Find Deals on Flights from Pittsburgh to Chicago (PIT - CHI)

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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Book cheap flights from Pittsburgh to Chicago

(Round-trip)
Depart: Tue Oct 4 2016 Return: Tue Oct 11 2016 Trip spans 8 days
Major Airline
Major Airline
PIT
ORD
1h 39m
nonstop
ORD
PIT
1h 30m
nonstop
Depart: Thu Sep 29 2016 Return: Mon Oct 3 2016 Trip spans 5 days
Southwest
Southwest
PIT
MDW
1h 25m
nonstop
MDW
PIT
1h 25m
nonstop
Depart: Tue Oct 25 2016 Return: Fri Oct 28 2016 Trip spans 4 days
United
United
PIT
ORD
1h 33m
nonstop
ORD
PIT
1h 34m
nonstop
Depart: Wed Dec 14 2016 Return: Tue Dec 20 2016 Trip spans 7 days
Delta
Delta
PIT
MDW
3h 22m
1 stop
MDW
PIT
5h 05m
1 stop
Depart: Tue Oct 4 2016 Return: Wed Oct 5 2016 Trip spans 2 days
Major Airline
Major Airline
PIT
MDW
1h 30m
nonstop
MDW
PIT
1h 20m
nonstop
Depart: Sun Oct 9 2016 Return: Thu Oct 13 2016 Trip spans 5 days
Major Airline
Major Airline
PIT
MDW
1h 30m
nonstop
MDW
PIT
1h 25m
nonstop
Depart: Thu Dec 1 2016 Return: Tue Dec 6 2016 Trip spans 6 days
American Airlines
American Airlines
PIT
ORD
1h 42m
nonstop
ORD
PIT
1h 27m
nonstop
Depart: Tue Nov 1 2016 Return: Thu Nov 3 2016 Trip spans 3 days
Major Airline
Major Airline
PIT
MDW
1h 25m
nonstop
MDW
PIT
1h 25m
nonstop
Depart: Tue Oct 18 2016 Return: Wed Oct 19 2016 Trip spans 2 days
Major Airline
Major Airline
PIT
ORD
1h 40m
nonstop
ORD
PIT
20h 42m
nonstop
Depart: Sat Jan 21 2017 Return: Tue Jan 24 2017 Trip spans 4 days
Delta
Delta
PIT
MDW
3h 35m
1 stop
MDW
PIT
4h 51m
1 stop
Depart: Thu Nov 24 2016 Return: Tue Nov 29 2016 Trip spans 6 days
United
United
PIT
ORD
1h 42m
nonstop
ORD
PIT
1h 32m
nonstop
Depart: Mon Nov 7 2016 Return: Mon Nov 14 2016 Trip spans 8 days
Major Airline
Major Airline
PIT
ORD
10h 26m
nonstop
ORD
PIT
5h 05m
nonstop
Depart: Sat Dec 24 2016 Return: Wed Dec 28 2016 Trip spans 5 days
United
United
PIT
ORD
1h 46m
nonstop
ORD
PIT
1h 28m
nonstop
Depart: Sat Dec 3 2016 Return: Fri Dec 9 2016 Trip spans 7 days
Major Airline
Major Airline
PIT
ORD
13h 37m
1 stop
ORD
PIT
9h 05m
1 stop
Depart: Fri Oct 28 2016 Return: Sun Oct 30 2016 Trip spans 3 days
Delta
Delta
PIT
MDW
3h 13m
1 stop
MDW
PIT
4h 47m
1 stop
Depart: Wed Feb 8 2017 Return: Sun Feb 12 2017 Trip spans 5 days
Delta
Delta
PIT
MDW
3h 26m
1 stop
MDW
PIT
4h 51m
1 stop
Depart: Fri Mar 17 2017 Return: Sun Mar 19 2017 Trip spans 3 days
American Airlines
American Airlines
PIT
ORD
1h 45m
nonstop
ORD
PIT
1h 42m
nonstop
Depart: Fri Oct 28 2016 Return: Sun Oct 30 2016 Trip spans 3 days
Major Airline
Major Airline
PIT
ORD
14h 49m
nonstop
ORD
PIT
12h 17m
nonstop
Depart: Fri Nov 11 2016 Return: Sun Nov 13 2016 Trip spans 3 days
Delta
Delta
PIT
MDW
3h 21m
1 stop
MDW
PIT
3h 37m
1 stop
Depart: Fri Nov 4 2016 Return: Sun Nov 6 2016 Trip spans 3 days
Major Airline
Major Airline
PIT
MDW
1h 30m
nonstop
MDW
PIT
1h 20m
nonstop
Direct flights PIT to CHI on American Airlines
Flight # Depart PIT Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
4466 5:50 am 6:17 am Sep 20 - Oct 5
4466 6:00 am 6:40 am Oct 6 - Nov 3
3109 6:03 am 6:40 am Oct 9 - Oct 30
3764 8:31 am 9:11 am Sep 24 - Oct 1
4475 8:31 am 9:15 am Oct 8 - Oct 29
3764 8:35 am 9:15 am Sep 20 - Oct 5
3367 8:36 am 9:16 am Oct 6 - Oct 6
4397 8:36 am 9:20 am Oct 7 - Nov 3
4454 10:15 am 10:53 am Sep 24 - Oct 22
4454 10:15 am 10:53 am Oct 29 - Oct 29
3504 12:08 pm 12:45 pm Oct 30 - Nov 3
3504 12:08 pm 12:45 pm Oct 23 - Oct 23
3504 12:08 pm 12:45 pm Oct 24 - Oct 28
3504 12:08 pm 12:45 pm Oct 6 - Oct 21
3504 12:08 pm 12:45 pm Sep 20 - Oct 5
3671 3:14 pm 3:54 pm Sep 24 - Oct 1
3671 3:14 pm 3:54 pm Sep 20 - Oct 5
3671 3:15 pm 3:55 pm Oct 6 - Oct 22
3671 3:15 pm 3:55 pm Oct 30 - Nov 3
3671 3:15 pm 3:55 pm Nov 1 - Nov 1
3671 3:15 pm 3:55 pm Oct 23 - Oct 28
3671 3:15 pm 3:55 pm Oct 31 - Oct 31
3671 3:15 pm 3:55 pm Oct 29 - Oct 29
3762 6:15 pm 6:49 pm Oct 18 - Oct 27
3762 6:15 pm 6:49 pm Nov 1 - Nov 1
3762 6:15 pm 6:49 pm Sep 20 - Oct 17
3762 6:15 pm 6:49 pm Sep 22 - Oct 13
3762 6:15 pm 6:49 pm Oct 19 - Oct 30
3454 8:15 pm 8:51 pm Oct 31 - Oct 31
3748 8:16 pm 8:50 pm Sep 20 - Oct 5
3764 8:18 pm 8:52 pm Oct 30 - Nov 2
3764 8:18 pm 8:52 pm Oct 6 - Oct 28
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

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

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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 can'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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Pittsburgh
$49
Destination

Chicago
only $49
only $87
Airlines Airline reviews

30 travelers who booked a flight from Pittsburgh to Chicago rated their chosen airlines with an average of 6.7.

Overall
7.2
Boarding
7.1
Crew
7.2
Comfort
7.1
Food
6.0
Entertainment
5.9