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Providenciales

$96+ Cheap flights from Chicago (CHI) 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Find cheap flights from Chicago to Providenciales with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Providenciales are usually found in June or July, booked 18 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Cheap flight deals from Chicago to Providenciales

Cheapest flights from Chicago to Providenciales
Explore the most affordable flight options available from Chicago to Providenciales. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Expedia deal was found by Cheapflights users on 12/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:05 amORD - PLS
1 stop9h 35mAir Canada
Thu 1/16:40 pmPLS - ORD
2 stops25h 13mAir Canada
Deal found 12/26$482
This FlightHub deal was found by Cheapflights users on 12/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:50 pmORD - PLS
1 stop27h 50mAir Canada
Thu 1/16:40 pmPLS - ORD
2 stops25h 13mAir Canada
Deal found 12/26$532
This FlightHub deal was found by Cheapflights users on 12/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:05 amORD - PLS
1 stop9h 35mAir Canada
Mon 1/56:40 pmPLS - ORD
1 stop17h 26mAir Canada
Deal found 12/28$547
This Air Canada deal was found by Cheapflights users on 12/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:16 pmORD - PLS
2 stops22h 24mAir Canada
Tue 12/306:40 pmPLS - ORD
2 stops25h 13mAir Canada
Deal found 12/26$568
This Expedia deal was found by Cheapflights users on 12/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:05 amORD - PLS
1 stop9h 35mMultiple Airlines
Sat 1/34:50 pmPLS - ORD
1 stop26h 43mMultiple Airlines
Deal found 12/27$600
This Expedia deal was found by Cheapflights users on 12/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:00 pmORD - PLS
2 stops41h 15mMultiple Airlines
Sat 1/34:50 pmPLS - ORD
1 stop26h 43mMultiple Airlines
Deal found 12/26$682
This Priceline deal was found by Cheapflights users on 12/27. 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.
Wed 12/317:41 pmORD - PLS
2 stops16h 49mMultiple Airlines
Sat 1/34:50 pmPLS - ORD
1 stop26h 43mMultiple Airlines
Deal found 12/27$712
This FlightHub deal was found by Cheapflights users on 12/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:05 amORD - PLS
1 stop9h 35mMultiple Airlines
Thu 1/12:35 pmPLS - ORD
2 stops29h 11mMultiple Airlines
Deal found 12/27$745
This Southwest deal was found by Cheapflights users on 12/26. 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.
Mon 12/296:45 amMDW - PLS
1 stop6h 00mSouthwest
Thu 1/12:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 12/26$940
This Southwest deal was found by Cheapflights users on 12/26. 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.
Tue 12/307:20 pmMDW - PLS
2 stops17h 25mSouthwest
Thu 1/12:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 12/26$945
This Delta deal was found by Cheapflights users on 12/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:08 pmMDW - PLS
2 stops20h 02mDelta
Tue 12/303:50 pmPLS - MDW
1 stop7h 32mDelta
Deal found 12/26$1,134
This Southwest deal was found by Cheapflights users on 12/27. 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.
Wed 12/315:05 amMDW - PLS
1 stop7h 40mSouthwest
Sat 1/33:20 pmPLS - MDW
1 stop7h 05mSouthwest
Deal found 12/27$1,442

Find flight deals from Chicago to Providenciales

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$428
(Gotogate)

One-way from

$96
(Frontier)

Popular in

March

Cheapest in

June

Average price

$735

Good round-trip deal

$573 or less
Provider with most accurate pricing for Chicago (CHI)-Providenciales flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Providenciales flights.
Search Deals
From Chicago (CHI) to Providenciales
Search Deals
One-way flight from Chicago (CHI) to Providenciales
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Providenciales.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 December 28, 2025.
Use the filters below to find and compare flights from Chicago to Providenciales that are best for you.

