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GCM to ORD

Georgetown to Chicago Flights

Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.

Fare checked before payment No hidden charges Transparent cancellation policy 24×7 booking support
Lowest fareUS$233Air Canada
Fastest7h 2mgate to gate
Options found90flights on this route
Find your flight GCM ORD

Available Flights & Fares

Compare fares, timings and baggage. Pick the flight that suits your trip.

Prices in USD
90 flight options

Fares are checked again before payment.

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Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
21H :04 M
2 Stops
YYZ · 4h 30m Toronto (YYZ), Canada
YOW · 9h 05m Ottawa (YOW), Canada
07:44
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
9H :08 M
1 Stop
YYZ · 3h 05m Toronto (YYZ), Canada
19:48
2026-10-03
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
21H :20 M
1 Stop
YYZ · 15h 15m Toronto (YYZ), Canada
08:00
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
22H :20 M
1 Stop
YYZ · 16h 20m Toronto (YYZ), Canada
09:00
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
23H :08 M
1 Stop
YYZ · 17h 05m Toronto (YYZ), Canada
09:48
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
26H :43 M
1 Stop
YYZ · 20h 40m Toronto (YYZ), Canada
13:23
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
26H :45 M
1 Stop
YYZ · 20h 30m Toronto (YYZ), Canada
13:25
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
28H :15 M
1 Stop
YYZ · 22h 15m Toronto (YYZ), Canada
14:55
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Delta Air Lines
Delta Air Lines
DL-1870
13:05
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
7H :51 M
1 Stop
ATL · 2h 56m Atlanta (ATL), United States
20:56
2026-10-03
CHICAGO (ORD)United StatesO Hare International
Delta Air Lines
Delta Air Lines
DL-1870
13:05
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
10H :54 M
1 Stop
ATL · 5h 56m Atlanta (ATL), United States
23:59
2026-10-03
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
19H :17 M
2 Stops
YYZ · 4h 10m Toronto (YYZ), Canada
CMH · 7h 59m Columbus (CMH), United States
05:57
2026-10-04
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
10:40
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
19H :19 M
2 Stops
YYZ · 1h 35m Toronto (YYZ), Canada
DTW · 10h 54m Detroit (DTW), United States
05:59
2026-10-04
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
10H :36 M
2 Stops
MIA · 2h 51m Miami (MIA), United States
CLT · 1h 44m Charlotte (CLT), United States
22:31
2026-10-03
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
11H :55 M
2 Stops
MIA · 3h 32m Miami (MIA), United States
LGA · 1h 05m New York (LGA), United States
23:50
2026-10-03
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
12H :01 M
2 Stops
MIA · 2h 21m Miami (MIA), United States
PHL · 2h 34m Philadelphia (PHL), United States
23:56
2026-10-03
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
12H :06 M
2 Stops
MIA · 2h 51m Miami (MIA), United States
CLT · 3h 08m Charlotte (CLT), United States
00:01
2026-10-04
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
12H :19 M
2 Stops
MIA · 3h 11m Miami (MIA), United States
DFW · 1h 35m Dallas (DFW), United States
00:14
2026-10-04
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
22H :50 M
2 Stops
MIA · 15h 43m Miami (MIA), United States
CLT · 1h 07m Charlotte (CLT), United States
10:45
2026-10-04
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
23H :46 M
2 Stops
MIA · 16h 06m Miami (MIA), United States
DCA · 1h 12m Washington (DCA), United States
11:41
2026-10-04
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
7H :43 M
1 Stop
MIA · 2h 23m Miami (MIA), United States
19:38
2026-10-03
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
9H :45 M
1 Stop
MIA · 4h 44m Miami (MIA), United States
21:40
2026-10-03
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
11H :35 M
1 Stop
MIA · 6h 38m Miami (MIA), United States
23:30
2026-10-03
CHICAGO (ORD)United StatesO Hare International

Recommended hotels in Chicago

Stay options near the arrival city for the same travel date.

