$310+ Cheap flights from Springfield, IL to Key West (SPI - EYW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SPI — EYW
Nov 12 — Nov 191
Round-trip
1 adult, Economy
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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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Springfield to Key West
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Best
Last-minute
One-way
Cheapest flights from Springfield to Key WestExplore 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 October 13, 2026.
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 October 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/287:36 pm -
1 stop13h 43m
Fri 10/309:54 am -
2 stops24h 39m
Deal found 10/8![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/287:36 pm -
1 stop13h 43m
Mon 11/26:37 pm -
2 stops49h 19m
Deal found 10/8![Multiple Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/296:02 am -
2 stops9h 09m
Sun 11/14:44 pm -
2 stops8h 26m
Deal found 10/8![American Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Sat 10/106:00 am -
2 stops9h 58m
Sat 10/1712:29 pm -
2 stops12h 40m
Deal found 10/9![American Airlines logo]()
$610
This FlightHub deal was found by Cheapflights users on 10/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:36 pm -
1 stop13h 43m
Sat 10/3110:04 am -
3 stops10h 49m
Deal found 10/8![Breeze Airways logo]()
$729
This KAYAK deal was found by Cheapflights users on 10/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:33 pm -
3 stops37h 46m
Sat 10/1710:04 am -
3 stops10h 49m
Deal found 10/9![Breeze Airways logo]()
$1,473
Best flights from Springfield to Key WestDiscover carefully curated flight deals from Springfield to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
Discover carefully curated flight deals from Springfield to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/287:36 pm -
1 stop13h 43m
Fri 10/309:54 am -
2 stops24h 39m
Deal found 10/8![Multiple Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/306:02 am -
2 stops9h 09m
Sun 11/14:44 pm -
2 stops8h 26m
Deal found 10/8![American Airlines logo]()
$567
This FlightHub deal was found by Cheapflights users on 10/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:36 pm -
1 stop13h 43m
Sat 10/3110:04 am -
3 stops10h 49m
Deal found 10/8![Breeze Airways logo]()
$729
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 2/107:26 pm -
1 stop13h 53m
Fri 2/1911:28 am -
2 stops21h 55m
Deal found 10/11![Multiple Airlines logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/287:36 pm -
1 stop13h 43m
Mon 11/26:37 pm -
2 stops49h 19m
Deal found 10/8![Multiple Airlines logo]()
$526
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Sat 2/138:33 pm -
1 stop12h 46m
Thu 2/181:26 pm -
2 stops29h 40m
Deal found 10/11![Multiple Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 10/11. 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.
Sat 2/136:05 am -
2 stops8h 48m
Sat 2/202:45 pm -
2 stops10h 54m
Deal found 10/11![American Airlines logo]()
$725
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 2/107:26 pm -
1 stop13h 53m
Thu 2/181:26 pm -
2 stops29h 40m
Deal found 10/11![Multiple Airlines logo]()
$602
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Sat 2/138:33 pm -
2 stops19h 39m
Wed 2/1711:19 am -
1 stop8h 27m
Deal found 10/11![Multiple Airlines logo]()
$657
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 2/107:26 pm -
2 stops20h 46m
Wed 2/1711:19 am -
1 stop8h 27m
Deal found 10/11![Multiple Airlines logo]()
$694
This American Airlines deal was found by Cheapflights users on 10/11. 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 2/183:10 pm -
1 stop25h 28m
Sun 2/216:15 pm -
1 stop7h 24m
Deal found 10/11![American Airlines logo]()
$1,236
Last-minute flights from Springfield to Key WestDiscover last-minute flight deals from Springfield to Key West. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute flight deals from Springfield to Key West. Data last updated October 13, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Sat 10/106:00 am -
2 stops9h 58m
Sat 10/1712:29 pm -
2 stops12h 40m
Deal found 10/9![American Airlines logo]()
$610
This KAYAK deal was found by Cheapflights users on 10/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:33 pm -
3 stops37h 46m
Sat 10/1710:04 am -
3 stops10h 49m
Deal found 10/9![Breeze Airways logo]()
$1,473
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/287:36 pm -
1 stop13h 43m
Fri 10/309:54 am -
2 stops24h 39m
Deal found 10/8![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/287:36 pm -
1 stop13h 43m
Mon 11/26:37 pm -
2 stops49h 19m
Deal found 10/8![Multiple Airlines logo]()
$526
This FlightHub deal was found by Cheapflights users on 10/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:36 pm -
1 stop13h 43m
Sat 10/3110:04 am -
3 stops10h 49m
Deal found 10/8![Breeze Airways logo]()
$729
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/296:02 am -
2 stops9h 09m
Sun 11/14:44 pm -
2 stops8h 26m
Deal found 10/8![American Airlines logo]()
$567
One-way flights from Springfield to Key WestSearch for one-way flight options from Springfield to Key West. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
Search for one-way flight options from Springfield to Key West. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This American Airlines deal was found by Cheapflights users on 10/12. 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 11/106:05 am -
2 stops8h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$398
Find flight deals from Springfield to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Springfield (SPI) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $310 (Kiwi.com) |
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 7,457,451 searches. Data last updated October 13, 2026.
