$268+ Cheap flights from Toledo, OH to Key West (TOL - 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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
TOL — EYW
Oct 18 — Oct 251
Round-trip
1 adult, Economy
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Find cheap flights from Toledo 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.Cheap flight deals from Toledo to Key West
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Cheapest flights from Toledo to Key WestExplore the most affordable flight options available from Toledo to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 18, 2026.
Explore the most affordable flight options available from Toledo to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Mon 10/192:54 pm -
1 stop5h 22m
Deal found 9/13![Allegiant Air logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Sun 10/188:41 pm -
1 stop23h 35m
Deal found 9/13![Allegiant Air logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Thu 10/228:37 am -
1 stop8h 10m
Deal found 9/13![Allegiant Air logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Fri 10/238:29 am -
1 stop11h 49m
Deal found 9/13![Allegiant Air logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Mon 10/192:54 pm -
1 stop5h 22m
Deal found 9/13![Allegiant Air logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/27:24 pm -
2 stops39h 18m
Mon 11/99:20 am -
1 stop9h 52m
Deal found 9/15![Multiple Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Sun 10/188:41 pm -
1 stop23h 35m
Deal found 9/13![Allegiant Air logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Thu 10/228:37 am -
1 stop8h 10m
Deal found 9/13![Allegiant Air logo]()
$480
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Fri 10/238:29 am -
1 stop11h 49m
Deal found 9/13![Allegiant Air logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/107:04 pm -
2 stops40h 00m
Mon 10/192:54 pm -
1 stop5h 22m
Deal found 9/13![Allegiant Air logo]()
$527
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/107:04 pm -
2 stops40h 00m
Sun 10/188:41 pm -
1 stop23h 35m
Deal found 9/13![Allegiant Air logo]()
$530
Best flights from Toledo to Key WestDiscover carefully curated flight deals from Toledo to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
Discover carefully curated flight deals from Toledo to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 1/249:57 am -
1 stop28h 44m
Thu 2/46:25 pm -
1 stop14h 13m
Deal found 9/15![Allegiant Air logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/27:24 pm -
2 stops39h 18m
Mon 11/99:20 am -
1 stop9h 52m
Deal found 9/15![Multiple Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Sun 10/188:41 pm -
1 stop23h 35m
Deal found 9/13![Allegiant Air logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Fri 10/239:54 am -
2 stops32h 20m
Deal found 9/13![Allegiant Air logo]()
$507
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/107:04 pm -
2 stops40h 00m
Mon 10/192:54 pm -
1 stop5h 22m
Deal found 9/13![Allegiant Air logo]()
$527
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/169:22 pm -
2 stops41h 11m
Thu 10/228:37 am -
1 stop8h 10m
Deal found 9/13![Allegiant Air logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/169:22 pm -
2 stops41h 11m
Fri 10/238:29 am -
1 stop11h 49m
Deal found 9/13![Allegiant Air logo]()
$542
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/107:04 pm -
2 stops40h 00m
Fri 10/238:29 am -
1 stop11h 49m
Deal found 9/13![Allegiant Air logo]()
$557
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/1412:23 pm -
2 stops49h 55m
Wed 10/2112:52 pm -
1 stop27h 55m
Deal found 9/16![Allegiant Air logo]()
$1,024
Last-minute flights from Toledo to Key WestDiscover last-minute flight deals from Toledo to Key West. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Toledo to Key West. Data last updated September 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/107:04 pm -
2 stops40h 00m
Mon 10/192:54 pm -
1 stop5h 22m
Deal found 9/13![Allegiant Air logo]()
$527
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/107:04 pm -
2 stops40h 00m
Sun 10/188:41 pm -
1 stop23h 35m
Deal found 9/13![Allegiant Air logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Mon 10/192:54 pm -
1 stop5h 22m
Deal found 9/13![Allegiant Air logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Sun 10/188:41 pm -
1 stop23h 35m
Deal found 9/13![Allegiant Air logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Thu 10/228:37 am -
1 stop8h 10m
Deal found 9/13![Allegiant Air logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/118:17 pm -
1 stop23h 12m
Fri 10/238:29 am -
1 stop11h 49m
Deal found 9/13![Allegiant Air logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Mon 10/192:54 pm -
1 stop5h 22m
Deal found 9/13![Allegiant Air logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Sun 10/188:41 pm -
1 stop23h 35m
Deal found 9/13![Allegiant Air logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Thu 10/228:37 am -
1 stop8h 10m
Deal found 9/13![Allegiant Air logo]()
$480
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Thu 10/159:17 pm -
1 stop15h 56m
Fri 10/238:29 am -
1 stop11h 49m
Deal found 9/13![Allegiant Air logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/169:22 pm -
2 stops41h 11m
Fri 10/238:29 am -
1 stop11h 49m
Deal found 9/13![Allegiant Air logo]()
$542
Find flight deals from Toledo to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Toledo (TOL) 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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $268 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $439 |
Cheapflights Fare Finder
Customize your flight search to find flights from Toledo 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 September 18, 2026.
Use the filters below to find and compare flights from Toledo to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Sun 1/24
9:57 am-2:41 pm
1 stop28h 44m
Key West
Thu 2/4
6:25 pm-8:38 am
1 stop14h 13m
$268
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Mon 11/2
7:24 pm-10:42 am
2 stops39h 18m
Key West
Mon 11/9
9:20 am-7:12 pm
1 stop9h 52m
$464
Quickest round-trip
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Thu 10/15
9:17 pm-1:13 pm
1 stop15h 56m
Key West
Sun 10/18
8:41 pm-8:16 pm
1 stop23h 35m
$465
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Sun 10/11
8:17 pm-7:29 pm
1 stop23h 12m
Key West
Fri 10/23
9:54 am-6:14 pm
2 stops32h 20m
$507
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Sat 10/10
7:04 pm-11:04 am
2 stops40h 00m
Key West
Mon 10/19
2:54 pm-8:16 pm
1 stop5h 22m
$527
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Fri 10/16
9:22 pm-2:33 pm
2 stops41h 11m
Key West
Thu 10/22
8:37 am-4:47 pm
1 stop8h 10m
$530
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Fri 10/16
9:22 pm-2:33 pm
2 stops41h 11m
Key West
Fri 10/23
8:29 am-8:18 pm
1 stop11h 49m
$542
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Sat 10/10
7:04 pm-11:04 am
2 stops40h 00m
Key West
Fri 10/23
8:29 am-8:18 pm
1 stop11h 49m
$557
ToledoKey West
TOL Toledo Express - EYW Key West
TOLEYW
Toledo Express
Wed 10/14
12:23 pm-2:18 pm
2 stops49h 55m
Key West
Wed 10/21
12:52 pm-4:47 pm
1 stop27h 55m
$1,024
Sorted by cheapest first
Compare providers for flights from Toledo 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 Toledo to Key West in September.
| 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 Toledo, Ohio-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Toledo, Ohio-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Toledo, Ohio-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Toledo, Ohio-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 Toledo, Ohio-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 Toledo to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Toledo with our price prediction graph.
TOL-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.
Related info for your journey
Find useful and relevant information for your journey from Toledo 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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