Search hotels
TownePlace Suites by Marriott Chicago Elgin-West Dundee
3.0Very GoodLive availability

TownePlace Suites by Marriott Chicago Elgin-West Dundee

2185 Marriott Dr, 60118

Room availability is checked live
$81per night+ taxes if applicable

1 Night • 3 Star

Hawthorn Suites by WY Chicago Schaumburg
3.0Very GoodLive availability

Hawthorn Suites by WY Chicago Schaumburg

1200 Bank Drive, 60173

Room availability is checked live
$85per night+ taxes if applicable

1 Night • 3 Star

Hawthorn Suites by Wyndham Northbrook Wheeling
3.0Very GoodLive availability

Hawthorn Suites by Wyndham Northbrook Wheeling

8000 Capitol Drive, 60090

Room availability is checked live
$86per night+ taxes if applicable

1 Night • 3 Star

DoubleTree by Hilton Lisle Naperville
4.0Very GoodLive availability

DoubleTree by Hilton Lisle Naperville

3003 Corporate West Dr, 60532

Room availability is checked live
$87per night+ taxes if applicable

1 Night • 4 Star

AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
12H :38 M
1 Stop
MIA · 7h 41m Miami (MIA), United States
00:33
2026-10-04
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1301
11:55
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
21H :34 M
1 Stop
MIA · 16h 26m Miami (MIA), United States
09:29
2026-10-04
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-301
12:36
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
7H :02 M
1 Stop
CLT · 1h 30m Charlotte (CLT), United States
19:38
2026-10-03
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-301
12:36
2026-10-03
Georgetown (GCM)Cayman IslandsOwen Roberts International
9H :55 M
1 Stop
CLT · 4h 34m Charlotte (CLT), United States
22:31
2026-10-03
CHICAGO (ORD)United StatesO Hare International
No flights match the selected filters. Clear filters or open full search.

Today's Airfare Highlights

Selected flight highlights for 03 Oct 2026.

Lowest fare $233 Air Canada 10:40
Earliest departure $1,596 Cayman Airways 08:50
Shortest duration $542 American Airlines 12:36
Night 00:00-05:59 No option Open full search for more
Morning 06:00-11:59 $233 Air Canada at 10:40
Afternoon 12:00-17:59 $482 Delta Air Lines at 13:05
Evening 18:00-23:59 $3,289 British Airways at 18:05

Departure & Arrival Airport Details

Georgetown (GCM)

Owen Roberts International

Cayman Islands

Chicago (ORD)

O Hare International

USA

Flights shown for 03 Oct 2026. View all flights opens the complete search result.
Smart travel dates

Holidays and peak dates for Chicago

Fares and hotel rates usually run higher around these dates. Booking earlier — or shifting a day or two — often costs less.

Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).

Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here — check the exact date for your travel year.

Compare your journey

How to travel Georgetown to Chicago

Every option we can actually book for you, compared on price and journey time.

OptionFromJourney timeAvailability
Connecting flight₹22,313Longer — includes a stop90 options

6 airlines operate this route.

Road distance and coach duration are approximate estimates from the air distance, not a timetable.

Airlines flying from Georgetown to Chicago

Compare fares, stops, baggage and refundability across the airlines flying this route.

American Airlines Flights

from $54234 flights
Fares from
$542
Non-stop
None in these results
Departures
34 — compare timings in the list above

Cayman Airways Flights

from $1,59618 flights
Fares from
$1,596
Non-stop
None in these results
Departures
18 — compare timings in the list above

Air Canada Flights

from $23317 flights
Fares from
$233
Non-stop
None in these results
Departures
17 — compare timings in the list above

United Airlines Flights

from $54211 flights
Fares from
$542
Non-stop
None in these results
Departures
11 — compare timings in the list above

Delta Air Lines Flights

from $4825 flights
Fares from
$482
Non-stop
None in these results
Departures
5 — compare timings in the list above

Route Overview & Flight Facts

Fastest flight duration7h 2m · American Airlines
First departure of the day08:50 · Cayman Airways
Last departure of the day18:05 · British Airways
Options in this snapshot90
Airport codesGeorgetown–GCM, Chicago–ORD

Fares and timings are indicative — the exact price is confirmed with the airline when you search.

Flight Schedule, Timings & Airfare Insights

Daily Flight Schedule & Travel Duration

Around 90 flights appear in the dated route snapshot. Departures run through the day — the first flight leaves around 08:50 and the last around 18:05. The fastest flight takes about 7h 2m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Morning from $233, Afternoon from $482, Evening from $3,289. These observations do not predict the cheapest departure window on other dates.

