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Providenciales

$160+ 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PLS
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Providenciales are usually found in July or June, booked 32 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Find 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 October 30, 2025.

This Gotogate deal was found by Cheapflights users on 10/29. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:15 amORD - PLS
1 stop9h 25mAir Canada
Mon 11/31:15 pmPLS - ORD
2 stops23h 03mAir Canada
Deal found 10/29$330
This Air Canada deal was found by Cheapflights users on 10/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/103:35 pmORD - PLS
1 stop25h 05mAir Canada
Fri 11/141:15 pmPLS - ORD
1 stop20h 58mAir Canada
Deal found 10/28$358
This Expedia deal was found by Cheapflights users on 10/29. 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.
Sun 11/210:38 amORD - PLS
2 stops48h 37mAir Canada
Tue 11/46:40 pmPLS - ORD
2 stops19h 11mAir Canada
Deal found 10/29$363
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:45 amORD - PLS
Nonstop4h 10mUnited Airlines
Mon 12/222:23 pmPLS - ORD
Nonstop4h 47mUnited Airlines
Deal found 10/28$388
This Air Canada deal was found by Cheapflights users on 10/30. 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.
Thu 11/137:05 amORD - PLS
1 stop9h 35mAir Canada
Mon 11/171:15 pmPLS - ORD
2 stops19h 46mAir Canada
Deal found 10/30$393
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:07 pmORD - PLS
1 stop16h 10mAmerican Airlines
Sun 12/214:00 pmPLS - ORD
Nonstop4h 35mAmerican Airlines
Deal found 10/30$397
This Delta deal was found by Cheapflights users on 10/30. 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.
Mon 12/16:00 amMDW - PLS
1 stop5h 45mDelta
Tue 12/92:10 pmPLS - MDW
1 stop10h 37mDelta
Deal found 10/30$402
This Delta deal was found by Cheapflights users on 10/30. 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.
Tue 12/29:34 amMDW - PLS
2 stops26h 11mDelta
Thu 12/112:10 pmPLS - MDW
1 stop10h 37mDelta
Deal found 10/30$407
This Southwest deal was found by Cheapflights users on 10/30. 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 12/28:20 pmMDW - PLS
2 stops16h 25mSouthwest
Wed 12/102:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 10/30$447
This Southwest deal was found by Cheapflights users on 10/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:50 amMDW - PLS
1 stop5h 55mSouthwest
Wed 12/242:40 pmPLS - MDW
1 stop7h 00mSouthwest
Deal found 10/28$482
This Delta deal was found by Cheapflights users on 10/30. 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.
Sat 11/296:00 amMDW - PLS
1 stop6h 50mDelta
Sat 12/63:10 pmPLS - MDW
1 stop9h 37mDelta
Deal found 10/30$485
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/56:00 amMDW - PLS
1 stop5h 50mDelta
Mon 11/102:10 pmPLS - MDW
1 stop10h 30mDelta
Deal found 10/29$506

Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$358
(Air Canada)

One-way from

$160
(Southwest)

Popular in

December

Cheapest in

July

Average price

$673

Good round-trip deal

$477 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. 8% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

Mon 12/15

6:00 am-4:00 pm

1 stop9h 00m

Providenciales

Mon 12/22

2:23 pm-6:10 pm

Nonstop4h 47m

$392

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 1/31

10:42 am-3:52 pm

Nonstop4h 10m

Providenciales

Sat 2/7

2:23 pm-6:10 pm

Nonstop4h 47m

$394

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Wed 1/14

8:45 am-4:00 pm

1 stop6h 15m

Providenciales

Sat 1/17

2:23 pm-6:10 pm

Nonstop4h 47m

$398

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 11/29

5:23 am-1:50 pm

1 stop7h 27m

Providenciales

Sat 12/6

3:10 pm-10:43 pm

1 stop8h 33m

$402

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 12/6

5:30 am-1:54 pm

1 stop7h 24m

Providenciales

Sat 12/13

3:10 pm-10:43 pm

1 stop8h 33m

$402

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Mon 12/1

6:00 am-12:45 pm

1 stop5h 45m

Providenciales

Fri 12/12

2:10 pm-11:47 pm

1 stop10h 37m

$402

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 12/13

8:45 am-4:00 pm

1 stop6h 15m

Providenciales

Sat 12/20

5:06 pm-11:44 pm

1 stop7h 38m

$402

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Sat 12/13

8:45 am-4:00 pm

1 stop6h 15m

Providenciales

Mon 12/22

5:06 pm-11:44 pm

1 stop7h 38m

$402

ChicagoProvidenciales

ORD - PLS

ORDPLS

Chicago O'Hare Intl

Fri 12/5

8:45 am-4:00 pm

1 stop6h 15m

Providenciales

Mon 12/8

5:06 pm-11:43 pm

1 stop7h 37m

$402

ChicagoProvidenciales

MDW - PLS

MDWPLS

Chicago Midway

Sat 1/10

6:45 am-2:25 pm

1 stop6h 40m

Providenciales

Sat 1/17

2:10 pm-10:09 pm

1 stop8h 59m

$408

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 32 results
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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 October.
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 October 24, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Providenciales, you should look to book at least 32 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 $602). 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Providenciales in the evening. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight at noon.

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 October 30, 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
4,243 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 are 0 daily inbound flights from Chicago from 3 different airlines.

  • How long is the flight from Chicago to Providenciales?

    For as low as $402, United Airlines can have you in Providenciales from Chicago in 7h 27m. There are 1663 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?

    American Airlines, at $459, was found to be the cheapest airline from Chicago to Providenciales.Alternate airlines to your destination round-trip include United Airlines and Delta. These flights start at 32% 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 $609, our data indicates the cheapest price to be $422. The most popular route (Chicago O'Hare Intl - Providenciales), is priced around $388.

  • 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 $602). 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 3 airlines flying from Chicago to Providenciales

Discover the top 3 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$459Average$653FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$471Average$718FlexibilityNo cancel feeOn-time69%
DeltaCheapest$477Average$683FlexibilityNo cancel feeOn-timeN/A

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