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Flight Deals from Chicago to Pittsburgh from $45

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Bundle + Save

Top flight deals from leading airlines:

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... and +100s more

Incredible Deals

Save up to 50% on select flights with Priceline

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Save an average of $240 per person when bundling your flight and hotel together with Priceline

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If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

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Price Drop Deals Near You

Stops

  • Nonstop
    from $226
  • Up to 1 stop
    $226

Airlines

  • American Airlines
    $233
  • Delta Air Lines
    $226
  • United Airlines
    $226

Cabin Class

  • Economy
    $226

Departure Airports

  • Chicago Midway Airport
    $226
  • Chicago O Hare Airport
    $226

Arrival Airports

  • Pittsburgh International Airport
    $226

Layover Airports

  • Charlotte Douglas International Airport
    $243
  • Detroit Metropolitan Airport
    $226
  • Hartsfield Jackson Atlanta International Airport
    $226
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $276
  • New York John F Kennedy Airport
    $312
  • New York LaGuardia Airport
    $273
  • Newark Liberty Airport
    $349
  • Philadelphia International Airport
    $316
  • Raleigh Durham International Airport
    $312
  • Reagan Washington National Airport
    $312
  • Washington Dulles Airport
    $288

Best Price. GUARANTEED.

Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

BUNDLE & SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler
Delta Air Lines Logo
Delta Air Lines