Cheapest Airfare & Best Time to Book

Search your travel dates to compare current fares — prices update continuously with airline inventory.

One-Way vs Round-Trip Fare Comparison

Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.

Online Web Check-In & Boarding Pass

Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.

How to Book Cheap Flights on FlyX

  1. 1
    Enter your travel details

    Choose one-way or round-trip, pick your dates and travellers in the search form above.

  2. 2
    Compare search results

    Sort or filter the Georgetown–Chicago results by price, departure time, stops and airline.

  3. 3
    Open the fare choices

    Check baggage allowance and refundability for each fare type before continuing.

  4. 4
    Review the final price

    Review the refreshed supplier fare, coupon saving and selected payment-method fee before you pay.

  5. 5
    Pay securely

    UPI, cards, net banking and wallets supported; payment and ticket issuance have separate statuses. If issuance is pending, follow the booking status; the confirmed ticket is sent after issuance.

Destination & City Travel Guide

About Chicago

Chicago, the most populous city in Illinois and the third most populous in the United States, is a bustling metropolis known for its iconic skyline, vibrant arts scene, and diverse neighborhoods. Often referred to as the Windy City, Chicago offers a blend of architectural marvels, cultural landmarks, and a dynamic urban atmosphere. From world-class museums to sandy beaches along Lake Michigan, Chicago is a city that captivates visitors with its charm and energy.

Read more about Chicago

Airports

Chicago is served by two major airports:
• O'Hare International Airport (ORD) - Located approximately 18 miles northwest of downtown Chicago
• Chicago Midway International Airport (MDW) - Situated about 10 miles southwest of the city center

Hotels and Restaurants

Chicago offers a wide range of accommodation options to suit every budget:
• The Ritz-Carlton Chicago - Luxury hotel with stunning views of Lake Michigan
• The Drake Hotel - Historic hotel with elegant rooms and top-notch service
• Hotel Lincoln - Boutique hotel with a rooftop bar and quirky decor
• HI Chicago Hostel - Budget-friendly option with modern amenities

When it comes to dining, Chicago is a food lover's paradise:
• Alinea - Renowned for its innovative and artistic dishes
• Lou Malnati's Pizzeria - Famous for its deep-dish pizza
• Girl & the Goat - Popular spot for creative small plates
• Portillo's - Iconic for its Chicago-style hot dogs

Transportation

Getting around Chicago is convenient with various transportation options:
• Chicago Transit Authority (CTA) - Extensive network of buses and 'L' trains
• Metra - Commuter rail system connecting the suburbs to the city
• Taxis and Rideshares - Widely available across the city
• Divvy Bikes - Bike-sharing program with numerous docking stations

Must-See Places

Chicago boasts numerous attractions that should not be missed:
• Millennium Park - Home to the iconic Cloud Gate sculpture (The Bean)
• The Art Institute of Chicago - Houses an impressive collection of artworks
• Navy Pier - Entertainment hub with rides, restaurants, and shops
• Willis Tower Skydeck - Offers breathtaking views from the 103rd floor
• Museum Campus - Includes the Field Museum, Shedd Aquarium, and Adler Planetarium

Climate

Chicago experiences a continental climate with distinct seasons:
• Winter (December to February) - Cold and snowy, ideal for winter sports
• Spring (March to May) - Mild temperatures and blooming flowers
• Summer (June to August) - Warm and humid, perfect for outdoor activities
• Autumn (September to November) - Cool and crisp, great for sightseeing

The best time to visit Chicago is during late spring to early autumn when the weather is pleasant and outdoor events are in full swing. Whether you're exploring its architectural wonders, indulging in its culinary delights, or enjoying its vibrant cultural scene, Chicago promises an unforgettable experience.

Why Book Your Flight with FlyX?

Compare the available Georgetown to Chicago options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.

Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.

Fare checked before paymentCoupon eligibility checkedBooking status trackingBooking support

Exclusive Flight Offers & Promo Coupons

Coupon codeOfferMax saving
FLYX20Up to 20% Off on Flights₹1,500

Check coupon eligibility and the final discount on the review page before you pay. View full terms.

Frequently Asked Questions

Is it worth booking Georgetown to Chicago flights in advance?

