Find Deals on Flights from Chicago to Key West (CHI - EYW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago to Key West

(Round-trip)
Depart: Sun Jan 15 2017 Return: Wed Jan 18 2017 Trip spans 4 days
JetBlue
JetBlue
ORD
EYW
7h 46m
1 stop
EYW
ORD
7h 14m
1 stop
Depart: Sun Mar 12 2017 Return: Thu Mar 16 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
EYW
9h 48m
1 stop
EYW
ORD
16h 00m
1 stop
Depart: Sun Jan 1 2017 Return: Fri Jan 6 2017 Trip spans 6 days
Delta
Delta
MDW
EYW
5h 29m
1 stop
EYW
MDW
5h 50m
1 stop
Depart: Fri Dec 30 2016 Return: Mon Jan 9 2017 Trip spans 11 days
American Airlines
American Airlines
ORD
EYW
5h 03m
1 stop
EYW
ORD
8h 30m
1 stop
Depart: Sat Jan 21 2017 Return: Sat Jan 28 2017 Trip spans 8 days
United
United
ORD
EYW
3h 10m
nonstop
EYW
ORD
3h 29m
nonstop
Depart: Mon Feb 6 2017 Return: Wed Mar 8 2017 Trip spans 31 days
JetBlue
JetBlue
ORD
EYW
7h 46m
1 stop
EYW
ORD
5h 48m
1 stop
Depart: Sun Apr 2 2017 Return: Thu Apr 6 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
EYW
9h 48m
1 stop
EYW
ORD
11h 05m
1 stop
Depart: Tue Feb 21 2017 Return: Thu Mar 9 2017 Trip spans 17 days
JetBlue
JetBlue
ORD
EYW
6h 35m
1 stop
EYW
ORD
5h 48m
1 stop
Depart: Tue Jan 31 2017 Return: Mon Mar 6 2017 Trip spans 35 days
JetBlue
JetBlue
ORD
EYW
7h 46m
1 stop
EYW
ORD
5h 48m
1 stop
Depart: Sat Dec 31 2016 Return: Mon Jan 9 2017 Trip spans 10 days
American Airlines
American Airlines
ORD
EYW
9h 05m
1 stop
EYW
ORD
10h 10m
1 stop
Depart: Tue May 23 2017 Return: Tue May 30 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
EYW
14h 06m
2 stops
EYW
ORD
14h 32m
2 stops
Depart: Sat Jan 21 2017 Return: Sat Jan 28 2017 Trip spans 8 days
Delta
Delta
MDW
EYW
5h 22m
1 stop
EYW
MDW
6h 08m
1 stop
Depart: Sat Dec 31 2016 Return: Thu Jan 5 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
EYW
7h 20m
1 stop
EYW
ORD
9h 09m
1 stop
Depart: Tue Feb 21 2017 Return: Wed Feb 22 2017 Trip spans 2 days
Delta
Delta
MDW
EYW
4h 32m
1 stop
EYW
MDW
5h 47m
1 stop
Depart: Mon May 1 2017 Return: Tue May 9 2017 Trip spans 9 days
JetBlue
JetBlue
ORD
EYW
6h 35m
1 stop
EYW
ORD
8h 47m
2 stops
Depart: Thu Jun 1 2017 Return: Mon Jun 5 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
EYW
14h 06m
2 stops
EYW
ORD
13h 49m
2 stops
Depart: Wed Feb 22 2017 Return: Mon Mar 6 2017 Trip spans 13 days
Delta
Delta
MDW
EYW
4h 32m
1 stop
EYW
MDW
5h 23m
1 stop
Depart: Thu Jun 8 2017 Return: Sun Jun 11 2017 Trip spans 4 days
Major Airline
Major Airline
MDW
EYW
1h 28m
nonstop
EYW
MDW
3h 28m
nonstop
Depart: Sat Dec 31 2016 Return: Thu Jan 5 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
EYW
5h 03m
1 stop
EYW
ORD
5h 31m
1 stop
Depart: Tue Apr 25 2017 Return: Tue May 2 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
EYW
6h 35m
1 stop
EYW
ORD
5h 48m
1 stop
Select an airline:  United
Direct flights CHI to EYW on United
Flight # Depart ORD Arrive EYW Sun Mon Tue Wed Thu Fri Sat Valid Between
3456 10:40 am 2:50 pm Jan 7 - Feb 11
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
only $352
only $452
Destination

Key West
$352