$145+ Cheap flights from Illinois 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Illinois 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 Illinois to Key West
Keep the following information in mind while searching for Illinois to Key West flight deals. Data was last updated April 25, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $225 (American Airlines) |
One-way from | $145 (Mytrip) |
Popular in | March |
Cheapest in | August |
Average price | $456 |
Good round-trip deal | $416 or less |
Good one-way deal | $324 or less |
Find flight deals from Illinois to Key West
Cheapest flights from Illinois to Key WestExplore the most affordable flight options available from Illinois to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.
Explore the most affordable flight options available from Illinois to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.
This American Airlines deal was found by Cheapflights users on 4/24. 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.
This Delta deal was found by Cheapflights users on 4/24. 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.
This Mytrip deal was found by Cheapflights users on 4/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 4/25. 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.
This American Airlines deal was found by Cheapflights users on 4/24. 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.
This American Airlines deal was found by Cheapflights users on 4/25. 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.
This Delta deal was found by Cheapflights users on 4/24. 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.
This Mytrip deal was found by Cheapflights users on 4/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/25. 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.
This Delta deal was found by Cheapflights users on 4/24. 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.
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois 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 April 25, 2025.
Use the filters below to find and compare flights from Illinois to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
St. LouisKey West
STL - EYW
STLEYW
Lambert-St Louis
Sat 7/5
5:00 am-10:57 am
1 stop4h 57m
Key West
Wed 7/9
7:31 pm-12:29 am
1 stop5h 58m
St. LouisKey West
STL - EYW
STLEYW
Lambert-St Louis
Tue 5/20
7:05 am-12:56 pm
1 stop4h 51m
Key West
Tue 6/3
6:25 pm-11:38 pm
1 stop6h 13m
PeoriaKey West
PIA - EYW
PIAEYW
Greater Peoria
Sat 5/10
8:38 am-9:33 am
1 stop23h 55m
Key West
Wed 5/14
4:46 pm-7:58 am
1 stop16h 12m
MolineKey West
MLI - EYW
MLIEYW
Moline Quad-City
Tue 7/8
7:00 am-2:09 pm
1 stop6h 09m
Key West
Sat 7/12
1:22 pm-11:08 pm
2 stops10h 46m
PeoriaKey West
PIA - EYW
PIAEYW
Greater Peoria
Sat 5/10
6:10 am-6:49 pm
2 stops11h 39m
Key West
Wed 5/14
5:24 pm-11:56 pm
1 stop7h 32m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 6/25
9:22 am-7:02 pm
2 stops8h 40m
Key West
Wed 7/2
1:00 pm-7:13 pm
1 stop7h 13m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Thu 6/5
1:30 pm-8:07 pm
1 stop5h 37m
Key West
Thu 6/12
6:29 pm-11:59 pm
1 stop6h 30m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sun 6/22
7:32 am-9:33 am
1 stop25h 01m
Key West
Thu 6/26
8:53 am-4:55 pm
2 stops33h 02m
MolineKey West
MLI - EYW
MLIEYW
Moline Quad-City
Tue 5/6
5:50 am-2:05 pm
1 stop7h 15m
Key West
Tue 5/13
6:25 pm-10:57 pm
1 stop5h 32m
ChicagoKey West
MDW - EYW
MDWEYW
Chicago Midway
Sat 7/5
12:44 pm-7:39 pm
1 stop5h 55m
Key West
Wed 7/9
6:00 pm-9:47 pm
1 stop4h 47m
Best time to book a flight from Illinois to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Illinois with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Key West
What is the cheapest month to book a flight from Illinois to Key West?
Currently, August is the cheapest month in which you can book a flight from Illinois to Key West (average of $328). Flying from Illinois to Key West in March is currently the most expensive (average of $493). 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.
What is the cheapest time of day to fly from IL to EYW?
Find hourly flight availability from Illinois to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Key West as you normally would.
Weekly flight availability from Illinois to Key West
Explore weekly flight availability from Illinois to Key West. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 25, 2025.
The most flights from USIL to EYW are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).
Rainfall in Key West by month
Plan your trip to Key West by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.
Temperature in Key West by month
Plan your trip to Key West by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).
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 April 25, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United Airlines from Illinois to Key West to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Anonymous,Apr 2025
LAS - STS
Comfort
Boarding
Crew
Overall
Entertainment
Food
Reviews
Anonymous,Apr 2025
LAS - STS
Related info for your journey
Find useful and relevant information for your journey from Illinois to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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 Illinois to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Illinois to Key West
Discover the top 3 airlines that operate flights from Illinois 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 2,558,603 searches. Data last updated April 25, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$216 | Average$469 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$260 | Average$491 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$262 | Average$503 | FlexibilityNo cancel fee | On-time69% |