$60 Cheap flight deals from Chicago (CHI) to Canonsburg (PIT)

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This Weekend's Flight Deals from Chicago to Canonsburg

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, May 15 - Sat, May 16
ORD
O'Hare Intl.
PIT
Pittsburgh Intl.
$530 Roundtrip, found 3 days ago
$530
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, May 15 from O'Hare Intl. to Pittsburgh Intl., returning Sat, May 16, priced at $530 found 3 days ago

Airfares from $60 One Way, $140 Round Trip from Chicago to Canonsburg

Prices starting at $140 for return flights and $60 for one-way flights to Canonsburg were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jul 1 - Tue, Jul 7
MDW
Chicago
PIT
Pittsburgh
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Jul 1 from Chicago to Pittsburgh, returning Tue, Jul 7, priced at $140 found 6 days ago
Wed, Jul 1 - Tue, Jul 7
MDW
Chicago
PIT
Pittsburgh
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Jul 1 from Chicago to Pittsburgh, returning Tue, Jul 7, priced at $150 found 6 days ago
Sat, Jul 18 - Wed, Jul 22
ORD
Chicago
PIT
Pittsburgh
$157 Roundtrip, found 17 hours ago
$157
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Jul 18 from Chicago to Pittsburgh, returning Wed, Jul 22, priced at $157 found 17 hours ago
Wed, May 27 - Sat, May 30
ORD
Chicago
PIT
Pittsburgh
$171 Roundtrip, found 6 days ago
$171
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, May 27 from Chicago to Pittsburgh, returning Sat, May 30, priced at $171 found 6 days ago
Wed, May 27 - Sat, May 30
ORD
Chicago
PIT
Pittsburgh
$236 Roundtrip, found 6 days ago
$236
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, May 27 from Chicago to Pittsburgh, returning Sat, May 30, priced at $236 found 6 days ago

Canonsburg economy flight packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown
3.5-star property

Wyndham Grand Pittsburgh Downtown

8.2/10 Very Good! (3,506 reviews)

Jun 17 - Jun 22

5 night stay

Chicago (ORD) to Pittsburgh (PIT)

American Airlines • Coach

Pittsburgh (PIT) to Chicago (ORD)

Delta • Coach
Save 100% on your flight
Price was $705, price is now $443 per person
$443
per person
found 4 hours ago
Valet guys were great. Great hustle! Rooms were dated but location was perfect

Reviewed on Apr 7, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
4.0-star property

Placemakr Downtown Pittsburgh at The Pennsylvanian

8.4/10 Very Good! (97 reviews)

Jun 17 - Jun 22

5 night stay

Chicago (ORD) to Pittsburgh (PIT)

American Airlines • Coach

Pittsburgh (PIT) to Chicago (ORD)

Delta • Coach
Save 100% on your flight
Price was $703, price is now $484 per person
$484
per person
found 4 hours ago
Joinery Hotel Pittsburgh, Curio Collection by Hilton
4.0-star property

Joinery Hotel Pittsburgh, Curio Collection by Hilton

8.6/10 Excellent! (1,489 reviews)

Jun 17 - Jun 22

5 night stay

Chicago (ORD) to Pittsburgh (PIT)

American Airlines • Coach

Pittsburgh (PIT) to Chicago (ORD)

Delta • Coach
Save 100% on your flight
Price was $710, price is now $527 per person
$527
per person
found 4 hours ago
Good location in historic building. Rooms were small, but passable, though very overpriced! At least they were clean - at first! Front desk staff was not very friendly or accommodating. Cleaning staff did a rather poor job. Stayed in downtown Pittsburgh many times, at half a dozen different locations, and this one was one of the more underwhelming ones.

Reviewed on May 6, 2026

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More About Flying To Canonsburg from Chicago

Route Information for Flights from Chicago to Canonsburg

Origin Airport IATA Code
CHI
Destination Airport IATA Code
PIT
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Canonsburg

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.