Fly from

Chicago

Fly to

Providenciales

Route

Depart

Return

Price

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Thu 4/16

8:40 am-5:25 pm

1 stop7h 45m

Providenciales

Thu 4/23

6:40 pm-10:08 am

1 stop16h 28m

$433

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Wed 4/22

6:21 pm-5:25 pm

2 stops22h 04m

Providenciales

Tue 4/28

6:40 pm-10:08 am

1 stop16h 28m

$433

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sun 1/11

12:50 pm-5:40 pm

1 stop27h 50m

Providenciales

Thu 1/15

6:40 pm-8:05 am

2 stops38h 25m

$433

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Thu 4/16

8:40 am-5:25 pm

1 stop7h 45m

Providenciales

Mon 4/20

6:40 pm-2:55 pm

1 stop21h 15m

$433

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 1/17

6:00 pm-5:40 pm

2 stops46h 40m

Providenciales

Tue 1/20

6:40 pm-6:55 pm

2 stops25h 15m

$433

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 3/28

2:00 pm-5:25 pm

2 stops50h 25m

Providenciales

Thu 4/2

6:40 pm-7:58 am

2 stops38h 18m

$433

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 1/10

7:15 am-5:40 pm

1 stop9h 25m

Providenciales

Sat 1/17

6:40 pm-8:10 pm

1 stop26h 30m

$433

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Fri 1/16

1:55 pm-5:40 pm

2 stops26h 45m

Providenciales

Mon 1/19

6:40 pm-8:10 pm

1 stop26h 30m

$437

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 1/20

6:00 am-2:25 pm

1 stop7h 25m

Providenciales

Tue 1/27

2:15 pm-10:22 pm

1 stop9h 07m

$528

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Tue 1/27

6:00 am-12:50 pm

1 stop5h 50m

Providenciales

Wed 2/4

2:15 pm-10:22 pm

1 stop9h 07m

$528

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 33 results
1
2
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4

Compare providers for flights from Chicago 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 Chicago to Providenciales in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 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-Providenciales flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Providenciales flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Providenciales flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Providenciales flights, Cheapflights users trust eDreams the most. eDreams 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-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 Chicago to Providenciales

Have a flexible travel schedule? Discover the best time to fly to Providenciales from Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Providenciales

How far ahead should I book a flight from Chicago to Providenciales?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Providenciales. Price data was last updated on December 26, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Providenciales, you should look to book at least 18 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Providenciales?

Currently, November is the cheapest month in which you can book a flight from Chicago to Providenciales (average of $383). Flying from Chicago to Providenciales in March is currently the most expensive (average of $587). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to PLS?

Find hourly flight availability from Chicago to Providenciales. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

When flying from Chicago to Providenciales, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Providenciales

Explore weekly flight availability from Chicago to Providenciales. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 28, 2025.

The most flights from CHI to PLS are scheduled on a Saturday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Chicago to Providenciales?

Reviews of airlines servicing Providenciales

Get insights into the airlines that provide service to Providenciales. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Providenciales. Reviews last updated December 28, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Chicago to Providenciales by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,256 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,019 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,113 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,073 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Chicago 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?

    Located just 1.3 mi from the city center, Providenciales is the airport most travelers will use when flying to Providenciales from Chicago. Booking flights from Chicago to Providenciales (PLS) should be relatively easy as there is 1 daily inbound flight from Chicago from 4 different airlines.

  • How long is the flight from Chicago to Providenciales?

    For as low as $528, Air Canada can have you in Providenciales from Chicago in 7h 25m. There are 1648 mi between Chicago and Providenciales. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Providenciales round-trip?

    Air Canada, at $383, was found to be the cheapest airline from Chicago to Providenciales.Alternate airlines to your destination round-trip include Delta and American Airlines. These flights start at 42% lower than the current average price 3 months from now.

  • What are the cheapest flights from Chicago to Providenciales?

    Looking for the cheapest flight from Chicago to Providenciales? While on average our users pay $766, our data indicates the cheapest price to be $513. The most popular route (Chicago O'Hare Intl - Providenciales), is priced around $349.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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.

  • What is the cheapest month to book a flight from Chicago to Providenciales?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Providenciales (average of $383). Flying from Chicago to Providenciales in March is currently the most expensive (average of $587). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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Alternative routes for Chicago to Providenciales

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Providenciales flights
Midway to Providenciales flights
St. Louis to Providenciales flights
Moline to Providenciales flights

Top 4 airlines flying from Chicago to Providenciales

Discover the top 4 airlines that operate flights from Chicago to Providenciales. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$383Average$529FlexibilityNo cancel feeOn-time67%
DeltaCheapest$434Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$435Average$649FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$446Average$718FlexibilityNo cancel feeOn-time69%

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