$213 Find Cheap Flights from Chicago to the Turks and Caicos Islands

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 the Turks and Caicos Islands departing on 12/15. 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

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Book Cheap Chicago to the Turks and Caicos Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to the Turks and Caicos Islands 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 the Turks and Caicos Islands

Sat, Nov 7 - Wed, Nov 11
Air Canada Logo
1:55 pm - 1:00 pm
ORD
-
PLS
22h 05m
1 stop
Air Canada Logo
2:00 pm - 11:10 am
PLS
-
ORD
22h 10m
1 stop
$499Air Canada
Wed, Nov 4 - Wed, Nov 11
Air Canada Logo
4:00 pm - 12:25 pm
ORD
-
PLS
19h 25m
1 stop
Air Canada Logo
2:00 pm - 2:55 pm
PLS
-
ORD
25h 55m
1 stop
$504Air Canada
Wed, Nov 4 - Wed, Nov 11
Air Canada Logo
3:55 pm - 12:25 pm
ORD
-
PLS
19h 30m
2 stops
Air Canada Logo
2:00 pm - 11:10 am
PLS
-
ORD
22h 10m
1 stop
$507Air Canada
Tue, Nov 10 - Mon, Nov 16
Air Canada Logo
7:25 am - 1:00 pm
ORD
-
PLS
28h 35m
2 stops
Air Canada Logo
2:00 pm - 6:20 pm
PLS
-
ORD
29h 20m
2 stops
$508Air Canada
Tue, Dec 8 - Fri, Dec 11
Air Canada Logo
7:25 am - 1:00 pm
ORD
-
PLS
28h 35m
2 stops
Air Canada Logo
2:00 pm - 2:55 pm
PLS
-
ORD
25h 55m
1 stop
$509Air Canada
Fri, Aug 28 - Wed, Sep 2
JetBlue Logo
8:20 pm - 11:10 am
ORD
-
PLS
13h 50m
1 stop
JetBlue Logo
2:25 pm - 9:55 pm
PLS
-
ORD
8h 30m
1 stop
$530JetBlue
Tue, Nov 10 - Mon, Nov 16
Southwest Logo
5:15 am - 1:45 pm
MDW
-
PLS
7h 30m
1 stop
Southwest Logo
2:40 pm - 9:10 pm
PLS
-
MDW
7h 30m
1 stop
$537Southwest
Tue, Nov 10 - Mon, Nov 16
Southwest Logo
5:15 am - 1:45 pm
MDW
-
PLS
7h 30m
1 stop
Southwest Logo
2:40 pm - 5:40 am
PLS
-
MDW
16h 00m
2 stops
$542Southwest
Sat, Aug 15 - Wed, Aug 19
Delta Logo
6:05 am - 12:40 pm
MDW
-
PLS
5h 35m
1 stop
Delta Logo
2:05 pm - 10:36 pm
PLS
-
MDW
9h 31m
1 stop
$657Delta
Fri, Nov 27 - Thu, Dec 3
Delta Logo
6:45 pm - 12:05 pm
MDW
-
PLS
16h 20m
2 stops
Delta Logo
2:10 pm - 8:45 am
PLS
-
MDW
19h 35m
2 stops
$662Delta
Booking Insights

KAYAK's insights & trends for Chicago to the Turks and Caicos Islands flights

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

What is the cheapest Chicago to the Turks and Caicos Islands flight route?

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

The cheapest ticket to the Turks and Caicos Islands from Chicago found in the last 5 days was to Providenciales, at $682 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Providenciales (PLS), and the cheapest round-trip airline ticket found on this route in the last 5 days was $682.

What is the cheapest time of day to fly to the Turks and Caicos Islands?

The average price for all round-trip flights from Chicago to the Turks and Caicos Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to the Turks and Caicos Islands is generally in the morning, when round-trip flights cost $748 on average. The most expensive time of day to fly to the Turks and Caicos Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $748.

Can I save money by flying with a layover from Chicago to the Turks and Caicos Islands?

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 $607 on average.

What is the cheapest month to fly from Chicago to the Turks and Caicos Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to the Turks and Caicos Islands, 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 the Turks and Caicos Islands is March, when tickets cost $214 (return) on average. On the other hand, the most expensive months are August and July, when the average cost of round-trip tickets is $587 and $506 respectively.

What’s the cheapest day of the week to fly from Chicago to Turks and Caicos Islands?

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

Your flight ticket price will generally be cheaper if you fly to Turks and Caicos Islands on a Monday and more expensive on a Saturday. On your return trip to Chicago, you should consider flying back on a Saturday, and avoid Fridays for better deals.

How far in advance should I book a flight from Chicago to the Turks and Caicos Islands?

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 the Turks and Caicos Islands, 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 the Turks and Caicos Islands, you should book around 4 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$213
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago O'Hare Airport to Providenciales

FAQs - booking Turks and Caicos Islands flights

  • How does KAYAK find such low prices on flights from Chicago to the Turks and Caicos Islands?

    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 the Turks and Caicos Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to the Turks and Caicos Islands 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 the Turks and Caicos Islands?

    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 from Chicago to the Turks and Caicos Islands with an airline and back with another airline.

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

    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 from Chicago to the Turks and Caicos Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Chicago to the Turks and Caicos Islands

 
Need help choosing which airline to fly with from Chicago to the Turks and Caicos Islands? 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.
7.9
SouthwestOverall score based on 4241 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

2.0 MediocreMarcela, Jun 2026
DAL - COS
Read more Southwest reviews

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight got canceled 4 times, missed my connecting flight due to delays, have to wait to go home tomorrow

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Great experience nice pilot very soft and easy landing and take off

We sat on the runway for over an hour before departure. That was unwelcome.

Horrible. Faucet in sink not working, wifi not working. Didn’t bring food or snacks

Flight was delayed before take off and at landing. Baggage took 20 minutes. Flight crew would not serve full soft drink and had to ask multiple times before receiving water.

From checking to boarding, it was a seamless experience. The service agents were so helpful. The flight crew was so pleasant.

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Flight attendants were great. Cheerful, upbeat and friendly. Jet, in particular, was fantastic.

I have Precheck. Flew HPN to DEN and return this past weekend. Delta didn't attach my Precheck number to this trip. So it was waiting in general line especially in Denver. Unavailable.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

1didnt have wheel chair I ordered wheel chair in my ticket flight

Flight was overbooked and seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

It was pretty straight forward, no glitches or hidden costs

It was a short flight so, everything went smoothly and we got to where we needed to be safely.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

No TV on the flight. The charging outlet was not working. No food, even a sandwich. The served orange was poor quality.

Selected seats 5 months prior to date. Had email confirmation and seats were not honoured. Family did not sit together

Loved and was pleasantly surprised by the food!! Request Lufthansa to help transiting passengers at Munich (confusion whether to go thru passport control or not).

The flight was comfortable and the staff were helpful and friendly. However, we did not know we were flying PAL until we arrived in Canada, so it was a bit disconcerting. In addition, which port we were leaving from was confusing.

Everything you need to know for your flight from Chicago to the Turks and Caicos Islands

Cabin class types available on flights to the Turks and Caicos Islands

Cabin classes available on flights to the Turks and Caicos Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.