$221 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 4/28. 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

Thu, Jun 18 - Tue, Jun 23
Air Canada Logo
2:00 pm - 1:50 pm
ORD
-
PLS
22h 50m
2 stops
Air Canada Logo
1:40 pm - 4:57 pm
PLS
-
ORD
28h 17m
1 stop
$542Air Canada
Fri, Jun 5 - Tue, Jun 9
Air Canada Logo
8:20 pm - 1:15 pm
ORD
-
PLS
15h 55m
1 stop
Air Canada Logo
2:10 pm - 2:55 pm
PLS
-
ORD
25h 45m
1 stop
$547Air Canada
Thu, May 28 - Mon, Jun 1
Air Canada Logo
1:55 pm - 12:50 pm
ORD
-
PLS
21h 55m
2 stops
Air Canada Logo
2:15 pm - 9:00 am
PLS
-
ORD
19h 45m
1 stop
$550Air Canada
Thu, May 28 - Mon, Jun 1
Air Canada Logo
1:55 pm - 12:50 pm
ORD
-
PLS
21h 55m
2 stops
Air Canada Logo
2:15 pm - 9:00 am
PLS
-
ORD
19h 45m
1 stop
$551Air Canada
Thu, May 28 - Mon, Jun 1
Air Canada Logo
1:55 pm - 12:50 pm
ORD
-
PLS
21h 55m
2 stops
Air Canada Logo
2:15 pm - 9:00 am
PLS
-
ORD
19h 45m
1 stop
$552Air Canada
Wed, Aug 12 - Wed, Aug 19
Air Canada Logo
2:00 pm - 1:50 pm
ORD
-
PLS
46h 50m
2 stops
Air Canada Logo
2:45 pm - 8:05 pm
PLS
-
ORD
30h 20m
1 stop
$553Air Canada
Thu, May 28 - Mon, Jun 1
Air Canada Logo
1:55 pm - 12:50 pm
ORD
-
PLS
21h 55m
2 stops
Air Canada Logo
2:15 pm - 12:11 pm
PLS
-
ORD
22h 56m
2 stops
$555Air Canada
Thu, May 28 - Mon, Jun 1
Air Canada Logo
1:55 pm - 12:50 pm
ORD
-
PLS
21h 55m
2 stops
Air Canada Logo
2:15 pm - 12:11 pm
PLS
-
ORD
22h 56m
2 stops
$556Air Canada
Tue, May 19 - Tue, May 26
Southwest Logo
7:45 am - 2:55 pm
MDW
-
PLS
6h 10m
1 stop
Southwest Logo
3:50 pm - 9:25 pm
PLS
-
MDW
6h 35m
1 stop
$583Southwest
Sat, May 9 - Wed, May 13
Southwest Logo
7:45 am - 3:35 pm
MDW
-
PLS
6h 50m
1 stop
Southwest Logo
3:50 pm - 9:25 pm
PLS
-
MDW
6h 35m
1 stop
$598Southwest
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 72 hours was to Providenciales, at $720 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 72 hours was $720.

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 $711 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 $711.

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 $629 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 October, when tickets cost $555 (return) on average. On the other hand, the most expensive months are March and August, when the average cost of round-trip tickets is $806 and $734 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 Sunday and more expensive on a Wednesday. 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 3 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$179
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
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.
8.0
SouthwestOverall score based on 4330 reviews
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

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.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

All good……but luggage didn’t make it on the airplane. Had to wait 3 days. Was a bummer.

Small suitcase used for carryon the last time was refused by boarding crew this time. Appears to be at the discretion and mood of the person on the day. Flight was only half booked, there would have been no problem with space.

It was a problem because there was a delay where we sat before taking off from newark,then when landed in Toronto we sat on tarmac and they wouldn't let us out for a long period of time. When we finally were released to the airport in Toronto the attendant scanned our boarding pass that we were here for our connection to Brazil. We ran all the way to the gate and they said at the gate the door is shut so we can not let you on the plane. We explained that we were checked in by the attendant when we arrived at Toronto airport to go to Brazil and they should not have shut the door. We were ignored at the gate

Flight home was delayed multiple times, did not get home until 2am

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

My original flight was cancelled and then rebooked four hours later on a recovery flight, but I was checked in as stanby and had no seats so as a family of four we were concerned about not being seated altogether. Our flight then got delayed by another 1.5 hours and when seats were assigned at the gate, three of the four of us were together and we could get my wife closer, they offered no assistance.

I bought a ticket from Kayak. When I got to the airport, the was no ticket. I had to pay 5X to get to my destination. No response received from Kayak. I will NEVER use them again.

My wallet was stolen while I was sleeping on the plane.

Good boarding but extremely cold temperature in both flights (60 F!).

The whole plane smelled and felt old. The seats were very uncomfortable. Multiple delays. Extra fees.

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.