For a quick departure from ORD, use the 'L' train to avoid Chicago traffic delays.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $286 (American Airlines) |
One-way from | $85 (Priceline) |
Popular in | March |
Cheapest in | June |
Average price | $493 |
Good round-trip deal | $344 or less |
Good one-way deal | $293 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sat 2/7
11:45 am-7:40 pm
1 stop6h 55m
Key West
Sat 2/14
6:07 pm-11:57 pm
1 stop6h 50m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sat 1/3
7:55 am-12:34 pm
Nonstop3h 39m
Key West
Thu 1/8
6:05 pm-11:39 pm
1 stop6h 34m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 1/7
10:50 am-3:17 pm
Nonstop3h 27m
Key West
Mon 1/12
6:05 pm-11:39 pm
1 stop6h 34m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sun 1/11
10:50 am-3:17 pm
Nonstop3h 27m
Key West
Sat 1/17
4:15 pm-6:48 pm
Nonstop3h 33m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Wed 2/4
10:50 am-3:17 pm
Nonstop3h 27m
Key West
Sun 2/8
4:15 pm-6:48 pm
Nonstop3h 33m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Fri 1/9
10:50 am-3:17 pm
Nonstop3h 27m
Key West
Mon 1/12
4:15 pm-6:48 pm
Nonstop3h 33m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Sat 2/7
7:10 am-11:26 am
Nonstop3h 16m
Key West
Tue 2/10
4:15 pm-6:48 pm
Nonstop3h 33m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Tue 3/3
10:44 am-3:00 pm
Nonstop3h 16m
Key West
Mon 3/9
4:05 pm-6:44 pm
Nonstop3h 39m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Thu 1/22
8:52 am-4:22 pm
1 stop6h 30m
Key West
Mon 1/26
4:15 pm-6:48 pm
Nonstop3h 33m
ChicagoKey West
ORD - EYW
ORDEYW
Chicago O'Hare Intl
Fri 12/19
7:55 am-12:34 pm
Nonstop3h 39m
Key West
Fri 12/26
4:08 pm-6:41 pm
Nonstop3h 33m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
The price you pay for your flight from Chicago O'Hare Intl Airport to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 57 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Key West (average of $249). Flying from Chicago O'Hare Intl Airport to Key West in October is currently the most expensive (average of $323). 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.
A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Key West in the afternoon. If you’re flexible enough to do this you can expect to save up to 50% on your trip compared to booking a flight in the evening.
Boarding
Entertainment
Crew
Comfort
Food
Overall
Reviews
Joseph,Aug 2023
MSP - MCO
Boarding
Entertainment
Crew
Comfort
Food
Overall
Reviews
Joseph,Aug 2023
MSP - MCO
Boarding
Entertainment
Crew
Comfort
Food
Overall
Reviews
Joseph,Aug 2023
MSP - MCO
Boarding
Entertainment
Crew
Comfort
Food
Overall
Reviews
Joseph,Aug 2023
MSP - MCO
Boarding
Entertainment
Crew
Comfort
Food
Overall
Reviews
Joseph,Aug 2023
MSP - MCO
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$385 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$255 | Average$487 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$323 | Average$458 | FlexibilityNo cancel fee | On-time71% |