Cheap flights from Illinois to Key West (EYW) from $100
This is the cheapest one-way flight price, found on 9/25. Prices may vary by date and flight preferences.
How far in advance should I book a flight from Illinois to Key West?
Travelers have found it’s best to book a flight 41 days in advance to save up to 31% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 41 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Illinois to Key West 1-2 weeks in advance for as low as $598, or $719 for flights within the next 24 hours.
What is the cheapest month to fly from Illinois to Key West?
Our data shows that September tends to be the cheapest month to fly to Key West from Illinois. Users have commonly found prices around $489 for the month, but tickets can be as low as $283. Due to multiple factors, prepare for potentially higher prices in March.
When is the cheapest time to fly from Illinois to Key West (IL - EYW)?
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.
Cheap American Airlines flights from Illinois to Key West
Take a peek at the cheapest American Airlines flights we've detected traveling from Illinois to Key West. Deals update often to give you more flight options matching your criteria
Cheap Delta flights from Illinois to Key West
Some of the lowest-priced Delta flights we've found at this time heading from Illinois to Key West. Ensure the flight price, dates, time, and airline match your criteria before you book.
Cheap Illinois to Key West flights in September & October 2023
The best prices found for Illinois to EYW flights for September, October
Check out some of the best flight deals from Illinois to Key West in 2023. More deals are always being added, so be sure to check back regularly.
Illinois to Key West 2023 flight deals
Cheap flights to Key West from Illinois found for this year
Check out some of the best flight deals from Illinois to Key West in 2023. More deals are always being added, so be sure to check back regularly.
Non-stop flights to Key West from Illinois
Save time with Illinois to Key West direct flight deals
If you're seeking options on non-stop flights from Illinois to Key West, check out these fares. If you're looking for other options for flights from Illinois to Key West, make sure to update the search form at the top of page.
Illinois to Key West flights leaving soon
Late deals on return flights to Key West from Illinois, departing today and this week
Consider one of these great deals we found on last-minute flights from Illinois to Key West. Users should examine the flight details to ensure there are no surprises.
One-way flights to Key West from Illinois
The cheapest one-way flights from Illinois to Key West
Users in need of a one-way flight from Illinois to Key West can choose from these deals. Users in need of a round-trip flight from Illinois to Key West instead should update the search form at the top of page.
Find flights from Illinois to Key West within your budget
Use the slider to find flights from Illinois to Key West that fit your budget.
Fly from
Fly to
Budget
$197 - $288
Route
Depart
Return
Price
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sat 11/11
1 stop11h 45m
Key West
Wed 11/15
1 stop6h 51m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Fri 1/19
Nonstop3h 13m
Key West
Mon 1/22
Nonstop3h 27m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Thu 1/18
1 stop4h 43m
Key West
Mon 1/22
Nonstop3h 27m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 2/7
Nonstop3h 13m
Key West
Sat 2/10
1 stop7h 45m
Chicago MidwayKey West
MDW - EYW
MDWEYW
Chicago Midway
Tue 2/13
1 stop4h 52m
Key West
Wed 2/28
1 stop4h 47m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Fri 1/5
1 stop4h 30m
Key West
Fri 1/12
1 stop7h 20m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Mon 11/6
1 stop14h 05m
Key West
Thu 11/9
1 stop8h 56m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Mon 10/16
1 stop14h 05m
Key West
Wed 10/18
1 stop7h 06m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Fri 1/5
1 stop7h 14m
Key West
Wed 1/10
Nonstop3h 20m
Reviews of airlines servicing Key West
Peruse reviews from past customers who have flown with American 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.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Flight delayed from 7:45 to 1:00 Pm. No effort from delta to reschedule. Left me arriving after my connection departure. I had to rebook. Myself. But no seat assignments. Put me in last seat that doesn’t recline. This was returning from Florida. Going to Florida my flight was cancelled. I had to rebook on another airline that cost me double.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Flight delayed from 7:45 to 1:00 Pm. No effort from delta to reschedule. Left me arriving after my connection departure. I had to rebook. Myself. But no seat assignments. Put me in last seat that doesn’t recline. This was returning from Florida. Going to Florida my flight was cancelled. I had to rebook on another airline that cost me double.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Flight delayed from 7:45 to 1:00 Pm. No effort from delta to reschedule. Left me arriving after my connection departure. I had to rebook. Myself. But no seat assignments. Put me in last seat that doesn’t recline. This was returning from Florida. Going to Florida my flight was cancelled. I had to rebook on another airline that cost me double.
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Flight delayed from 7:45 to 1:00 Pm. No effort from delta to reschedule. Left me arriving after my connection departure. I had to rebook. Myself. But no seat assignments. Put me in last seat that doesn’t recline. This was returning from Florida. Going to Florida my flight was cancelled. I had to rebook on another airline that cost me double.
Related info for your journey
Useful info, stats and facts about Illinois to Key West flights.
What airport do you fly into for flights to Key West from Illinois?
Located just 2.6 mi from the city center, Key West (EYW) is the airport most travelers will use when flying to Key West from Illinois.
Can I find flights from Illinois to Key West for under $200 on Cheapflights?
Yes, there are multiple flights from Illinois to Key West for under $200. The cheapest flight booked recently is on Multiple Airlines for just $197, but on average you can expect to pay $227.
Are there nonstop flights from Illinois to Key West for under $300 on Cheapflights?
Cheapflights has at least 20 direct flights from Illinois to Key West under $300. A good price for a nonstop flight from Illinois to Key West is less than $455.
Are there last-minute flights available from Illinois to Key West for under $300?
There are currently 20+ open flights from Illinois to Key West within the next 7 days for less than $300.
What are the most popular routes from Illinois to Key West?
While some choose either Chicago Midway - Key West or Lambert-St Louis - Key West, Chicago O'Hare Intl - Key West is the most popular route from Illinois to Key West.
What are the most popular airlines that fly from Illinois to Key West?
American Airlines, Alaska Airlines and Delta are the most popular airlines when flying from Illinois to Key West.
What are the cheapest flights from Illinois to Key West?
While on average a flight from Illinois to Key West is generally $408, our data shows the cheapest flight currently is $228. When looking at the most popular route, (Chicago O'Hare Intl - Key West), you can expect to pay $227 for that flight.
What does ORD to EYW mean?
Great question - ORD to EYW just means Chicago O'Hare Intl Airport to Key West Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Champaign University-Willard Airport (CMI) are other airports near this flight route and their unique identifiers/IATA codes.