$196 Cheap Flights from Billings (BIL) to Key West (EYW)

View $196 flight on Tue, Nov 18, 2025Opens in a new window

Popular airlines from Billings Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW)

Cheap Flights from Billings to Key West (BIL-EYW)

Prices were available within the past 7 days and start at $196 for one-way flights and $339 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Jan 10 - Sat, Jan 24
BIL
Billings
EYW
Key West
$339 Roundtrip, found 6 days ago
$339
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jan 10 from Billings to Key West, returning Sat, Jan 24, priced at $339 found 6 days ago
Delta
Tue, Jan 13 - Wed, Jan 21
BIL
Billings
EYW
Key West
$364 Roundtrip, found 3 days ago
$364
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Jan 13 from Billings to Key West, returning Wed, Jan 21, priced at $364 found 3 days ago
American Airlines
Sat, Jan 17 - Thu, Jan 22
BIL
Billings
EYW
Key West
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 17 from Billings to Key West, returning Thu, Jan 22, priced at $368 found 1 day ago
Delta
Wed, Jan 7 - Sat, Jan 24
BIL
Billings
EYW
Key West
$385 Roundtrip, found 6 days ago
$385
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jan 7 from Billings to Key West, returning Sat, Jan 24, priced at $385 found 6 days ago
Delta
Sun, Jan 25 - Tue, Feb 3
BIL
Billings
EYW
Key West
$393 Roundtrip, found 6 days ago
$393
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Jan 25 from Billings to Key West, returning Tue, Feb 3, priced at $393 found 6 days ago
Delta
Sun, Jan 18 - Wed, Jan 28
BIL
Billings
EYW
Key West
$394 Roundtrip, found 6 days ago
$394
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Jan 18 from Billings to Key West, returning Wed, Jan 28, priced at $394 found 6 days ago
American Airlines
Wed, Jan 21 - Wed, Jan 28
BIL
Billings
EYW
Key West
$400 Roundtrip, found 6 days ago
$400
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jan 21 from Billings to Key West, returning Wed, Jan 28, priced at $400 found 6 days ago
American Airlines
Tue, Jan 20 - Tue, Jan 27
BIL
Billings
EYW
Key West
$404 Roundtrip, found 3 days ago
$404
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jan 20 from Billings to Key West, returning Tue, Jan 27, priced at $404 found 3 days ago
United
Wed, Sep 9 - Wed, Sep 16
BIL
Billings
EYW
Key West
$421 Roundtrip, found 3 days ago
$421
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 9 from Billings to Key West, returning Wed, Sep 16, priced at $421 found 3 days ago
Alaska Airlines
Sun, Nov 16 - Sat, Dec 6
BIL
Billings
EYW
Key West
$631 Roundtrip, found 6 days ago
$631
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sun, Nov 16 from Billings to Key West, returning Sat, Dec 6, priced at $631 found 6 days ago

Alternative airports near Key West

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Key West Intl. EYW. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $625
EYW
Key West Intl.
CheapestClosest
Average driving time to city center8 min
Flights from $625

Frequently asked questions

How much does a flight from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW) cost?
Lock in a cheap one-way flight from $196 or cheap return flight from $339 from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW)?
The cheapest month to fly from BIL to EYW is January, when demand is low. Off-peak season is typically when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW)?
To find the cheapest airline flying from BIL to EYW, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW)?
Direct flights from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from BIL to EYW?
Usually you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* But this can vary based on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW)?
To avoid potential delays on the Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW) route, aim to fly before 3 PM. Departures after this hour are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW) last-minute?
Waiting until just before your departure to book your flight from BIL to EYW often results in higher prices. While it's possible to find some last-minute offers, there's no guarantee. Keep your travel schedule open for a better chance of landing a bargain.
Is it cheaper to book a BIL to EYW flight and hotel package?
Compared with arranging flights and hotels separately, booking a BIL to EYW flight and hotel package with Expedia could result in significant savings. Better still, having everything in one place will take the stress out of planning your trip. Simply pick your flights and select from our extensive range of hotels, then tailor your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Logan Intl. Airport (BIL) to Key West Intl. Airport (EYW)?
If you reserved your BIL to EYW flight within the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

Travel information

Origin airport
Logan Intl.
Destination airport
Key West Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, United
Roundtrip price
$339
Distance
2088 mi

Book with confidence

Billings to Key West Flights

The cheapest times to fly from Billings to Key West

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Billings to Key West are during the month of January. You can find some of the cheapest flights from Billings to Key West with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Billings to Key West

Sunday is one of the best days to book for cheap flights from Billings to Key West: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Billings to Key West

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Billings to Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $196 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Billings to Key West flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Billings to Key West airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Billings to Key West Flights

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*Available to One Key members.