The best pricing can be found in the month of October. Prices to Illinois from Key West average $373. You can even find prices in October for less than $373, as users have found deals to Illinois from as low as $227. The month of November appears to be one of the more expensive times to travel to Illinois from Key West. Flying in the targeted month can save you up to 38%.
When flying from Key West to Illinois, 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
$232 - $374
Route
Depart
Return
Price
Key WestChicago Midway
EYW - MDW
EYWMDW
Key West
Fri 9/27
1 stop4h 39m
Chicago Midway
Tue 10/1
1 stop5h 28m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Fri 8/16
1 stop5h 26m
Chicago O'Hare Intl
Sun 8/18
1 stop6h 05m
Key WestChicago Midway
EYW - MDW
EYWMDW
Key West
Fri 9/27
1 stop4h 39m
Chicago Midway
Tue 10/1
1 stop5h 58m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Sat 11/9
1 stop8h 12m
Chicago O'Hare Intl
Mon 11/11
1 stop6h 07m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 6/6
2 stops25h 31m
Chicago O'Hare Intl
Thu 6/13
1 stop11h 58m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 6/20
1 stop7h 57m
Chicago O'Hare Intl
Mon 6/24
1 stop6h 59m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 6/20
1 stop7h 57m
Chicago O'Hare Intl
Mon 6/24
1 stop6h 10m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 6/6
3 stops15h 51m
Chicago O'Hare Intl
Thu 6/13
1 stop11h 58m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Sat 11/9
Nonstop3h 24m
Chicago O'Hare Intl
Mon 11/11
Nonstop3h 10m
No data available for this route at this time. Please check back soon.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
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