S$ 341 Cheap Flights from Grand Cayman to Chicago (GCM-CHI)

Cheap Flights from Grand Cayman to Chicago

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Cheap Flights from Grand Cayman to Chicago starting at CNY 341

We've found these cheap flights for you. You can book one-way or return flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Grand Cayman to Chicago

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Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Cheapest Airlines flying from Grand Cayman to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Cayman Airways

From S$ 341

Jetblue Airways

From S$ 371

United Airlines

From S$ 397

Westjet

From S$ 406

Air Canada

From S$ 431

Southwest Airlines

From S$ 492

American Airlines

From S$ 594

Delta Air Lines

From S$ 688

ANA airlines

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Alternative Routes from Grand Cayman to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Grand Cayman to Chicago.

Cheapest
GCM
09:10
14h 21m
1 transfer
MDW
23:31
Owen Roberts International Airport - Midway International Airport
Sat, Apr 27Cayman Airways
S$ 341
GCM
11:30
23h 17m
2 transfer
ORD
10:47
Owen Roberts International Airport - O'Hare International Airport
Wed, Apr 24Cayman Airways
S$ 344
GCM
11:30
23h 17m
2 transfer
ORD
10:47
Owen Roberts International Airport - O'Hare International Airport
Wed, Apr 24Cayman Airways
S$ 344
Find More Flights

Frequently Asked Questions

When to buy flight tickets from Grand Cayman (GCM) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Grand Cayman to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Grand Cayman (GCM) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around S$ 936.
How long is a flight from Grand Cayman (GCM) to Chicago (CHI)?
It takes about 4 hours 10 minutes to fly from Grand Cayman (GCM) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
What are the most popular airlines that fly from Grand Cayman (GCM) to Chicago (CHI)?
Airlines with flights from Grand Cayman (GCM) to Chicago (CHI): United Airlines.
What's the most popular airline for direct flights from Grand Cayman (GCM) to Chicago (CHI)?
United Airlines operates 1 direct flights from Grand Cayman (GCM) to Chicago (CHI).
How many airports in Chicago?
There are 5 airports near Chicago: O'Hare International Airport, Chicago Du Page County Airport, Midway International Airport, Chicago Palwaukee Airport and Chicago Rockford International Airport.

How to find a cheap flight from Grand Cayman to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Grand Cayman to Chicago. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

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Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

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Find cheapest flight ticket from Grand Cayman to Chicago

Cheapest direct flight price	S$ 341
Cheapest return ticket price	S$ 807
Cheapest month	January
Peak season for travel	October
Flight distance	2,580.07km
Average flight time	4 hours 10 minutes
Popular airline	United Airlines