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Did you mean flights from Chicago to Grand Cayman?

Flights from Grand Cayman to Chicago, United States Last modified: Sep 27, 2016 1:26 AM

Grand Cayman to Chicago Last modified: Sep 27, 2016 1:27 AM

We've scanned 23,126,175,300 round trip itineraries and found the cheapest flights from Grand Cayman to Chicago. United & Air Canada frequently offer the best deals on Grand Cayman to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

United
GCMCHI
Sat 11/5
1 stop
CHIGCM
Sat 11/12
1 stop
KYD355
Select
Air Canada
GCMCHI
Wed 12/28
1 stop
CHIGCM
Mon 1/2
1 stop
KYD552
Select
JetBlue
GCMCHI
Fri 12/23
1 stop
CHIGCM
Mon 1/2
1 stop
KYD639
Select
Cayman
GCMCHI
Fri 1/6
3 stops
CHIGCM
Sun 1/8
3 stops
KYD805
Select
WestJet
GCMCHI
Thu 12/8
2 stops
CHIGCM
Mon 12/12
2 stops
KYD1,240
Select

How Much is a Flight from Grand Cayman to Chicago?

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 KYD431.

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 thinking 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?

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 KYD0
7-14 days KYD0 KYD0
14-21 days KYD0 KYD0
21-30 days KYD0 KYD517
30-60 days KYD378 KYD355
60-90 days KYD0 KYD394
90+ days KYD429 KYD386

Cheapest Day To Fly from Grand Cayman to Chicago

We've examined 23,133,250,742 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
KYD517 KYD498 KYD394 KYD355 KYD390

Compare Flight Prices from Grand Cayman to Chicago by Month

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
October Grand Cayman Chicago United 10/25/16 10/28/16 1 KYD517
November Grand Cayman Chicago United 11/5/16 11/12/16 1 KYD355
December Grand Cayman Chicago United 12/28/16 1/2/17 1 KYD386
January Grand Cayman Chicago United 1/5/17 1/9/17 1 KYD428
February Grand Cayman Chicago Air Canada 2/28/17 3/7/17 1 KYD652
March Grand Cayman Chicago Cayman 3/1/17 3/8/17 0 KYD429
June Grand Cayman Chicago United 6/29/17 7/5/17 1 KYD496

Cheap Last Minute Flights from Grand Cayman to Chicago

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
23 24 25 26 27 28 29
KYD665
30 31 1 2 3 4 5
KYD665

Connecting Flights vs Direct Flights from Grand Cayman to Chicago

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 KYD826.

The average price for direct flights from Grand Cayman to Chicago is KYD378.

One Way Flights vs Round Trip Flights from Grand Cayman to Chicago

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 not available.

The average price for round trip flights from Grand Cayman to Chicago is KYD826.

Grand Cayman to Chicago Flight Questions

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

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: Sep 27, 2016 1:27 AMNumber of routes searched: 160Number of itineraries searched: 37,898

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 MIA
American CLT
United IAH
United IAD
Delta ATL
Cayman -
United EWR
Air Canada YYZ
American DFW
American PHL
British Airways LHR
JetBlue JFK
JetBlue BOS
Delta DTW
Delta MSP
United SFO

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 International Flights from Grand Cayman - GCM

FlightsAirlineLowest Price
Flights from Grand Cayman to New York American, Air Canada, JetBlue, Delta, Cayman, United, WestJet KYD315
Flights from Grand Cayman to Toronto American, Air Canada, Delta, United, WestJet KYD312
Flights from Grand Cayman to Atlanta Delta Check Dates
Flights from Grand Cayman to Miami American, Cayman KYD281
Flights from Grand Cayman to OrlandoCheck Dates
Flights from Grand Cayman to Houston American, Delta, United KYD377
Flights from Grand Cayman to Tampa Cayman KYD317
Flights from Grand Cayman to Las Vegas American, Delta, United KYD538
Flights from Grand Cayman to Los Angeles American, Air Canada, Delta, United KYD495
Flights from Grand Cayman to San Francisco American, Air Canada, Delta, United KYD513
Flights from Grand Cayman to London American, Air Canada, British Airways, Delta, United, WestJet KYD934
Flights from Grand Cayman to Mumbai British Airways, Delta, United KYD1,457
Flights from Grand Cayman to Dubai American, Air Canada, JetBlue, British Airways, Delta, United KYD1,296
Flights from Grand Cayman to Hong Kong American, Air Canada, British Airways, Delta, United KYD1,003