There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. Across the dates currently loaded for Georgetown to Chicago, Saturday shows the lowest fare at $233. That is an observed snapshot for these dates, not a rule that holds every week.

How far is Georgetown from Chicago by air?

The flying distance depends on the routing the airline selects. The live flight cards above show duration and stop details for each result.

Are there non-stop flights from GCM to ORD?

Not for the dates currently loaded - every Georgetown to Chicago option showing right now has at least one stop. Non-stop service can differ by season and by day, so it is worth checking nearby dates before you decide.

Which airlines fly Georgetown to Chicago?

American Airlines, Cayman Airways, Air Canada, United Airlines and 1 other are showing on this route for the dates currently loaded. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.

How long is the flight from Georgetown to Chicago?

Every option currently loaded has at least one stop, and the shortest total journey time is about 7h 2m including the layover. Non-stop service on this route can vary by season and by day.

What is the baggage allowance on Georgetown to Chicago flights?

Allowance is set by the airline and the fare you pick, not by the route. Fares showing right now include 1 Pieces and 2 Pieces. Cabin baggage is counted separately, and the exact allowance for the fare you choose is shown in the fare conditions before payment.

What is the cheapest Georgetown to Chicago flight fare?

The lowest fare showing on Georgetown to Chicago for the dates currently loaded is $233. Fares on the same dates run up to $3,840, depending on airline, timing and fare type. Airline pricing moves continuously, so treat this as a dated observation rather than a fixed price.

What time do Georgetown to Chicago flights depart?

For the dates currently loaded the first departure is around 08:50 and the last is around 18:05, local time at Georgetown. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.

Why does the price change after clicking Book Now?

Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay - if it has moved, you see the new figure before any payment.

Before you book this route

Check the airport codes GCM–ORD, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.

Where these fares come from

The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price — run a search to see what is available for your own dates.

Last checked .

Check official travel requirements

Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.

For payment, ticket issuance or a change request, see FlyX support. About FlyX.

What to Expect When Booking Your Flight

The GCM to ORD cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.

Before you book

Compare nearby dates

The date strip opens the complete search result for the route and selected date.

Use filters

Shortlist by price, stops, departure time and refundable fare preference.

Check fare choices

Continue to Booking opens the verified fare choices, including baggage and refundability, before review.

Lowest Georgetown to Chicago airfare today, in 30 days and in 90 days

Cheapest Fare Fare Date Airline Departure
Lowest Airfare Today $233 03/10/2026 Air Canada 10:40
Cheapest Airfare Within 30 Days $229 13/10/2026 Air Canada 10:40
Cheapest Airfare Within 90 Days $222 12/12/2026 Air Canada 10:40

Book Georgetown to Chicago Flight Tickets on FlyX

Planning to fly from Georgetown to Chicago? FlyX lets you compare flight rates, airline timings, layovers, and baggage allowances all in one simple list. From quick non-stop routes to flexible connecting options, finding and booking cheap air tickets has never been easier.

Georgetown to Chicago Flight Schedule and Timing

Around 90 flights operate on this route, providing plenty of choices for your travel window. The earliest morning flight departs from Georgetown at 08:50, while the last night flight leaves at 18:05. Flights depart from Owen Roberts International and land at O Hare International.

Flight Route Details & Analysis

Flight Details Information
Route Georgetown to Chicago
Flight Duration 7H :02 M - 43H :45 M
Airport Codes Georgetown - GCM, Chicago - ORD
Total Flights Available 90 flights (0 direct)
First Flight Departure Departs at 08:50
Last Flight Departure Departs at 18:05
Early Morning Flights (12 AM - 8 AM) 0 direct/indirect flights
Morning Flights (8 AM - 12 PM) 52 direct/indirect flights
Afternoon Flights (12 PM - 4 PM) 22 direct/indirect flights
Evening Flights (4 PM - 8 PM) 16 direct/indirect flights
Night Flights (8 PM - 12 AM) 0 direct/indirect flights

Airport Information & Terminals

GCM: Grand Cayman airport. Airport access in Grand Cayman depends on arrival time, terminal, hotel location and local traffic. Confirm the airport name on the ticket, then choose between official taxi, app cab, airport bus, rail or hotel transfer based on luggage and time of day.

ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.