Flights from Grand Cayman to Chicago, United States

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Did you mean flights from Chicago to Grand Cayman?

Grand Cayman to Chicago Last modified: Jan 19, 2019 3:45 -05:00Prices shown were found by travelers like you over the past 30 days

We've scanned 48,195,047,545 round trip itineraries and found the cheapest flights to Chicago. United & American frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

United
GCMCHI
Sat 2/9
nonstop
CHIGCM
Sun 2/17
nonstop
KYD322
American
GCMCHI
Sat 2/9
1 stop
CHIGCM
Sun 2/17
1 stop
KYD325
Cayman
GCMCHI
Sun 2/17
nonstop
CHIGCM
Sun 2/24
nonstop
KYD388
Air Canada
GCMCHI
Thu 3/7
1 stop
CHIGCM
Thu 3/21
1 stop
KYD403

How Much is a Flight from Grand Cayman to Chicago? Prices shown were found by travelers like you over the past 30 days

We have collected flight cost data from across the web for travel from Grand Cayman to Chicago, and have found the average flight price for this trip to be KYD358.

Where To Buy Cheap Flights from Grand Cayman to Chicago?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Grand Cayman to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Grand Cayman to Chicago? Prices shown were found by travelers like you over the past 30 days

The chart below shows up-to-date information regarding how far in advance to book your flight from Grand Cayman to Chicago.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days KYD0 KYD332
7-14 days KYD0 KYD0
14-21 days KYD322 KYD325
21-30 days KYD322 KYD325
30-60 days KYD411 KYD332
60-90 days KYD458 KYD378
90+ days KYD458 KYD330

Cheapest Day To Fly from Grand Cayman to Chicago Prices shown were found by travelers like you over the past 30 days

We've examined 57,595,778,181 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Grand Cayman to Chicago is Saturday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
 KYD499KYD332KYD332KYD326KYD322KYD332

Compare Flight Prices from Grand Cayman to Chicago by Month Prices shown were found by travelers like you over the past 30 days

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Grand Cayman to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
January Grand Cayman Chicago American 1/24/19 1/27/19 1 KYD332
February Grand Cayman Chicago United 2/9/19 2/17/19 0 KYD322
March Grand Cayman Chicago American 3/8/19 3/10/19 1 KYD332
April Grand Cayman Chicago American 4/19/19 4/24/19 1 KYD435
May Grand Cayman Chicago American 5/8/19 5/12/19 1 KYD332
June Grand Cayman Chicago American 6/21/19 7/5/19 0 KYD458
July Grand Cayman Chicago American 7/4/19 7/8/19 1 KYD330
September Grand Cayman Chicago American 9/20/19 9/25/19 1 KYD365

Cheap Last Minute Flights from Grand Cayman to Chicago Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Grand Cayman to Chicago. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
20 21 22 23 24 25 26
KYD332
27 28 29 30 31 1 2
KYD332

Connecting Flights vs Direct Flights from Grand Cayman to Chicago Prices shown were found by travelers like you over the past 30 days

Flights between some cities may be significantly cheaper if you choose 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 Grand Cayman to Chicago is KYD332.

The average price for direct flights from Grand Cayman to Chicago is not available.

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

Weekly Direct Flights from Grand Cayman to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 0 0 0 0 0 1 0 15:08 15:08
Cayman 0 0 1 1 0 0 1 08:05 08:05
United 0 0 0 0 0 1 0 12:50 12:50

One Way Flights vs Round Trip Flights from Grand Cayman to Chicago Prices shown were found by travelers like you over the past 30 days

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 Grand Cayman to Chicago. 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 Grand Cayman to Chicago is KYD200.

The average price for round trip flights from Grand Cayman to Chicago is KYD380.

Grand Cayman to Chicago Flight Questions

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

Question: How long is the flight from Grand Cayman to Chicago?
Answer: The average Grand Cayman to Chicago flight time is 4 hours and 5 minutes.
Question: How far is Chicago from Grand Cayman?
Answer: The distance from Grand Cayman to Chicago is 2,594 kilometers (1,612 miles).
Question: How common are direct flights from Grand Cayman to Chicago?
Answer: There are 4 direct flights from Grand Cayman to Chicago.
Question: What are the most popular Grand Cayman airlines for direct flights from Grand Cayman to Chicago?
Answer: Cayman Airways provides 50% of the non-stop flights between Grand Cayman and Chicago.
Question: What are the most popular connecting cities when flying from Grand Cayman to Chicago?
Answer: Miami, FL

Airlines in Grand Cayman flying to Chicago Last modified: Jan 19, 2019 3:45 -05:00Number of routes searched: 176Number of itineraries searched: 67,584

Wondering which airlines fly out of Grand Cayman to Chicago? We've gathered the average price of Grand Cayman airlines with flights to Chicago. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Grand Cayman to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Cayman -
United -
American CLT
American DFW
American MIA
American PHL
Air Canada YYZ
JetBlue BOS
JetBlue FLL
JetBlue JFK
British Airways LHR
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
United EWR
United IAD
United IAH

Grand Cayman to Chicago Airports

These are the major commercial airports we're currently monitoring in Grand Cayman and Chicago. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Domestic Flights to Chicago - CHI Last modified: Jan 19, 2019 3:45 -05:00Prices shown were found by travelers like you over the past 30 days

On FareCompare, you’ll find cheap flights for domestic and international travel. Since airlines change flight prices constantly, sign up for Fare Alerts and let FareCompare’s travel search engine monitor airline ticket prices of all major airlines, so you’ll be first in line to get the cheapest tickets.

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Cheap Flights from Grand Cayman to Chicago