74:50 pm
PLS
-
MDW
1 stop26h 57m
Frontier
Deal found 1/25$335
This Southwest deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:50 pm
MDW
-
PLS
2 stops17h 05m
Southwest
Tue 5/53:50 pm
PLS
-
MDW
2 stops16h 45m
Southwest
Deal found 1/25$444
This Southwest deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:00 am
MDW
-
PLS
1 stop7h 45m
Southwest
Tue 3/32:40 pm
PLS
-
MDW
1 stop7h 20m
Southwest
Deal found 1/25$451
This Southwest deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:35 pm
MDW
-
PLS
2 stops15h 10m
Southwest
Sat 2/282:40 pm
PLS
-
MDW
1 stop8h 10m
Southwest
Deal found 1/26$493
This Southwest deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:35 am
MDW
-
PLS
1 stop8h 20m
Southwest
Thu 4/163:50 pm
PLS
-
MDW
1 stop8h 50m
Southwest
Deal found 1/25$502
This Southwest deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:15 pm
MDW
-
PLS
2 stops16h 40m
Southwest
Wed 4/153:50 pm
PLS
-
MDW
2 stops16h 20m
Southwest
Deal found 1/26$507
This Southwest deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:40 am
MDW
-
PLS
2 stops6h 55m
Southwest
Wed 4/223:50 pm
PLS
-
MDW
1 stop6h 35m
Southwest
Deal found 1/25$512
This Priceline deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/32:56 pm
MDW
-
PLS
1 stop24h 22m
Frontier
Sat 4/115:33 pm
PLS
-
MDW
1 stop27h 34m
Frontier
Deal found 1/24$526

Find flight deals from Midway to Providenciales

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Providenciales (PLS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$335
(Priceline)

One-way from

$162
(Southwest)

Popular in

March

Cheapest in

June

Average price

$663
Provider with most accurate pricing for Chicago Midway-Providenciales flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Providenciales flights.
Search Deals
From Chicago Midway to Providenciales
Search Deals
One-way flight from Chicago Midway to Providenciales
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Providenciales 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, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Providenciales that are best for you.

Fly from

Midway

Fly to

Providenciales

Route

Depart

Return

Price

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 4/28

8:50 pm-2:55 pm

2 stops17h 05m

Providenciales

Tue 5/5

3:50 pm-7:35 am

2 stops16h 45m

$444

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 4/9

5:35 am-2:55 pm

1 stop8h 20m

Providenciales

Thu 4/16

3:50 pm-11:40 pm

1 stop8h 50m

$502

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 4/9

5:35 am-2:55 pm

1 stop8h 20m

Providenciales

Wed 4/15

3:50 pm-7:10 am

2 stops16h 20m

$507

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 4/18

7:45 am-3:35 pm

1 stop6h 50m

Providenciales

Wed 4/22

3:50 pm-9:25 pm

1 stop6h 35m

$552

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 5/3

8:55 pm-2:55 pm

2 stops17h 00m

Providenciales

Sat 5/9

12:35 pm-10:15 pm

1 stop10h 40m

$583

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Thu 4/9

5:35 am-2:55 pm

1 stop8h 20m

Providenciales

Mon 4/13

3:50 pm-11:40 pm

1 stop8h 50m

$591

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 4/18

7:40 am-3:35 pm

2 stops6h 55m

Providenciales

Sat 4/25

12:35 pm-10:45 pm

2 stops11h 10m

$592

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sun 3/1

9:35 pm-1:45 pm

2 stops15h 10m

$162

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 3/14

6:55 am-3:35 pm

1 stop7h 40m

$222

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Wed 5/27

6:00 am-2:30 pm

1 stop7h 30m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 14 results
1
2

Compare providers for flights from Midway to Providenciales

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Providenciales in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Providenciales flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Providenciales flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Providenciales flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Providenciales flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Providenciales flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Providenciales

Have a flexible travel schedule? Discover the best time to fly to Providenciales from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Providenciales. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Providenciales from Chicago Midway?

    Located just 1.3 mi from the city center, Providenciales is the airport most travelers will use when flying to Providenciales from Chicago Midway. Booking flights from Chicago Midway to Providenciales (PLS) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 0 different airlines.

  • How long is the flight from Chicago Midway Airport to Providenciales?

    Airlines like Southwest fly from Chicago Midway Airport to Providenciales in about 17h 05m. The time it takes to get you to your destination can typically vary by up to . There are 1648 mi between Chicago Midway Airport and Providenciales.

  • Can I find deals for flights from Midway to Providenciales that include hotel bookings?

    Yes. In addition to deals on Midway to Providenciales flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Providenciales?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Providenciales.

  • Can I find deals for business class flights from Midway to Providenciales?

    Yes. Cheapflights offers flight deals from Midway to Providenciales by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Providenciales?

Book flights to Providenciales if you plan to visit one of these locations
Grace Bay

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