$1,244 Cheap Flights from Chicago (ORD) to Grand Turk (GDT)

View $1,244 flight on Wed, Mar 4, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Grand Turk (GDT-JAGS McCartney Intl.)

Cheap Flights from Chicago to Grand Turk (ORD-GDT)

Prices were available within the past 7 days and start at $1,244 for one-way flights and $2,400 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Iberia
Tue, Nov 11 - Thu, Nov 20
ORD
Chicago
GDT
Grand Turk
$2,400 Roundtrip, found 9 hours ago
$2,400
Roundtrip
found 9 hours ago
Select Iberia flight, departing Tue, Nov 11 from Chicago to Grand Turk, returning Thu, Nov 20, priced at $2,400 found 9 hours ago
Iberia
Tue, Nov 18 - Thu, Dec 4
ORD
Chicago
GDT
Grand Turk
$2,400 Roundtrip, found 1 day ago
$2,400
Roundtrip
found 1 day ago
Select Iberia flight, departing Tue, Nov 18 from Chicago to Grand Turk, returning Thu, Dec 4, priced at $2,400 found 1 day ago
Iberia
Wed, Jan 14 - Thu, Jan 22
ORD
Chicago
GDT
Grand Turk
$2,416 Roundtrip, found 19 hours ago
$2,416
Roundtrip
found 19 hours ago
Select Iberia flight, departing Wed, Jan 14 from Chicago to Grand Turk, returning Thu, Jan 22, priced at $2,416 found 19 hours ago
Iberia
Wed, Mar 4 - Thu, Mar 12
ORD
Chicago
GDT
Grand Turk
$2,420 Roundtrip, found 1 day ago
$2,420
Roundtrip
found 1 day ago
Select Iberia flight, departing Wed, Mar 4 from Chicago to Grand Turk, returning Thu, Mar 12, priced at $2,420 found 1 day ago
Iberia
Tue, Mar 10 - Thu, Mar 26
ORD
Chicago
GDT
Grand Turk
$2,423 Roundtrip, found 1 day ago
$2,423
Roundtrip
found 1 day ago
Select Iberia flight, departing Tue, Mar 10 from Chicago to Grand Turk, returning Thu, Mar 26, priced at $2,423 found 1 day ago
Iberia
Tue, Dec 2 - Thu, Dec 11
ORD
Chicago
GDT
Grand Turk
$2,426 Roundtrip, found 3 days ago
$2,426
Roundtrip
found 3 days ago
Select Iberia flight, departing Tue, Dec 2 from Chicago to Grand Turk, returning Thu, Dec 11, priced at $2,426 found 3 days ago
Iberia
Wed, Mar 4 - Wed, Mar 18
ORD
Chicago
GDT
Grand Turk
$2,446 Roundtrip, found 3 days ago
$2,446
Roundtrip
found 3 days ago
Select Iberia flight, departing Wed, Mar 4 from Chicago to Grand Turk, returning Wed, Mar 18, priced at $2,446 found 3 days ago
Iberia
Fri, Nov 14 - Thu, Nov 20
ORD
Chicago
GDT
Grand Turk
$2,450 Roundtrip, found 9 hours ago
$2,450
Roundtrip
found 9 hours ago
Select Iberia flight, departing Fri, Nov 14 from Chicago to Grand Turk, returning Thu, Nov 20, priced at $2,450 found 9 hours ago
Iberia
Tue, Nov 18 - Sun, Nov 23
ORD
Chicago
GDT
Grand Turk
$2,450 Roundtrip, found 16 hours ago
$2,450
Roundtrip
found 16 hours ago
Select Iberia flight, departing Tue, Nov 18 from Chicago to Grand Turk, returning Sun, Nov 23, priced at $2,450 found 16 hours ago
Iberia
Tue, Nov 18 - Thu, Dec 4
ORD
Chicago
GDT
Grand Turk
$2,463 Roundtrip, found 2 days ago
$2,463
Roundtrip
found 2 days ago
Select Iberia flight, departing Tue, Nov 18 from Chicago to Grand Turk, returning Thu, Dec 4, priced at $2,463 found 2 days ago
Iberia
Wed, Jan 14 - Sun, Jan 18
ORD
Chicago
GDT
Grand Turk
$2,466 Roundtrip, found 19 hours ago
$2,466
Roundtrip
found 19 hours ago
Select Iberia flight, departing Wed, Jan 14 from Chicago to Grand Turk, returning Sun, Jan 18, priced at $2,466 found 19 hours ago
Iberia
Wed, Mar 4 - Sun, Mar 15
ORD
Chicago
GDT
Grand Turk
$2,470 Roundtrip, found 1 day ago
$2,470
Roundtrip
found 1 day ago
Select Iberia flight, departing Wed, Mar 4 from Chicago to Grand Turk, returning Sun, Mar 15, priced at $2,470 found 1 day ago
Iberia
Tue, Mar 10 - Sun, Mar 29
ORD
Chicago
GDT
Grand Turk
$2,473 Roundtrip, found 1 day ago
$2,473
Roundtrip
found 1 day ago
Select Iberia flight, departing Tue, Mar 10 from Chicago to Grand Turk, returning Sun, Mar 29, priced at $2,473 found 1 day ago
Iberia
Tue, Nov 18 - Sun, Nov 23
ORD
Chicago
GDT
Grand Turk
$2,475 Roundtrip, found 9 hours ago
$2,475
Roundtrip
found 9 hours ago
Select Iberia flight, departing Tue, Nov 18 from Chicago to Grand Turk, returning Sun, Nov 23, priced at $2,475 found 9 hours ago

Alternative airports near Cockburn Town

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to South Caicos XSC. Cheapest option available. Flights from $589
XSC
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Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT) cost?
Get a cheap one-way flight from $1,244 or cheap return flight from $2,400 from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT)?
The cheapest month to fly from ORD to GDT is November, when demand is low. Off-peak season is usually when you'll find lower airfares between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll fly you from ORD to GDT. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT)?
Direct flights from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to GDT?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on a number of factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT)?
Select a flight from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Later departures are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT) last-minute?
Booking your flight from ORD to GDT just before your journey is usually more expensive. But if you're flexible with your travel dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book an ORD to GDT flight and hotel package?
You can save money by securing an ORD to GDT flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. Once you've chosen your ideal flights and accommodations, consider adding extras including car rentals, activities and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to JAGS McCartney Intl. Airport (GDT)?
In most cases, you can cancel or modify your ORD to GDT flight. However, there may be additional fees, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you need further details, go to our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
JAGS McCartney Intl.
Roundtrip price
$2,399
Distance
1720 mi

Book with confidence

Chicago to Grand Turk Flights

The cheapest times to fly from Chicago to Grand Turk

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Grand Turk are during the month of November. You can find some of the cheapest flights from Chicago to Grand Turk with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Grand Turk

Sunday is one of the best days to book for cheap flights from Chicago to Grand Turk: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Grand Turk

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Grand Turk in 2025. You can also book with separate airlines for your outbound and return journeys, from $1,244 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Grand Turk flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Grand Turk airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Grand Turk Flights

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*Available to One Key members.