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Flights from St Louis to Chicago American, United KYD177
Flights from Salt Lake City to Chicago Delta, Frontier, United KYD79
Flights from Pittsburgh to Chicago American, Delta, Frontier, United KYD40
Flights from San Antonio to Chicago American, Delta, United KYD234
Flights from Jacksonville to Chicago American, JetBlue, Delta, United KYD206
Flights from Hartford to Chicago American, Delta, United KYD145
Flights from San Jose to Chicago American, Alaska, JetBlue, Delta, United KYD176

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Flights from Dublin to Chicago American, Air Canada, Air France, Finnair, British Airways, Delta, Aer Lingus, Iberia, KLM, Lufthansa, SAS, United KYD446
Flights from Delhi to Chicago Jet Airways, Air Canada, Air France, Air India, Finnair, Air China, Cathay, China Southern, Emirates, Etihad, JAL, Korean, KLM, Lufthansa, Swiss, China Eastern, All Nippon, Qatar, Turkish, United, Virgin Atlantic KYD621
Flights from Mumbai to Chicago Jet Airways, Air France, Air India, British Airways, Air China, Cathay, Emirates, Etihad, JAL, Korean, KLM, Lufthansa, Swiss, Malaysia, All Nippon, Qatar, Brussels, Singapore, Thai, Turkish, United, Virgin Atlantic KYD601
Flights from Mexico City to Chicago Interjet, American, Air Canada, AeroMexico, British Airways, Copa, Delta, Iberia, United, WestJet, Volaris KYD193
Flights from Sydney to Chicago American, Air Berlin, Air Canada, Finnair, British Airways, Air China, China Airlines, Cathay, China Southern, Delta, Emirates, Etihad, Fiji Airways, Hawaiian, JAL, Korean, Lufthansa, China Eastern, All Nippon, Air New Zealand, Asiana, Qantas, Qatar, United, Virgin Australia KYD779
Flights from Hong Kong to Chicago Jet Airways, American, Air Berlin, Air Canada, Air France, Air India, Finnair, Alitalia, British Airways, EVA Air, Air China, China Airlines, Cathay, China Southern, Delta, Emirates, Etihad, Hainan, JAL, Korean, KLM, Lufthansa, Swiss, China Eastern, All Nippon, Asiana, Qatar, Turkish, United, Virgin Atlantic KYD364
Flights from Melbourne to Chicago American, Finnair, British Airways, Air China, Cathay, China Southern, Delta, Emirates, Etihad, Fiji Airways, JAL, Lufthansa, China Eastern, Air New Zealand, Qantas, Qatar, Thai, United, Virgin Australia KYD796
Flights from Frankfurt to Chicago American, Air Berlin, Air Canada, Air India, Finnair, JetBlue, British Airways, Delta, Aer Lingus, Icelandair, Iberia, KLM, Lufthansa, LOT, Swiss, Austrian, Qatar, Brussels, Turkish, United KYD393
Flights from Manchester to Chicago American, Air Berlin, Air Canada, Air France, Finnair, British Airways, Delta, Aer Lingus, Icelandair, Iberia, KLM, Lufthansa, Swiss, Qatar, Brussels, Turkish, United, Virgin Atlantic KYD356
Cheap Flights from Grand Cayman to Chicago