07/28/25

MDW
7h 9m
DTW

07/28/25

PIT
Delta Air Lines Logo
Delta Air Lines

08/04/25

PIT
5h 7m
ATL

08/04/25

MDW
$226
United Airlines Logo
United Airlines

07/31/25

ORD
2h 36m
Direct

07/31/25

PIT
United Airlines Logo
United Airlines

08/07/25

PIT
46m
Direct

08/07/25

ORD
$226
American Airlines Logo
American Airlines

07/28/25

ORD
2h 31m
Direct

07/28/25

PIT
American Airlines Logo
American Airlines

08/04/25

PIT
50m
Direct

08/04/25

ORD
$233
American Airlines Logo
American Airlines

07/28/25

ORD
7h 39m
CLT

07/28/25

PIT
American Airlines Logo
American Airlines

08/04/25

PIT
50m
Direct

08/04/25

ORD
$243
Delta Air Lines Logo
Delta Air Lines

07/19/25

MDW
4h 34m
DTW

07/19/25

PIT
Delta Air Lines Logo
Delta Air Lines

07/26/25

PIT
4h 41m
ATL

07/26/25

MDW
$248
Delta Air Lines Logo
Delta Air Lines

07/08/25

MDW
5h 39m
DTW

07/08/25

PIT
Delta Air Lines Logo
Delta Air Lines

07/15/25

PIT
5h 7m
ATL

07/15/25

MDW
$248
Delta Air Lines Logo
Delta Air Lines

07/22/25

ORD
4h 3m
DTW

07/22/25

PIT
Delta Air Lines Logo
Delta Air Lines

07/29/25

PIT
3h 33m
DTW

07/29/25

ORD
$248
United Airlines Logo
United Airlines

08/02/25

ORD
2h 36m
Direct

08/02/25

PIT
United Airlines Logo
United Airlines

08/09/25

PIT
49m
Direct

08/09/25

ORD
$273
American Airlines Logo
American Airlines

08/02/25

ORD
2h 45m
Direct

08/02/25

PIT
American Airlines Logo
American Airlines

08/09/25

PIT
45m
Direct

08/09/25

ORD
$273
Delta Air Lines Logo
Delta Air Lines

07/23/25

ORD
8h 49m
LGA

07/23/25

PIT
Delta Air Lines Logo
Delta Air Lines

07/30/25

PIT
5h 15m
ATL

07/30/25

ORD
$273
Delta Air Lines Logo
Delta Air Lines

07/18/25

ORD
4h 58m
DTW

07/18/25

PIT
Delta Air Lines Logo
Delta Air Lines

07/25/25

PIT
6h 37m
MSP

07/25/25

ORD
$276
United Airlines Logo
United Airlines

07/03/25

ORD
2h 38m
Direct

07/03/25

PIT
United Airlines Logo
United Airlines

08/04/25

PIT
46m
Direct

08/04/25

ORD
$287
United Airlines Logo
United Airlines

07/31/25

ORD
5h 48m
IAD

07/31/25

PIT
United Airlines Logo
United Airlines

08/07/25

PIT
46m
Direct

08/07/25

ORD
$288
American Airlines Logo
American Airlines

08/02/25

ORD
7h 39m
CLT

08/02/25

PIT
American Airlines Logo
American Airlines

08/09/25

PIT
55m
Direct

08/09/25

ORD
$297
United Airlines Logo
United Airlines

07/03/25

ORD
5h 48m
IAD

07/03/25

PIT
United Airlines Logo
United Airlines

08/04/25

PIT
46m
Direct

08/04/25

ORD
$297
American Airlines Logo
American Airlines

07/18/25

ORD
5h 49m
CLT

07/18/25

PIT
American Airlines Logo
American Airlines

07/19/25

PIT
41m
Direct

07/19/25

ORD
$312
American Airlines Logo
American Airlines

07/15/25

ORD
2h 45m
Direct

07/15/25

PIT
American Airlines Logo
American Airlines

07/22/25

PIT
6h 3m
DCA

07/22/25

ORD
$312
American Airlines Logo
American Airlines

07/23/25

ORD
2h 50m
Direct

07/23/25

PIT
American Airlines Logo
American Airlines

07/30/25

PIT
3h 33m
RDU

07/30/25

ORD
$312
American Airlines Logo
American Airlines

07/22/25

ORD
6h 18m
JFK

07/22/25

PIT
American Airlines Logo
American Airlines

07/29/25

PIT
50m
Direct

07/29/25

ORD
$312
American Airlines Logo
American Airlines

07/05/25

ORD
6h 4m
PHL

07/05/25

PIT
American Airlines Logo
American Airlines

07/12/25

PIT
50m
Direct

07/12/25

ORD
$316
American Airlines Logo
American Airlines

07/08/25

ORD
2h 38m
Direct

07/08/25

PIT
American Airlines Logo
American Airlines

07/15/25

PIT
3h 49m
PHL

07/15/25

ORD
$318
American Airlines Logo
American Airlines

07/25/25

ORD
2h 50m
Direct

07/25/25

PIT
American Airlines Logo
American Airlines

08/01/25

PIT
5h 39m
DCA

08/01/25

ORD
$326
American Airlines Logo
American Airlines

07/21/25

ORD
2h 50m
Direct

07/21/25

PIT
American Airlines Logo
American Airlines

07/24/25

PIT
3h 33m
RDU

07/24/25

ORD
$326
American Airlines Logo
American Airlines

07/17/25

ORD
2h 39m
Direct

07/17/25

PIT
American Airlines Logo
American Airlines

07/24/25

PIT
3h 33m
RDU

07/24/25

ORD
$326
American Airlines Logo
American Airlines

07/25/25

ORD
4h 59m
DCA

07/25/25

PIT
American Airlines Logo
American Airlines

08/01/25

PIT
5h 55m
LGA

08/01/25

ORD
$336
American Airlines Logo
American Airlines

07/28/25

ORD
6h 18m
JFK

07/28/25

PIT
American Airlines Logo
American Airlines

08/04/25

PIT
6h 3m
DCA

08/04/25

ORD
$336
American Airlines Logo
American Airlines

08/02/25

ORD
5h 27m
CLT

08/02/25

PIT
American Airlines Logo
American Airlines

08/09/25

PIT
3h 52m
PHL

08/09/25

ORD
$336
American Airlines Logo
American Airlines

07/15/25

ORD
7h 57m
LGA

07/15/25

PIT
American Airlines Logo
American Airlines

07/22/25

PIT
4h 36m
DCA

07/22/25

ORD
$342
United Airlines Logo
United Airlines

08/02/25

ORD
6h 52m
EWR

08/02/25

PIT
United Airlines Logo
United Airlines

08/09/25

PIT
50m
Direct

08/09/25

ORD
$349
United Airlines Logo
United Airlines

07/05/25

ORD
9h
EWR

07/05/25

PIT
United Airlines Logo
United Airlines

07/12/25

PIT
50m
Direct

07/12/25

ORD
$355

Top Deals on flights from Chicago to Pittsburgh

Chicago, US (CHI) - Pittsburgh, US (PIT)

American Airlines Logo
American Airlines

Aug 7

ORD
2h 45m
Direct

Aug 7

PIT

as low as

$45

Chicago, US (CHI) - Pittsburgh, US (PIT)

United Airlines Logo
United Airlines

Aug 21

ORD
2h 37m
Direct

Aug 21

PIT

as low as

$68

Chicago, US (CHI) - Pittsburgh, US (PIT)

Delta Air Lines Logo
Delta Air Lines

Aug 27

ORD
8h 21m
ATL

Aug 27

PIT

as low as

$88

Chicago, US (CHI) - Pittsburgh, US (PIT)

Delta Air Lines Logo
Delta Air Lines

Aug 18

MDW
6h 26m
DTW

Aug 18

PIT

as low as

$88

Chicago, US (CHI) - Pittsburgh, US (PIT)

Delta Air Lines Logo
Delta Air Lines

Aug 20

ORD
6h 5m
LGA

Aug 20

PIT

as low as

$88

Chicago, US (CHI) - Pittsburgh, US (PIT)

 Logo

Sep 1

MDW
2h 25m
Direct

Sep 1

PIT

as low as

$99

Chicago, US (CHI) - Pittsburgh, US (PIT)

Frontier Airlines Logo
Frontier Airlines

Jul 3

ORD
6h 40m
PHL

Jul 3

PIT

as low as

$104

Chicago, US (CHI) - Pittsburgh, US (PIT)

Frontier Airlines Logo
Frontier Airlines

Jun 27

ORD
8h 2m
MCO

Jun 27

PIT

as low as

$104

Chicago, US (CHI) - Pittsburgh, US (PIT)

 Logo

Sep 18

ORD
16h 49m
MYR

Sep 19

PIT

as low as

$111

Chicago, US (CHI) - Pittsburgh, US (PIT)

 Logo

Sep 1

MDW
15h 40m
CLE
BNA

Sep 2

PIT

as low as

$119

Chicago, US (CHI) - Pittsburgh, US (PIT)

 Logo

Sep 17

ORD
8h 35m
FLL

Sep 18

PIT

as low as

$122

Chicago, US (CHI) - Pittsburgh, US (PIT)

 Logo

Sep 1

MDW
4h 30m
STL

Sep 1

PIT

as low as

$138