Are there direct flights from Chicago to Pittsburgh?

Yes, direct flights from Chicago to Pittsburgh are available. Historically, approximately 32.3% of all flights on this route have been direct. For flights that include stopovers, travelers typically encounter two stops. This indicates that while direct options exist, connecting flights are also a common occurrence for this route.

How long does it take to fly from Chicago to Pittsburgh?

A direct flight from Chicago to Pittsburgh typically takes about 1 hour and 34 minutes, covering a distance of 662 kilometers. For flights with one stop, the median travel time is considerably longer, averaging around 10 hours and 30 minutes. Travelers should account for this difference when planning their journey.

How often do Chicago to Pittsburgh flight prices drop?

Historically, flight prices for the Chicago to Pittsburgh route experience regular price drops. This indicates that travelers may frequently find opportunities for reduced fares. Monitoring prices consistently can be beneficial for securing a more economical ticket for this route.

Flights From Chicago

To Pittsburgh

Cheap Flights from Chicago to Pittsburgh

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Deals from

Chicago

RatePunk searches hundreds of travel sites at once for deals on flights to Pittsburgh

Prices updated 1 day ago

461 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)

Today’s best flight deals from Chicago to Pittsburgh

Explore current cheapest deals departing from Chicago to Pittsburgh

2026-09-27 – 2026-09-30
CHI - Pittsburgh
48% AI deal score
$298
$218
Round trip
2026-10-17 – 2026-10-20
CHI - Pittsburgh
43% AI deal score
$242
$223
Round trip
2026-10-22 – 2026-10-27
CHI - Pittsburgh
42% AI deal score
$235
$224
Round trip
2026-10-06 – 2026-10-12
CHI - Pittsburgh
41% AI deal score
$229
$224
Round trip
2026-10-28 – 2026-10-30
CHI - Pittsburgh
41% AI deal score
$241
$234
Round trip
2026-11-04 – 2026-11-09
CHI - Pittsburgh
41% AI deal score
$246
$239
Round trip
2026-10-06 – 2026-10-31
CHI - Pittsburgh
37% AI deal score
$117
$247
Round trip
2026-10-06 – 2026-10-13
CHI - Pittsburgh
37% AI deal score
$138
$247
Round trip
2026-10-14 – 2026-10-17
CHI - Pittsburgh
38% AI deal score
$135
$247
Round trip
2026-10-10 – 2026-10-13
CHI - Pittsburgh
38% AI deal score
$135
$247
Round trip

Chicago to Pittsburgh: Overview

Insights for flights from Chicago to Pittsburgh

For cheap flights from Chicago to Pittsburgh, May stands out as the most affordable month, with a median fare of just $142. Other cost-effective options include September and November, both showing median fares of $207. Planning your trip during these months can lead to significant savings.

Fares for flights from Chicago to Pittsburgh typically range from $230–$847, with a median price of $490. Right now, current fares are significantly below the typical level. Only 5% of recent fares were classified as a good price, indicating that finding exceptional deals can be challenging.

When considering flights from Chicago to Pittsburgh, most itineraries connect at least once, with only 32.3% of recent fares being direct flights from Chicago to Pittsburgh. For connecting itineraries, the typical number of connections is 2, which can significantly extend travel time.

A typical journey from Chicago to Pittsburgh takes about 1h 34m, including connections. This median duration accounts for both non-stop and connecting flights. For those who prioritize speed, the non-stop flight time is also 1h 34m, while connecting flights have a median duration of 20h 38m.

The distance between Chicago and Pittsburgh is 662 kilometers, classifying this as a short-haul route. This relatively short distance means you can expect a quicker travel experience compared to longer journeys.

How much is a round trip from Chicago to Pittsburgh

Regular price: $105 - $257

Prices for flights from Chicago to Pittsburgh are currently within the regular range.

The regular price range for flights from Chicago to Pittsburgh is between $105 and $257. The current lowest deal is $247 for travel from Oct 6-Oct 13, available via Kayak.

now $247

Low $105

High $257

The cheapest time to fly from Chicago to Pittsburgh

The cheapest month to fly from Chicago to Pittsburgh is December, with a median price of $69. The most expensive month is June, with a median price of $792. Prices are generally lower from January to December.

