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Cheap Flights from Chicago to Grand Cayman, KY, Cayman Islands - CHI to GCM

Popular flights from Chicago to Grand Cayman

If your flight days are flexible and you looking for a good deal, our charts on cheap flights provide some insight regarding affordable flight options for your next big adventure.

American Airlines
Departure Date Return Date Lowest Price
Mar 7, 2016 Mar 15, 2016 $497
Cayman Airways
Departure Date Return Date Lowest Price
Apr 14, 2016 Apr 20, 2016 $485
JetBlue Airways
Departure Date Return Date Lowest Price
Mar 14, 2016 Mar 21, 2016 $490
United Airlines
Departure Date Return Date Lowest Price
Mar 4, 2016 Mar 12, 2016 $450
May 3, 2016 May 10, 2016 $450
May 4, 2016 May 10, 2016 $450

How Much Does it Cost to Fly from Chicago to Grand Cayman (CHI to GCM)?

We have collected flight cost data from across the web for travel from Chicago to Grand Cayman, and have found the average flight price for this trip to be $461.

When Can I Buy the Cheapest Flight from Chicago to Grand Cayman (CHI to GCM)?

Airlines can adjust prices for plane tickets from Chicago to Grand Cayman based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Grand Cayman

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Grand Cayman should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $525 $620
7-14 days $510 $503
14-21 days $535 $450
21-30 days $530 $450
30-60 days $490 $453
60-90 days $485 $450
90+ days $525 $449

Cheapest Day To Fly from Chicago to Grand Cayman

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Grand Cayman.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$476 $450 $450 $476 $450 $453 $476

Lowest Fares Chart By Month from Chicago to Grand Cayman

The chart below shows the lowest fare by month when flying from Chicago to Grand Cayman.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February Chicago Grand Cayman United 2/25/16 3/3/16 1 $503
March Chicago Grand Cayman United 3/4/16 3/12/16 1 $450
April Chicago Grand Cayman United 4/1/16 4/6/16 1 $476
May Chicago Grand Cayman United 5/3/16 5/10/16 1 $450
June Chicago Grand Cayman United 6/15/16 6/21/16 1 $449
July Chicago Grand Cayman United 7/1/16 7/5/16 1 $476
August Chicago Grand Cayman American 8/10/16 8/17/16 1 $540
September Chicago Grand Cayman United 9/10/16 9/17/16 1 $536

Non-Stop vs Connecting Flights from Chicago to Grand Cayman (CHI to GCM)

Your Chicago to Grand Cayman flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Grand Cayman is $505.

The average price for non-stop flights from Chicago to Grand Cayman is $487.

The chart below shows up to date information regarding non-stop flights from Chicago to Grand Cayman.

Nonstop Flight Details from Chicago to Grand Cayman
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
Cayman 0 0 0 1 0 0 1 08:00 08:00
United 0 0 0 0 0 1 0 10:45 10:45

Round Trip vs One Way Flights from Chicago to Grand Cayman (CHI to GCM)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Grand Cayman. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Grand Cayman is $243.

The average price for round trip flights from Chicago to Grand Cayman is $480.

Chicago to Grand Cayman Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to Grand Cayman?
Answer: The average Chicago to Grand Cayman flight time is 3 hours and 56 minutes.
Question: How many miles are there between Chicago and Grand Cayman?
Answer: The distance from Chicago to Grand Cayman is 1612 miles.
Question: How common are direct flights from Chicago to Grand Cayman?
Answer: There are 3 direct flights from Chicago to Grand Cayman.
Question: What is the most popular airline for non-stop flights from Chicago to Grand Cayman?
Answer: Cayman Airways provides 66% of the non-stop flights between Chicago and Grand Cayman.
Question: What are the most popular connecting cities when flying from Chicago to Grand Cayman?
Answer: Atlanta, GA

Airlines Flying from Chicago to Grand Cayman (CHI to GCM)

Below are the different airlines that fly from Chicago to Grand Cayman with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Grand Cayman.

Chicago to Grand Cayman
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA X X X X X X X
Air Canada YYZ X X X X
JetBlue JFK X X X X X X X
Delta DTW X X X X X X X
Cayman - X X
United - X
United IAD X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Grand Cayman, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to New York American, JetBlue, Spirit, United $78
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $76
Chicago to Miami American, Frontier, United $104
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $90
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $127
Chicago to Atlanta American, Alaska, Spirit, United $78
Chicago to Ft Lauderdale American, JetBlue, Spirit, United $104
Chicago to Dallas - Ft Worth American, Spirit, United $78
Chicago to Tampa American, Frontier, Spirit, United $66
Chicago to Houston American, Frontier, Spirit, United $83
Chicago to Ft Myers American, Frontier, Spirit, United $81
Chicago to Washington American, JetBlue, Frontier, United $79
Chicago to San Francisco American, Alaska, JetBlue, Frontier, United, Virgin America $127
Chicago to Denver American, Frontier, Spirit, United $78
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $78
Chicago to Boston American, JetBlue, Spirit, United $100
Chicago to New Orleans American, Alaska, Spirit, United $77

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Cancun Silver, American, AeroMexico, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America, Volaris $191
Chicago to Montego Bay American, JetBlue, Frontier, Spirit, Sun Country, United $392
Chicago to Toronto Air Choice One, American, Air Canada, JetBlue, Frontier, Spirit, Public Charters, Porter, United, WestJet $198

Cheap International Flights to Grand Cayman - GCM

FlightsAirlineLowest Price
Indianapolis to Grand Cayman American, Cayman, United $502
Milwaukee to Grand Cayman American, Cayman, United $601
Grand Rapids to Grand Cayman American, Cayman, United $623
Madison to Grand Cayman American, Cayman, United $658
Moline to Grand Cayman American, Cayman, United $639
Ft Wayne to Grand Cayman American, Cayman, United $612
Bloomington - Normal to Grand Cayman American, Cayman, United $860
Lansing to Grand Cayman American, Cayman, United $694
South Bend to Grand Cayman American, Cayman, United Check Dates
Peoria to Grand Cayman American, Cayman, United $529
Cheap Flights from Chicago to Grand Cayman, KY, Cayman Islands, from $450 Round trip from CHI to GCM