Key West to Chicago Flight tickets from ₹ 8,522

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Book flight tickets from Key West to Chicago starting at ₹ 10,035

Discover our range of affordable one-way and round-trip flights from Key West to Chicago and kick-start your next adventure today!

One way
Round-trip

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

Find the best time to fly from Key West to Chicago

These price trend charts carefully monitor and predict how flight prices from Key West to Chicago will change. Keep a close eye on them to understand when the best time to buy your tickets is.

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

Airlines Flying from Key West to Chicago

Which airline provides the cheapest flights from Key West to Chicago? Discover the option that best suits your travel needs before embarking on your journey.

Delta Air Lines

From ₹ 8,522

American Airlines

From ₹ 10,035

United Airlines

From ₹ 10,118

Silver Airways

From ₹ 10,259

Jetblue Airways

From ₹ 38,083

ANA airlines

Find more flights and airlines

Alternative Routes from Key West to Chicago

There are various non-direct routes from Key West to Chicago which could be cheaper and faster! Check out these alternative options to see if they could work for your trip.

Cheapest
EYW
07:25
6h 23m
1 transfer
ORD
12:48
Key West International Airport - O'Hare International Airport
Wed, Dec 18Delta Air Lines
₹ 8,522
EYW
07:25
5h 33m
1 transfer
MDW
11:58
Key West International Airport - Midway International Airport
Wed, Dec 18Delta Air Lines
₹ 8,522
EYW
07:25
5h 33m
1 transfer
MDW
11:58
Key West International Airport - Midway International Airport
Wed, Dec 18Delta Air Lines
₹ 8,522
Find More Flights

FAQ

When are flight tickets from Key West (EYW) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Key West to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Key West (EYW) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around ₹ 35,222.
How long does it take to fly from Key West (EYW) to Chicago (CHI) and what is the distance?
It takes around 3 hours 27 minutes to fly from Key West (EYW) 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 25 km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
What are the most popular airlines that fly from Key West (EYW) to Chicago (CHI)?
Airlines with flights from Key West (EYW) to Chicago (CHI): United Airlines, Qatar Airways, Air New Zealand and American Airlines.

How to find a cheap flight from Key West to Chicago

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.

Book Early

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

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

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

Save up to £10 per person when booking your flights on Trip.com

Flight Information from Key West to Chicago

Cheapest nonstop flight price	₹ 8,521
Cheapest round-trip ticket price	₹ 17,883
Off-season for travel	November
Peak season for travel	September
Flight distance	2,001.04 km
Average flight time	3 hours 27 minutes
Popular airline	American Airlines