December

Cheapest

Flights from $69

June

Most Expensive

Flights from $792

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Pittsburgh

American Airlines

Last-minute flights going from Chicago to Pittsburgh

Thu, Sep 17

⌛ Last-Minute

MDW - Pittsburgh

Chicago (MDW) - Pittsburgh (PIT)

$655

$597

One-way

Fri, Sep 18

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$443

$447

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$317

$289

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$443

$370

One-way

Mon, Sep 21

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

JetBlue Airways

$382

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$284

$289

One-way

Biggest price drops on these dates for flights from Chicago to Pittsburgh

3 nights

Sep 18 - Sep 21

$437 → $339

22%

1 night

Sep 16 - Sep 17

$666 → $568

15%

2 nights

Sep 16 - Sep 18

$663 → $568

14%

4 nights

Sep 17 - Sep 21

$434 → $349

20%

Popular Airports to fly from Chicago to Pittsburgh

Chicago - Pittsburgh route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Chicago to Pittsburgh are below the typical level for the route.

📅 Best time to fly

May offers the lowest median prices

Historically, May, September, and November offer the lowest median prices for this route.

⏱️ Flight duration

Direct flights take 1h 34m

Direct flights from Chicago to Pittsburgh typically take 1 hour 34 minutes.

✈️ Airlines & availability

Connecting flights are more common

Connecting flights make up 67.7% of recent routes, with a median of 2 stopovers.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines is one carrier that offers direct flights from Chicago to Pittsburgh.

🎯 Booking tip

Deals appear regularly

Deals for flights from Chicago to Pittsburgh appear regularly, often within a 30-day window.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Consider Chicago Midway International for flights to Pittsburgh, offering a convenient departure option from Chicago.

📍 ~14 km from Chicago city center (reachable by car)

💸 Flights from ~$136

Chicago Rockford International (RFD)

Chicago Rockford International is an alternative departure airport for flights from Chicago to Pittsburgh.

📍 ~126 km from Chicago city center (reachable by car)

💸 Flights from ~$253

O Hare International (ORD)

O Hare International is a major airport to consider for your flight from Chicago to Pittsburgh.

📍 ~25 km from Chicago city center (reachable by car)

💸 Flights from ~$136

Pittsburgh main airports to arrive at

Pittsburgh International (PIT)

Cheapest

Pittsburgh International Airport is a convenient arrival choice for flights from Chicago to Pittsburgh.

📍 ~21 km from Pittsburgh (reachable by car)

💸 Flights from ~$136

Airports nearby Pittsburgh used as alternative

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International offers significantly more direct flight options and broad carrier selection as an alternative.

📍 ~135 km from Pittsburgh (reachable by car)

💸 Flights from ~$116

Business & First Class Flight Deals to Pittsburgh

Discover luxury on the budget with premium cabin class on flights from Chicago to Pittsburgh.

Elite

Best Elite deals to Pittsburgh

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Sep 28

Pittsburgh, United States

72% AI deal score

$1,303

$767

Save $536

From ORD

Elite

Sep 29

Pittsburgh, United States

45% AI deal score

$2,367

$2,258

Save $109

Aeroméxico, +1

Business Class

From ORD

Elite

Oct 22

Pittsburgh, United States

44% AI deal score

$611

United Airlines

Business Class

From ORD

Elite

Nov 25

Pittsburgh, United States

44% AI deal score

$611

United Airlines

Business Class

From ORD

Elite

Dec 05

Pittsburgh, United States

44% AI deal score

$613

United Airlines

Business Class

From ORD

Elite

Oct 14

Pittsburgh, United States

43% AI deal score

$611

United Airlines

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,147

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,267

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,267

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 20

Pittsburgh, United States

43% AI deal score

$2,268

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,486

Porter Airlines, +1

Business Class

From ORD

Elite

Sep 29

Pittsburgh, United States

42% AI deal score

$2,298

Aeroméxico, +1

Business Class

Frequently Asked Questions About Flights to Pittsburgh

Historically, the optimal booking window for flights from Chicago to Pittsburgh is typically 14-27 days before departure. During this period, the average price for tickets is around $214. Prices tend to be significantly higher outside this window, with tickets booked 7-13 days out averaging $930. Even booking 60+ days in advance can result in higher prices, with an average of $582.

