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Flights from Key West to Chicago

Cheap flight deals from Key West to Chicago

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

  • Round-trip
  • One way

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

When is the cheapest time to fly from Key West to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
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  • 6 13
  • 13 20
  • 20 27

  • May

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
  • 1 8
  • 8 15
  • 15 22
  • 22 29
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • 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 PHP 25,552.

  • How long does it take to fly from Key West (EYW) to Chicago (CHI) and what is the distance?

    It takes around 3 hours 30 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, Air New Zealand, Qatar Airways and American Airlines.

How to find a cheap flight from Key West 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 Key West to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Key West to Chicago

Cheapest one-way flight price PHP 7,645
Cheapest round-trip ticket price PHP 18,695
Off-season for travel March
Peak season for travel January
Flight distance 2,001.04 km
Average flight time 3 hours 30 minutes
Popular airline Silver Airways

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