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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 All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fareKYD240Air Canada
Fastest7h 4mgate to gate
Options found116flights 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 KYD
116 flight options

Fares are checked again before payment.

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Sort by
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
7H :48 M
1 Stop
YYZ · 1h 40m Toronto (YYZ), Canada
19:58
2026-10-30
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
8H :38 M
1 Stop
YYZ · 2h 11m Toronto (YYZ), Canada
20:48
2026-10-30
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
19H :44 M
1 Stop
YYZ · 13h 30m Toronto (YYZ), Canada
07:54
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
21H :34 M
1 Stop
YYZ · 15h 20m Toronto (YYZ), Canada
09:44
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
25H :03 M
1 Stop
YYZ · 18h 45m Toronto (YYZ), Canada
13:13
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
27H :28 M
1 Stop
YYZ · 21h 20m Toronto (YYZ), Canada
15:38
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
28H :34 M
1 Stop
YYZ · 22h 20m Toronto (YYZ), Canada
16:44
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
29H :33 M
1 Stop
YYZ · 23h 15m Toronto (YYZ), Canada
17:43
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
25H :10 M
1 Stop
YYZ · 18h 50m Toronto (YYZ), Canada
13:20
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Air Canada
Air Canada
AC-1831
12:10
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
19H :50 M
2 Stops
YYZ · 1h 45m Toronto (YYZ), Canada
YUL · 9h 35m Montreal (YUL), Canada
08:00
2026-10-31
CHICAGO (ORD)United StatesO Hare International
Delta Air Lines
Delta Air Lines
DL-1870
12:55
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
7H :43 M
1 Stop
ATL · 2h 39m Atlanta (ATL), United States
20:38
2026-10-30
CHICAGO (ORD)United StatesO Hare International
Delta Air Lines
Delta Air Lines
DL-1870
12:55
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
11H :02 M
1 Stop
ATL · 6h 09m Atlanta (ATL), United States
23:57
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
9H :17 M
2 Stops
MIA · 1h 35m Miami (MIA), United States
DCA · 0h 58m Washington (DCA), United States
17:17
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
9H :51 M
2 Stops
MIA · 2h 59m Miami (MIA), United States
CLT · 0h 45m Charlotte (CLT), United States
17:51
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
10H :03 M
2 Stops
MIA · 1h 52m Miami (MIA), United States
LGA · 0h 39m New York (LGA), United States
18:03
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
10H :34 M
2 Stops
MIA · 3h 16m Miami (MIA), United States
DCA · 0h 30m Washington (DCA), United States
18:34
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
10H :36 M
2 Stops
MIA · 1h 37m Miami (MIA), United States
DFW · 1h 21m Dallas (DFW), United States
18:36
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
11H :16 M
2 Stops
MIA · 1h 37m Miami (MIA), United States
DFW · 2h 02m Dallas (DFW), United States
19:16
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
11H :25 M
2 Stops
MIA · 3h 39m Miami (MIA), United States
PHL · 0h 31m Philadelphia (PHL), United States
19:25
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
11H :51 M
2 Stops
MIA · 2h 59m Miami (MIA), United States
CLT · 2h 43m Charlotte (CLT), United States
19:51
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
12H :02 M
2 Stops
MIA · 3h 43m Miami (MIA), United States
LGA · 0h 40m New York (LGA), United States
20:02
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
12H :06 M
2 Stops
MIA · 3h 16m Miami (MIA), United States
DCA · 2h 02m Washington (DCA), United States
20:06
2026-10-30
CHICAGO (ORD)United StatesO Hare International

Recommended hotels in Chicago

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

Search hotels
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
12H :38 M
2 Stops
MIA · 3h 22m Miami (MIA), United States
DFW · 1h 33m Dallas (DFW), United States
20:38
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
13H :13 M
2 Stops
MIA · 3h 50m Miami (MIA), United States
JFK · 1h 40m New York (JFK), United States
21:13
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
13H :30 M
2 Stops
MIA · 3h 22m Miami (MIA), United States
DFW · 2h 34m Dallas (DFW), United States
21:30
2026-10-30
CHICAGO (ORD)United StatesO Hare International
AA
American Airlines
AA-1815
08:00
2026-10-30
Georgetown (GCM)Cayman IslandsOwen Roberts International
14H :00 M
2 Stops
MIA · 5h 39m Miami (MIA), United States
DCA · 1h 40m Washington (DCA), United States
22:00
2026-10-30
CHICAGO (ORD)United StatesO Hare International
No flights match the selected filters. Clear filters or open full search.

Airfare Highlights

From flights departing on Fri, 30 Oct 2026.

