HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$190+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
— EYW
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Springfield to Key West with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Springfield to Key West are usually found in May or September, booked 76 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap 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 August 20, 2025.

Round-trip from

$283
(Delta)

One-way from

$190
(Kiwi.com)

Popular in

April

Cheapest in

May

Average price

$402
From Springfield to Key West
Search Deals
One-way flight from Springfield to Key West
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($22 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 August 2025
Search Deals

Find 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 August 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/315:42 amBDL - EYW
1 stop7h 13mAmerican Airlines
Tue 11/44:04 pmEYW - BDL
1 stop8h 10mAmerican Airlines
Deal found 8/19$283
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:09 amBDL - EYW
1 stop5h 29mAmerican Airlines
Sat 11/224:26 pmEYW - BDL
1 stop7h 28mAmerican Airlines
Deal found 8/19$316
This Expedia deal was found by Cheapflights users on 8/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/112:04 pmBDL - EYW
2 stops21h 48mBreeze Airways
Sun 9/1410:59 amEYW - BDL
1 stop25h 46mBreeze Airways
Deal found 8/19$330
This American Airlines deal was found by Cheapflights users on 8/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:02 pmBDL - EYW
1 stop7h 45mAmerican Airlines
Tue 11/186:33 pmEYW - BDL
1 stop5h 41mAmerican Airlines
Deal found 8/19$338
This Delta deal was found by Cheapflights users on 8/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2212:32 pmBDL - EYW
1 stop7h 34mDelta
Sat 10/256:00 pmEYW - BDL
1 stop5h 13mDelta
Deal found 8/17$339

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 August 20, 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

Fri 10/31

5:42 am-12:55 pm

1 stop7h 13m

Key West

Tue 11/4

4:04 pm-12:14 am

1 stop8h 10m

$283

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 9/16

7:00 am-1:02 pm

1 stop6h 02m

Key West

Tue 9/23

6:10 pm-11:52 pm

1 stop5h 42m

$316

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Tue 9/16

8:54 am-6:59 pm

2 stops10h 05m

Key West

Tue 9/23

6:17 pm-11:29 pm

1 stop5h 12m

$321

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 8/30

8:20 am-7:07 pm

2 stops10h 47m

Key West

Wed 9/3

12:24 pm-6:48 pm

1 stop6h 24m

$321

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sat 8/30

8:20 am-7:07 pm

2 stops10h 47m

Key West

Sat 9/6

11:25 am-8:20 pm

2 stops8h 55m

$326

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 9/11

2:04 pm-11:52 am

2 stops21h 48m

Key West

Sun 9/14

10:59 am-12:45 pm

1 stop25h 46m

$330

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Thu 11/13

2:02 pm-9:47 pm

1 stop7h 45m

Key West

Tue 11/18

6:33 pm-12:14 am

1 stop5h 41m

$338

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 10/5

8:37 pm-5:46 pm

3 stops21h 09m

$190

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 10/12

12:55 pm-11:52 am

2 stops22h 57m

$259

HartfordKey West

BDL - EYW

BDLEYW

Hartford Bradley Intl

Sun 10/5

5:43 am-6:59 pm

1 stop13h 16m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

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 August 8, 2025.

The best time to book flights from Springfield to Key West is 71 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.

How much does it cost to fly round-trip from Springfield to Key West?

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 August 20, 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
8.0
Very good
7,982 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

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
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

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
8,928 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

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
2,916 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

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 8 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?

    American Airlines and Delta can get you from Springfield to Key West in just under 6h 02m. Your travel time can differ by up to 1h 11m. Springfield and Key West are separated by a distance of 1308 mi. This flight may include one or multiple stops.

  • 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.

  • What is the cheapest month to book a flight from Springfield to Key West?

    Currently, August is the cheapest month in which you can book a flight from Springfield to Key West (average of $328). Flying from Springfield to Key West in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Springfield to Key West

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Orlando flights
Boston to Fort Lauderdale flights
Hartford to Orlando flights
Boston to Miami flights
Boston to Tampa flights
Boston to Fort Myers flights
Albany to Orlando flights
Boston to West Palm Beach flights
Hartford to Tampa flights
Hartford to Fort Lauderdale flights
Boston to Jacksonville flights
Boston to Key West flights
Hartford to Miami flights
Hartford to West Palm Beach flights
Boston to Sarasota flights
Albany to Fort Lauderdale flights
Albany to Miami flights
Hartford to Fort Myers flights
Boston to St Petersburg flights
Worcester to Orlando flights
Albany to Tampa flights
Boston to Orlando Sanford Intl flights
Boston to Pensacola flights
Hartford to Daytona Beach flights
Hartford to Key West flights
Hartford to Pensacola flights
Boston to Panama City flights
Albany to West Palm Beach flights
Worcester to Fort Lauderdale flights
Hartford to Melbourne flights
Boston to Valparaiso flights
Hartford to Sarasota flights
Hartford to Jacksonville flights
Boston to Melbourne flights
Albany to Orlando Sanford Intl flights
Boston to Gainesville flights
Albany to Fort Myers flights
Boston to Daytona Beach flights
Albany to Sarasota flights
Worcester to Tampa flights
Hartford to Tallahassee flights
Albany to Jacksonville flights
Hartford to Panama City flights
Boston to Tallahassee flights
Albany to St Petersburg flights
Worcester to Miami flights
Hartford to Valparaiso flights
Worcester to Fort Myers flights
Albany to Key West flights
Albany to Daytona Beach flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.