Find Deals on Flights to Chicago

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights to Chicago

(Round-trip)
Depart: Sun Feb 28 2016 Return: Mon Feb 29 2016 Trip spans 2 days
Spirit Airlines
Spirit Airlines
BWI
ORD
2h 02m
nonstop
ORD
BWI
1h 43m
nonstop
Depart: Mon Feb 29 2016 Return: Sun Mar 6 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ATL
ORD
2h 09m
nonstop
ORD
ATL
1h 56m
nonstop
Depart: Tue Mar 1 2016 Return: Mon Mar 7 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
PHX
ORD
3h 15m
nonstop
ORD
PHX
3h 40m
nonstop
Depart: Fri Mar 4 2016 Return: Mon Mar 7 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
PHL
ORD
2h 20m
nonstop
ORD
PHL
1h 57m
nonstop
Depart: Wed Mar 23 2016 Return: Tue Mar 29 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
DFW
ORD
2h 25m
nonstop
ORD
DFW
2h 30m
nonstop
Depart: Mon Apr 4 2016 Return: Thu Apr 7 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
MSP
ORD
1h 35m
nonstop
ORD
MSP
1h 28m
nonstop
Depart: Wed Apr 20 2016 Return: Mon Apr 25 2016 Trip spans 6 days
Spirit Airlines
Spirit Airlines
DEN
ORD
2h 34m
nonstop
ORD
DEN
2h 35m
nonstop
Depart: Wed Feb 17 2016 Return: Wed Mar 2 2016 Trip spans 15 days
United
United
HOU
ORD
2h 37m
nonstop
ORD
HOU
2h 54m
nonstop
Depart: Thu Feb 25 2016 Return: Sun Mar 6 2016 Trip spans 11 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 35m
nonstop
ORD
LGA
2h 07m
nonstop
Depart: Tue Apr 26 2016 Return: Mon May 2 2016 Trip spans 7 days
American Airlines
American Airlines
BOS
ORD
2h 58m
nonstop
ORD
BOS
2h 10m
nonstop
Depart: Tue May 10 2016 Return: Tue May 17 2016 Trip spans 8 days
Frontier
Frontier
IAD
ORD
2h 00m
nonstop
ORD
IAD
2h 00m
nonstop
Depart: Mon Apr 18 2016 Return: Tue Apr 26 2016 Trip spans 9 days
United
United
LAX
ORD
3h 55m
nonstop
ORD
LAX
4h 39m
nonstop
Depart: Wed Mar 16 2016 Return: Tue Mar 22 2016 Trip spans 7 days
Delta
Delta
ATL
MDW
2h 03m
nonstop
MDW
ATL
1h 52m
nonstop
Depart: Wed May 25 2016 Return: Wed Jun 1 2016 Trip spans 8 days
Frontier
Frontier
TTN
ORD
2h 25m
nonstop
ORD
TTN
2h 05m
nonstop
Depart: Mon Mar 7 2016 Return: Thu Mar 10 2016 Trip spans 4 days
Delta
Delta
MSP
MDW
1h 38m
nonstop
MDW
MSP
1h 36m
nonstop
Depart: Mon Feb 22 2016 Return: Sun Feb 28 2016 Trip spans 7 days
American Airlines
American Airlines
SFO
ORD
4h 05m
nonstop
ORD
SFO
4h 43m
nonstop
Depart: Tue Mar 29 2016 Return: Sat Apr 9 2016 Trip spans 12 days
American Airlines
American Airlines
JFK
ORD
2h 59m
nonstop
ORD
JFK
2h 18m
nonstop
Depart: Tue Jul 5 2016 Return: Tue Jul 12 2016 Trip spans 8 days
Delta
Delta
JFK
MDW
4h 13m
1 stop
MDW
JFK
5h 20m
1 stop
Depart: Sat Apr 9 2016 Return: Sat Apr 16 2016 Trip spans 8 days
Southwest
Southwest
LGA
MDW
2h 30m
nonstop
MDW
LGA
2h 10m
nonstop
Depart: Tue May 31 2016 Return: Wed Jun 29 2016 Trip spans 30 days
Spirit Airlines
Spirit Airlines
OAK
ORD
4h 12m
nonstop
ORD
OAK
4h 35m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We make every attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we don't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find on occasion that certain prices are no longer available.

More questions or if you have a bad price to report to us
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Airports
Origin

New York
only $179
only $89
Oakland
$242
Washington
$108
San Francisco
$177
Baltimore
$81
Minneapolis
$81
Atlanta
$81
Phoenix
$81
Trenton
$148
Los Angeles
$119
Denver
$81
Dallas
$81
Philadelphia
$81
Houston
$87
Boston
$103
Destination

Chicago
only $81
only $123