Across the trailing quarter, a good price for a flight from Chicago to Pittsburgh is considered to be $230 or less. The median price for this route over the same period was $490. Prices can vary, with 75% of fares historically being $847 or less. Travelers aiming for a budget-friendly trip should target fares at or below the $230 threshold.

Based on data from the trailing 270 days, May, September, and November typically offer the cheapest flights from Chicago to Pittsburgh. The median price in May was $142, while September and November both had a median price of $207. These months represent significant savings compared to the annual median price of $490 for this route.

Related routes

More routes from Chicago

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Flights to Pittsburgh from other cities

Flights from Charlotte to Pittsburgh Flights from Dallas to Pittsburgh Flights from Denver to Pittsburgh Flights from Fort Myers to Pittsburgh Flights from Frankfurt to Pittsburgh Flights from Houston to Pittsburgh Flights from Las Vegas to Pittsburgh Flights from London to Pittsburgh Flights from Melbourne to Pittsburgh Flights from Miami to Pittsburgh Flights from Milan to Pittsburgh Flights from Minneapolis to Pittsburgh

Chicago to Pittsburgh: Overview

Insights for flights from Chicago to Pittsburgh

How much is a round trip from Chicago to Pittsburgh

Regular price: $105 - $257

Prices for flights from Chicago to Pittsburgh are currently within the regular range.

The regular price range for flights from Chicago to Pittsburgh is between $105 and $257. The current lowest deal is $247 for travel from Oct 6-Oct 13, available via Kayak.

now $247

Low $105

High $257

The cheapest time to fly from Chicago to Pittsburgh

December

Cheapest

Flights from $69

June

Most Expensive

Flights from $792

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Pittsburgh

American Airlines

Last-minute flights going from Chicago to Pittsburgh

Thu, Sep 17

⌛ Last-Minute

MDW - Pittsburgh

Chicago (MDW) - Pittsburgh (PIT)

$655

$597

One-way

Fri, Sep 18

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$443

$447

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$317

$289

One-way

Sat, Sep 19

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$443

$370

One-way

Mon, Sep 21

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

JetBlue Airways

$382

One-way

Wed, Sep 23

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

Frontier Airlines

$284

$289

One-way

Biggest price drops on these dates for flights from Chicago to Pittsburgh

3 nights

Sep 18 - Sep 21

$437 → $339

22%

1 night

Sep 16 - Sep 17

$666 → $568

15%

2 nights

Sep 16 - Sep 18

$663 → $568

14%

4 nights

Sep 17 - Sep 21

$434 → $349

20%

Popular Airports to fly from Chicago to Pittsburgh

Chicago - Pittsburgh route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Chicago to Pittsburgh are below the typical level for the route.

📅 Best time to fly

May offers the lowest median prices

Historically, May, September, and November offer the lowest median prices for this route.

⏱️ Flight duration

Direct flights take 1h 34m

Direct flights from Chicago to Pittsburgh typically take 1 hour 34 minutes.

✈️ Airlines & availability

Connecting flights are more common

Connecting flights make up 67.7% of recent routes, with a median of 2 stopovers.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines is one carrier that offers direct flights from Chicago to Pittsburgh.

🎯 Booking tip

Deals appear regularly

Deals for flights from Chicago to Pittsburgh appear regularly, often within a 30-day window.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Consider Chicago Midway International for flights to Pittsburgh, offering a convenient departure option from Chicago.

📍 ~14 km from Chicago city center (reachable by car)

💸 Flights from ~$136

Chicago Rockford International (RFD)

Chicago Rockford International is an alternative departure airport for flights from Chicago to Pittsburgh.

📍 ~126 km from Chicago city center (reachable by car)

💸 Flights from ~$253

O Hare International (ORD)

O Hare International is a major airport to consider for your flight from Chicago to Pittsburgh.

📍 ~25 km from Chicago city center (reachable by car)

💸 Flights from ~$136

Pittsburgh main airports to arrive at

Pittsburgh International (PIT)

Cheapest

Pittsburgh International Airport is a convenient arrival choice for flights from Chicago to Pittsburgh.

📍 ~21 km from Pittsburgh (reachable by car)

💸 Flights from ~$136

Airports nearby Pittsburgh used as alternative

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International offers significantly more direct flight options and broad carrier selection as an alternative.

