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
$248 - $498
Route
Depart
Return
Price
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Wed 8/7
1 stop6h 51m
Chicago O'Hare Intl
Tue 8/13
1 stop6h 46m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 8/1
1 stop7h 42m
Chicago O'Hare Intl
Mon 8/5
1 stop4h 47m
Key WestChicago Midway
EYW - MDW
EYWMDW
Key West
Wed 8/7
1 stop4h 43m
Chicago Midway
Tue 8/13
1 stop4h 47m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 8/1
1 stop7h 42m
Chicago O'Hare Intl
Sun 8/4
1 stop6h 35m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Thu 6/20
1 stop7h 59m
Chicago O'Hare Intl
Mon 6/24
1 stop5h 44m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Fri 6/21
1 stop6h 30m
Chicago O'Hare Intl
Mon 6/24
1 stop5h 44m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Wed 8/7
1 stop5h 35m
Chicago O'Hare Intl
Tue 8/13
2 stops6h 38m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Wed 8/14
2 stops28h 00m
Chicago O'Hare Intl
Sun 8/18
1 stop7h 09m
Key WestChicago O'Hare Intl
EYW - ORD
EYWORD
Key West
Sun 7/7
2 stops25h 27m
Chicago O'Hare Intl
Sat 7/13
1 stop13h 05m
No data available for this route at this time. Please check back soon.
Boarding
Comfort
Overall
Entertainment
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Overall
Entertainment
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Overall
Entertainment
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Comfort
Overall
Entertainment
Crew
Food
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
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