Use the filters below to find and compare flights from Springfield to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Wed 10/28
7:36 pm-10:19 am
1 stop13h 43m
Key West
Fri 10/30
9:54 am-9:33 am
2 stops24h 39m
$310
Quickest round-trip
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Tue 11/10
6:05 am-3:06 pm
2 stops8h 01m
Key West
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$398
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Wed 2/10
7:26 pm-10:19 am
1 stop13h 53m
Key West
Fri 2/19
11:28 am-8:23 am
2 stops21h 55m
$483
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Wed 10/28
7:36 pm-10:19 am
1 stop13h 43m
Key West
Mon 11/2
6:37 pm-6:56 pm
2 stops49h 19m
$526
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Fri 10/30
6:02 am-4:11 pm
2 stops9h 09m
Key West
Sun 11/1
4:44 pm-12:10 am
2 stops8h 26m
$567
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Sat 2/13
8:33 pm-10:19 am
1 stop12h 46m
Key West
Thu 2/18
1:26 pm-6:06 pm
2 stops29h 40m
$580
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Wed 2/10
7:26 pm-10:19 am
1 stop13h 53m
Key West
Thu 2/18
1:26 pm-6:06 pm
2 stops29h 40m
$602
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Sat 2/13
8:33 pm-5:12 pm
2 stops19h 39m
Key West
Wed 2/17
11:19 am-6:46 pm
1 stop8h 27m
$657
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Wed 2/10
7:26 pm-5:12 pm
2 stops20h 46m
Key West
Wed 2/17
11:19 am-6:46 pm
1 stop8h 27m
$694
SpringfieldKey West
SPI Springfield Capital - EYW Key West
SPIEYW
Springfield Capital
Sat 2/13
6:05 am-3:53 pm
2 stops8h 48m
Key West
Sat 2/20
2:45 pm-12:39 am
2 stops10h 54m
$725
Showing 1-10 of 12 resultsSorted by cheapest first
Compare providers for flights from Springfield to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Springfield to Key West in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Springfield, Illinois-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Springfield, Illinois-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Springfield, Illinois-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Springfield, Illinois-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Springfield, Illinois-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
SPI-EYW
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.
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 October 13, 2026.
Read through reviews of airlines operating flights from Springfield to Key West, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.4
Food
6.4
Overall
7.0
Crew
7.9
Entertainment
6.8
Comfort
7.2
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Boarding
7.4
Food
6.4
Overall
7.0
Crew
7.9
Entertainment
6.8
Comfort
7.2
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
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.
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Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Springfield to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 13, 2026.
Springfield and Key West flights
Browse other Springfield and Key West flight options. Last updated on October 13, 2026.
Other flights from Springfield
Browse through other flights departing from Springfield. Flights are based on user searches made on Cheapflights and were last updated on October 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Springfield to Key West
Discover the top airline that operate flights from Springfield to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$268 | Average$467 | FlexibilityNo cancel fee | On-time71% |