$223 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 6/5. 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

Mon, Aug 10 - Wed, Aug 19
Air Canada Logo
5:35 pm - 12:45 pm
ORD
-
PLS
18h 10m
1 stop
Air Canada Logo
2:45 pm - 10:16 am
PLS
-
ORD
20h 31m
1 stop
$528Air Canada
Sun, Jun 21 - Tue, Jun 30
Air Canada Logo
6:22 pm - 12:45 pm
ORD
-
PLS
17h 23m
2 stops
Air Canada Logo
1:40 pm - 9:00 am
PLS
-
ORD
20h 20m
1 stop
$531Air Canada
Mon, Aug 10 - Wed, Aug 19
Air Canada Logo
3:40 pm - 12:45 pm
ORD
-
PLS
20h 05m
2 stops
Air Canada Logo
2:45 pm - 10:16 am
PLS
-
ORD
20h 31m
1 stop
$532Air Canada
Mon, Jul 20 - Mon, Jul 27
Air Canada Logo
5:35 pm - 12:45 pm
ORD
-
PLS
18h 10m
1 stop
Air Canada Logo
1:40 pm - 2:55 pm
PLS
-
ORD
26h 15m
1 stop
$533Air Canada
Sun, Jun 21 - Tue, Jun 30
Air Canada Logo
6:22 pm - 12:45 pm
ORD
-
PLS
17h 23m
2 stops
Air Canada Logo
1:40 pm - 7:45 am
PLS
-
ORD
19h 05m
2 stops
$536Air Canada
Tue, Jul 21 - Mon, Jul 27
Multiple Airlines Logo
8:20 pm - 3:40 pm
ORD
-
PLS
18h 20m
1 stop
Multiple Airlines Logo
1:40 pm - 2:55 pm
PLS
-
ORD
26h 15m
1 stop
$549Multiple Airlines
Mon, Jul 20 - Sat, Jul 25
Southwest Logo
6:30 am - 2:55 pm
MDW
-
PLS
7h 25m
1 stop
Southwest Logo
12:40 pm - 10:25 pm
PLS
-
MDW
10h 45m
1 stop
$631Southwest
Sun, Jul 19 - Sat, Jul 25
Southwest Logo
5:05 am - 3:00 pm
MDW
-
PLS
8h 55m
2 stops
Southwest Logo
12:40 pm - 10:25 pm
PLS
-
MDW
10h 45m
1 stop
$676Southwest
Sun, Jun 21 - Tue, Jun 30
Delta Logo
6:00 am - 2:30 pm
MDW
-
PLS
7h 30m
1 stop
Delta Logo
3:45 pm - 10:17 pm
PLS
-
MDW
7h 32m
1 stop
$685Delta
Thu, Jul 16 - Thu, Jul 23
Delta Logo
6:00 am - 2:30 pm
MDW
-
PLS
7h 30m
1 stop
Delta Logo
3:45 pm - 10:15 pm
PLS
-
MDW
7h 30m
1 stop
$710Delta
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 $739 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 $739.

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 $676 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 October and August, when the average cost of round-trip tickets is $464 and $459 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 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 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$223
Best time to beat the crowds with an average 8% drop 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 4296 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

I'm glad it wasn't only 75% full because I could get a good seat

8.0 ExcellentBobby, May 2026
BNA - GSP
Read more Southwest reviews

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

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.

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!!

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.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

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.

They did not let us board because one member needed a transit visa, which was not evident at the time of ticket purchase.

I was charge a baggage checking fee $68!! I volunteered to check my duffle bag which usually goes under my seat!

I did not like anything because the flight was cancelled yesterday and I did not get to arrive on time in Toronto as I was rebooked with another airline. This caused me to be really stressed out as I am an individual with back injury and to be forced to stay longer in an airport to accommodate a change of airline and the transfers associated with it Due to this I am probably not going to book through your website to eliminate this potentially chaos in the future

shittiest airline in the hemisphere. To improve - start thinking you're flying people, not cattle

Easy boarding, inflight refreshments came on time and comfortable seat

It was good that our flight left early. It was a nice smooth flight and landing.

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

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.