Lowest fare KYD 240 Air Canada 12:10
Earliest departure KYD 484 Cayman Airways 07:00
Shortest duration KYD 1,359 Cayman Airways 11:25
Night 00:00-05:59 No option Open full search for more
Morning 06:00-11:59 KYD 448 American Airlines at 08:00
Afternoon 12:00-17:59 KYD 240 Air Canada at 12:10
Evening 18:00-23:59 KYD 3,753 British Airways at 19:15

Departure & Arrival Airport Details

Georgetown (GCM)

Owen Roberts International

Cayman Islands

Chicago (ORD)

O Hare International

USA

Flights shown for 30 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 moving your trip by a day or two often costs less.

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

  • 12OctColumbus DayMonday
  • 12OctColumbus DayMonday
  • 12OctIndigenous Peoples' DayMonday
  • 11NovVeterans DayWednesday
  • 26NovThanksgiving DayThursday
  • 25DecChristmas DayFriday

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

Compare your journey

How to travel Georgetown to Chicago

Ways to make this trip that you can book on FlyX, compared by price and journey time.

OptionFromJourney timeAvailabilityAction
Connecting flight₹27,836Longer, includes a stop116 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 KYD 44869 flights
Fares from
KYD 448
Non-stop
None in these results
Departures
69 in the list above

Air Canada Flights

from KYD 24014 flights
Fares from
KYD 240
Non-stop
None in these results
Departures
14 in the list above

Cayman Airways Flights

from KYD 48412 flights
Fares from
KYD 484
Non-stop
None in these results
Departures
12 in the list above

United Airlines Flights

from KYD 45311 flights
Fares from
KYD 453
Non-stop
None in these results
Departures
11 in the list above

Delta Air Lines Flights

from KYD 3996 flights
Fares from
KYD 399
Non-stop
None in these results
Departures
6 in the list above

Route Overview & Flight Facts

Fastest flight duration7h 4m · Cayman Airways
First departure of the day07:00 · Cayman Airways
Last departure of the day19:15 · British Airways
Flight options found116
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

The search for Fri, 30 Oct found 116 flight options. The first flight leaves around 07:00 and the last around 19:15. The fastest flight takes about 7h 4m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Afternoon from KYD 240, Morning from KYD 448, Evening from KYD 3,753. 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 change with airline seat availability.

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’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.

Read more about Chicago

Tips for travellers from India

The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.

Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.

Best time to visit Chicago

May to June or September to October, about 12–25°C, for river and lake walks.

Places to visit in Chicago

Millennium ParkArt Institute of ChicagoChicago RiverwalkNavy PierMuseum CampusDevon Avenue

How to reach Chicago

By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.

By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.

By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.

What to do in Chicago

Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.

Chicago airport information

O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.

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. On the Georgetown to Chicago dates shown on this page, the lowest fare is on a Friday at KYD 240. This can change from week to week.

How far is Georgetown from Chicago by air?

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

Are there non-stop flights from GCM to ORD?

Not on the dates shown here. Every Georgetown to Chicago option on this page has at least one stop. Non-stop service can differ by season and by day, so check nearby dates before you decide.

Which airlines fly Georgetown to Chicago?

American Airlines, Air Canada, Cayman Airways, United Airlines and 1 other are listed on this route for the dates shown here. 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 on this page has at least one stop, and the shortest total journey time is about 7h 4m 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 on this page include 1 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 Georgetown to Chicago fare on this page is KYD 240. Fares on the same dates run up to KYD 3,772, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.

What time do Georgetown to Chicago flights depart?

On the dates shown here, the first departure is around 07:00 and the last around 19:15, 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.

Fares shown are for departures on .

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, in 30 days and in 90 days

Cheapest FareFareDateAirlineDeparture
Lowest Airfare KYD 240 30/10/2026 Air Canada 12:10
Cheapest Airfare Within 30 Days KYD 236 07/11/2026 Air Canada 12:10
Cheapest Airfare Within 90 Days KYD 228 06/01/2027 Air Canada 12:10

Book Georgetown to Chicago Flight Tickets on FlyX

FlyX lists each Georgetown to Chicago flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.

Georgetown to Chicago Flight Schedule and Timing

The search for these dates returned 116 flight options. The first departure from Georgetown is at 07:00 and the last is at 19:15. Flights leave from Owen Roberts International and land at O Hare International.

Flight Route Details & Analysis

Flight DetailsInformation
RouteGeorgetown to Chicago
Flight Duration7h 4m - 43h 30m
Airport CodesGeorgetown - GCM, Chicago - ORD
Total Flights Available116 flights0 direct116 with layovers
First Flight DepartureDeparts at 07:00
Last Flight DepartureDeparts at 19:15
Early Morning Flights (12 AM - 8 AM)10 flights0 direct10 with layovers
Morning Flights (8 AM - 12 PM)30 flights0 direct30 with layovers
Afternoon Flights (12 PM - 4 PM)60 flights0 direct60 with layovers
Evening Flights (4 PM - 8 PM)16 flights0 direct16 with layovers
Night Flights (8 PM - 12 AM)No flights in this time slot

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.

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