📍 ~135 km from Pittsburgh (reachable by car)

💸 Flights from ~$116

Business & First Class Flight Deals to Pittsburgh

Discover luxury on the budget with premium cabin class on flights from Chicago to Pittsburgh.

Elite

Best Elite deals to Pittsburgh

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From ORD

Elite

Sep 28

Pittsburgh, United States

72% AI deal score

$1,303

$767

Save $536

From ORD

Elite

Sep 29

Pittsburgh, United States

45% AI deal score

$2,367

$2,258

Save $109

Aeroméxico, +1

Business Class

From ORD

Elite

Oct 22

Pittsburgh, United States

44% AI deal score

$611

United Airlines

Business Class

From ORD

Elite

Nov 25

Pittsburgh, United States

44% AI deal score

$611

United Airlines

Business Class

From ORD

Elite

Dec 05

Pittsburgh, United States

44% AI deal score

$613

United Airlines

Business Class

From ORD

Elite

Oct 14

Pittsburgh, United States

43% AI deal score

$611

United Airlines

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,147

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,267

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,267

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 20

Pittsburgh, United States

43% AI deal score

$2,268

Porter Airlines, +1

Business Class

From MDW

Elite

Oct 19

Pittsburgh, United States

43% AI deal score

$2,486

Porter Airlines, +1

Business Class

From ORD

Elite

Sep 29

Pittsburgh, United States

42% AI deal score

$2,298

Aeroméxico, +1

Business Class

Frequently Asked Questions About Flights to Pittsburgh

Cheap Flights from Chicago to Pittsburgh

Today’s best flight deals from Chicago to Pittsburgh

Chicago to Pittsburgh: Overview

Insights for flights from Chicago to Pittsburgh

How much is a round trip from Chicago to Pittsburgh

The cheapest time to fly from Chicago to Pittsburgh

Direct flights from Chicago to Pittsburgh

Last-minute flights going from Chicago to Pittsburgh

Biggest price drops on these dates for flights from Chicago to Pittsburgh

Popular Airports to fly from Chicago to Pittsburgh

Chicago - Pittsburgh route insights

Recent fares are below the typical level

May offers the lowest median prices

Direct flights take 1h 34m

Connecting flights are more common

American Airlines offers direct flights

Deals appear regularly

Chicago main airports to depart from

Pittsburgh main airports to arrive at

Airports nearby Pittsburgh used as alternative

Business & First Class Flight Deals to Pittsburgh

Best Elite deals to Pittsburgh

Sep 28

Sep 29

Oct 22

Nov 25

Dec 05

Oct 14

Oct 19

Oct 19

Oct 19

Oct 20

Oct 19

Sep 29

Frequently Asked Questions About Flights to Pittsburgh

When should I buy Chicago to Pittsburgh tickets?

What's a cheap fare from Chicago to Pittsburgh?

Which months have the cheapest flights from Chicago to Pittsburgh?

Are there direct flights from Chicago to Pittsburgh?

How long does it take to fly from Chicago to Pittsburgh?

How often do Chicago to Pittsburgh flight prices drop?

Related routes

More routes from Chicago

Flights to Pittsburgh from other cities

Chicago to Pittsburgh: Overview

Insights for flights from Chicago to Pittsburgh

How much is a round trip from Chicago to Pittsburgh

The cheapest time to fly from Chicago to Pittsburgh

Direct flights from Chicago to Pittsburgh

Last-minute flights going from Chicago to Pittsburgh

Biggest price drops on these dates for flights from Chicago to Pittsburgh

Popular Airports to fly from Chicago to Pittsburgh

Chicago - Pittsburgh route insights

Recent fares are below the typical level

May offers the lowest median prices

Direct flights take 1h 34m

Connecting flights are more common

American Airlines offers direct flights

Deals appear regularly

Chicago main airports to depart from

Pittsburgh main airports to arrive at

Airports nearby Pittsburgh used as alternative

Business & First Class Flight Deals to Pittsburgh

Best Elite deals to Pittsburgh

Sep 28

Sep 29

Oct 22

Nov 25

Dec 05

Oct 14

Oct 19

Oct 19

Oct 19

Oct 20

Oct 19

Sep 29

Frequently Asked Questions About Flights to Pittsburgh

When should I buy Chicago to Pittsburgh tickets?

What's a cheap fare from Chicago to Pittsburgh?

Which months have the cheapest flights from Chicago to Pittsburgh?