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Key West

$95+ Cheap flights from Springfield, MA, MA to Key West (EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
— EYW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Springfield to Key West are usually found in September or May, booked 79 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Springfield to Key West

Cheapest flights from Springfield to Key West
Explore the most affordable flight options available from Springfield to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Breeze Airways deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/208:05 amBDL - EYW
1 stop24h 10mBreeze Airways
Wed 12/247:47 amEYW - BDL
1 stop14h 59mBreeze Airways
Deal found 12/17$330
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:54 pmBDL - EYW
1 stop16h 36mMultiple Airlines
Sun 12/2810:59 amEYW - BDL
1 stop25h 46mMultiple Airlines
Deal found 12/16$331
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:05 amBDL - EYW
1 stop24h 10mMultiple Airlines
Tue 12/2312:20 pmEYW - BDL
2 stops46h 50mMultiple Airlines
Deal found 12/16$335
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:54 pmBDL - EYW
1 stop16h 36mMultiple Airlines
Tue 12/3010:32 pmEYW - BDL
1 stop24h 14mMultiple Airlines
Deal found 12/16$347
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:54 pmBDL - EYW
1 stop16h 36mMultiple Airlines
Mon 12/291:10 pmEYW - BDL
2 stops22h 00mMultiple Airlines
Deal found 12/16$351
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:00 amBDL - EYW
1 stop28h 19mMultiple Airlines
Tue 12/3010:32 pmEYW - BDL
1 stop24h 14mMultiple Airlines
Deal found 12/16$352
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/212:01 pmBDL - EYW
2 stops22h 29mBreeze Airways
Sun 12/2810:59 amEYW - BDL
1 stop25h 46mBreeze Airways
Deal found 12/16$357
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:00 amBDL - EYW
1 stop28h 19mBreeze Airways
Mon 12/291:10 pmEYW - BDL
1 stop24h 49mBreeze Airways
Deal found 12/16$368

Find flight deals from Springfield to Key West

Keep the following information in mind while searching for Springfield to Key West flight deals. Data was last updated December 18, 2025.

Round-trip from

$172
(Kiwi.com)

One-way from

$95
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$438
From Springfield to Key West
Search Deals
One-way flight from Springfield to Key West
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Springfield to Key West that are best for you.

Fly from

Springfield

Fly to

Key West

Route

Depart

Return

Price

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 1/24

8:05 am-9:26 am

1 stop25h 21m

Key West

Thu 1/29

10:06 am-11:56 pm

2 stops13h 50m

$180

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 1/17

3:59 pm-9:26 am

1 stop17h 27m

Key West

Sat 1/31

10:49 am-2:15 pm

1 stop27h 26m

$194

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 1/10

3:59 pm-9:26 am

1 stop17h 27m

Key West

Sun 1/11

11:06 am-2:17 pm

2 stops27h 11m

$218

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Wed 1/7

8:05 am-9:26 am

1 stop25h 21m

Key West

Sun 1/11

11:06 am-2:17 pm

2 stops27h 11m

$233

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 1/1

2:01 pm-12:30 pm

2 stops22h 29m

Key West

Sat 1/31

10:49 am-2:15 pm

1 stop27h 26m

$266

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Fri 2/6

1:11 pm-10:09 am

2 stops20h 58m

Key West

Mon 2/9

1:06 pm-11:16 pm

2 stops10h 10m

$267

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Fri 1/9

3:02 pm-10:09 am

2 stops19h 07m

Key West

Sun 1/11

11:06 am-2:17 pm

2 stops27h 11m

$290

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 1/24

11:30 am-9:47 pm

2 stops10h 17m

Key West

Thu 1/29

4:37 pm-11:47 pm

2 stops7h 10m

$306

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 1/22

11:30 am-9:47 pm

2 stops10h 17m

Key West

Tue 1/27

4:37 pm-11:44 pm

2 stops7h 07m

$306

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 2/1

2:55 pm-9:09 am

1 stop18h 14m

$95

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 18 results
1
2

Best time to book a flight from Springfield to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Springfield with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Springfield to Key West

How far ahead should I book a flight from Springfield to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Springfield to Key West. Price data was last updated on December 12, 2025.

The best time to book flights from Springfield to Key West is 79 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated December 18, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Springfield to Key West to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
9,093 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,055 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
JetBlue
7.2
Good
2,897 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Springfield to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from Springfield?

    Most people fly into Key West (EYW) if they book a flight to Key West from Springfield. On average, Key West has 0 inbound flights from Springfield per day from 10 airlines. Key West is conveniently located just 2.6 mi from Key West’s city center.

  • How long is the flight from Springfield to Key West?

    Breeze Airways can get you from Springfield to Key West in just under 25h 21m. Your travel time can differ by up to . Springfield and Key West are separated by a distance of 1308 mi.

  • Can I find deals for flights from Springfield to Key West that include hotel bookings?

    Yes. In addition to deals on Springfield to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Springfield to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Springfield to Key West.

  • Can I find deals for business class flights from Springfield to Key West?

    Yes. Cheapflights offers flight deals from Springfield to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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