Cheap flights from Key West to Chicago O'Hare from $80

Cheap Key West - Chicago O'Hare flight offers

Find cheap flight tickets and last-minute flight deals from Key West to Chicago O'Hare

Fri, 08/21 (EYW) Key West -> (ORD) Chicago

Mon, 09/14 (ORD) Chicago -> (EYW) Key West

Price found 11 days ago

from $122

Info about flights from Key West to Chicago O'Hare

Some useful info about flights from Key West to Chicago O'Hare to help you plan your next trip

Best price last 15 days $80

Average flight duration 3h 45m

Average number of flights per week 1

First flight time 13:27

Last flight time 18:49

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Top airlines on the route Key West - Chicago O'Hare

Airlines providing flights to Chicago O'Hare from Key West

American Airlines

DELTA

How much is a ticket from Key West to Chicago O'Hare?

Depending on when you travel and how far in advance you book, fares between Key West and Chicago can differ a lot.

The lowest fare seen in the past 15 days was $80.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Are there multiple airports in Key West and Chicago?

If your departure or arrival city has more than one airport, it's worth comparing all of them for timing and pricing.

Airports in Key West: Only Key West - International operates in this city.
Airports in Chicago: 3 airports are available in Chicago - Midway, O'Hare, Rockford.

If you're traveling with a group or bulky luggage, look into parking or transport options. Alternative airports may offer faster transfers or better rates.

Flights from Key West - International to Chicago - O'Hare

Plan your journey from Key West to Chicago O'Hare with ease

Use Jetcost to tailor your search — direct or connecting flights, round-trip or one-way, filtered by airline, price, travel time, or agency.

Other popular destinations

Exploring options in United States? These cities are trending: Houston, Los Angeles, Miami, New York City, Orlando.

Flight availability can change quickly — refresh the results if you’ve been away from the page for a while.

Frequently Asked Questions

Frequently asked questions about flights from Key West to Chicago O'Hare.

How much does an airline ticket from Key West to Chicago O'Hare cost?

The lowest price recorded in the last 15 days for a flight from Key West to Chicago O'Hare is $80.

How far is Key West from Chicago?

Key West is about 1254 mi from Chicago.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the airports in Key West?

Key West has one airport: Key West - International.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Houston, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Key West to Chicago?

The best time to book a flight from Key West to Chicago is 1 month in advance, while the worst time is 1 week in advance.

What is the cheapest month to fly from Key West to Chicago?

This information is not available at the moment.

What is the most expensive month to fly from Key West to Chicago?