To save on the cost of your flight from Wisconsin to Key West, book at least 27 days before your planned departure. Booking around this time can save you about 111% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $376 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $436.
The best pricing can be found in the month of January. Prices to Key West from Wisconsin average $453. You can even find prices in January for less than $453, as users have found deals to Key West from as low as $182. The month of March appears to be one of the more expensive times to travel to Key West from Wisconsin. Flying in the targeted month can save you up to 47%.
When flying from Wisconsin to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$197 - $366
Route
Depart
Return
Price
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sun 9/1
1 stop5h 26m
Key West
Thu 9/5
1 stop7h 44m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 9/4
1 stop6h 16m
Key West
Tue 9/10
1 stop8h 12m
Milwaukee-MitchellKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Tue 8/6
1 stop6h 38m
Key West
Tue 8/13
1 stop6h 15m
Madison Truax FieldKey West
MSN - EYW
MSNEYW
Madison Truax Field
Thu 8/15
1 stop8h 33m
Key West
Mon 8/19
1 stop8h 35m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Mon 9/9
1 stop6h 07m
Key West
Sat 9/14
1 stop8h 12m
Milwaukee-MitchellKey West
MKE - EYW
MKEEYW
Milwaukee-Mitchell
Wed 7/3
1 stop6h 32m
Key West
Thu 7/11
1 stop7h 04m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 7/31
1 stop13h 55m
Key West
Wed 8/7
2 stops17h 17m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 7/31
2 stops14h 34m
Key West
Wed 8/7
2 stops17h 17m
Chicago O'Hare IntlKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Tue 7/30
1 stop7h 09m
Key West
Fri 8/2
1 stop23h 01m
No data available for this route at this time. Please check back soon.
Food
Crew
Overall
Boarding
Entertainment
Comfort
Reviews
It was a good experience other than a short delay.
Food
Crew
Overall
Boarding
Entertainment
Comfort
Reviews
It was a good experience other than a short delay.
Food
Crew
Overall
Boarding
Entertainment
Comfort
Reviews
It was a good experience other than a short delay.
Food
Crew
Overall
Boarding
Entertainment
Comfort
Reviews
It was a good experience other than a short delay.
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