CHI - PLS

$75 Find Cheap Flights from Chicago to Providenciales

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Providenciales departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Providenciales

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Providenciales, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Providenciales, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$299
Frontier
Sat 2/21Sat 2/28
MDW - PLS • 1 stop
Cheapest non-stop
$514
Typical prices: $451-$949
United Airlines
Sun 12/21Thu 12/25
ORD - PLS • Non-stop
Our travelers' advice
AI-generated summary based on content written by travel experts
Choose Economy Plus on United for extra legroom.
Download the American Airlines app for entertainment.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Frontier
Cheapest • from $299 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-PLS
Cheapest
ORD-PLS
Most popular
Insights
Insights
Insights
Insights
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 47% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
June
Cheapest • 9% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Providenciales!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Providenciales (CHI-PLS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Providenciales that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Providenciales

Sat, Feb 21 - Sat, Feb 28
Frontier Logo
6:00 am - 3:48 pmMDW-PLS
8h 48m1 stop
Frontier Logo
4:50 pm - 11:25 pmPLS-MDW
7h 35m1 stop
$299Frontier
Find Deal
Sat, Jan 24 - Sat, Jan 31
Frontier Logo
6:03 am - 3:38 pmORD-PLS
8h 35m1 stop
Frontier Logo
4:50 pm - 1:37 pmPLS-ORD
21h 47m1 stop
$314Frontier
Find Deal
Sat, Jan 24 - Wed, Jan 28
Multiple Airlines Logo
6:03 am - 3:38 pmORD-PLS
8h 35m1 stop
Multiple Airlines Logo
1:15 pm - 9:13 amPLS-ORD
20h 58m1 stop
$341Multiple Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Air Canada Logo
12:50 pm - 5:40 pmORD-PLS
27h 50m1 stop
Air Canada Logo
6:40 pm - 8:10 pmPLS-ORD
26h 30m1 stop
$344Air Canada
Find Deal
Sun, Mar 1 - Sat, Mar 7
Multiple Airlines Logo
2:00 pm - 12:15 pmORD-PLS
21h 15m1 stop
Multiple Airlines Logo
2:50 pm - 12:01 amPLS-ORD
10h 11m1 stop
$351Multiple Airlines
Find Deal
Fri, Jan 16 - Mon, Jan 19
Air Canada Logo
3:35 pm - 5:40 pmORD-PLS
25h 05m1 stop
Air Canada Logo
6:40 pm - 11:06 amPLS-ORD
17h 26m1 stop
$374Air Canada
Find Deal
Sun, Dec 21 - Tue, Dec 30
Delta Logo
6:00 am - 12:45 pmMDW-PLS
5h 45m1 stop
Delta Logo
3:50 pm - 10:22 pmPLS-MDW
7h 32m1 stop
$528Delta
Find Deal
Sun, Dec 21 - Wed, Dec 31
Delta Logo
6:08 pm - 2:25 pmMDW-PLS
19h 17m2 stops
Delta Logo
3:50 pm - 8:49 amPLS-MDW
17h 59m2 stops
$533Delta
Find Deal
Fri, Jan 23 - Tue, Jan 27
Southwest Logo
5:00 am - 1:45 pmMDW-PLS
7h 45m1 stop
Southwest Logo
2:40 pm - 9:00 pmPLS-MDW
7h 20m1 stop
$545Southwest
Find Deal
Fri, Jan 23 - Tue, Jan 27
Southwest Logo
5:35 pm - 1:45 pmMDW-PLS
19h 10m2 stops
Southwest Logo
2:40 pm - 9:00 pmPLS-MDW
7h 20m1 stop
$550Southwest
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Providenciales flights

Get data-powered insights and trends into flights from Chicago to Providenciales to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Providenciales?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Providenciales departing in February.

What is the cheapest Chicago to Providenciales flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Providenciales costs $270 on the route between Chicago O'Hare Intl Airport (ORD) and Providenciales (PLS). It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Providenciales?

The average price of all round-trip flights from Chicago to Providenciales clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Providenciales, you should consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Fridays.

What is the cheapest month to fly from Chicago to Providenciales?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Providenciales, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Providenciales is June, where tickets cost $610 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $779 and $735 respectively.

Can I save money by flying with a layover from Chicago to Providenciales?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $508 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Providenciales, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Providenciales, you should book around 2 weeks before departure, which saves you about 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Providenciales

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Consider Main Cabin Extra for early boarding and complimentary drinks on longer flights.


Download the American Airlines app for in-flight entertainment on your device.

United Airlines

Opt for Economy Plus for up to six inches more legroom than standard economy.


Use Priority Boarding to ensure overhead bin space for your carry-on.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more

Good to know

Low seasonOctober
Cheapest flight$75
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago O'Hare Airport to Providenciales

When to book flights from Chicago to Providenciales

Are your dates flexible? Find out the best times to travel from Chicago to Providenciales based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Providenciales

  • What is the cheapest flight from Chicago to Providenciales?

    In the last 3 days, the lowest price for a flight from Chicago to Providenciales was $75 for a one-way ticket and $299 for a round-trip.

  • Do I need a passport to fly between Chicago and Providenciales?

    Yes

  • Which airports will I be using when flying from Chicago to Providenciales?

    There are 2 airports in Chicago (Chicago Midway and Chicago O'Hare Intl.) and only 1 airport in Providenciales (Providenciales). The cheapest flights are generally found on the Chicago O'Hare Airport to Providenciales flight route.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Providenciales?

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago to Providenciales flight route.

  • Which aircraft models fly most regularly from Chicago to Providenciales?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Providenciales flight route.

  • Which airline alliances offer flights from Chicago to Providenciales?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Providenciales, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Providenciales?

    There are nonstop flights from Chicago to Providenciales on a daily basis.

  • Which is the best airline for flights from Chicago to Providenciales, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Providenciales are Southwest and Delta. With an average price for the route of $695 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $735 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago to Providenciales?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Providenciales.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Providenciales?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Providenciales from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Providenciales?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Providenciales with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Providenciales?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Providenciales from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Providenciales

  • Looking for a cheap flight? 25% of our users found flights on this route for $378 or less one-way and $454 or less round-trip.

Prefer to fly direct from Chicago to Providenciales?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Providenciales.
Find which airlines fly direct from Chicago to Providenciales Airport, which days they fly and book direct flights.

Direct departures

Chicago to Providenciales

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Providenciales to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 4 airlines serving from Chicago to Providenciales

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Providenciales. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Providenciales? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4252 reviews
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

10.0 ExcellentDavid, Nov 2025BUF - PHX
Read more Southwest reviews

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Great. Seamless. Check in agent at kiosk international was amazing and extremely helpful.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

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

Information on your arrival and departure airports