Are there direct flights from Chicago to Pittsburgh?

Yes, direct flights are available from Chicago to Pittsburgh. Approximately 32.3% of all flights on this route historically have been direct. For flights that include stops, travelers typically encounter a median of 2 stopovers. This means a substantial portion of flights do require connections, but direct options are also regularly available.

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. Flights with one stop, however, have a significantly longer median duration, averaging around 10 hours and 30 minutes. This difference highlights the convenience and time-saving benefits of choosing a direct option for this route.

How often do Chicago to Pittsburgh flight prices drop?

Historically, flight prices for the Chicago to Pittsburgh route experience regular drops. This indicates that travelers can often find opportunities for lower fares. Monitoring prices consistently can be beneficial for securing a more economical ticket on 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 2 days ago

405 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

Today’s best flight deals from Chicago to Pittsburgh

Explore current cheapest deals departing from Chicago to Pittsburgh

2026-08-17 – 2026-08-24
CHI - Pittsburgh
49% AI deal score
$168
$136
Round trip
2026-09-05 – 2026-09-11
CHI - Pittsburgh
71% AI deal score
$214
$136
Round trip
2026-09-01 – 2026-09-02
CHI - Pittsburgh
72% AI deal score
$225
$136
Round trip
2026-10-03 – 2026-10-05
CHI - Pittsburgh
46% AI deal score
$150
$136
Round trip
2026-11-19 – 2026-11-26
CHI - Pittsburgh
48% AI deal score
$161
$136
Round trip
2026-12-03 – 2026-12-07
CHI - Pittsburgh
66% AI deal score
$182
$136
Round trip
2026-12-07 – 2026-12-14
CHI - Pittsburgh
50% AI deal score
$176
$136
Round trip
2026-12-08 – 2026-12-15
CHI - Pittsburgh
50% AI deal score
$176
$136
Round trip
2026-12-09 – 2026-12-16
CHI - Pittsburgh
65% AI deal score
$178
$136
Round trip
2026-12-10 – 2026-12-17
CHI - Pittsburgh
65% AI deal score
$180
$136
Round trip

Chicago to Pittsburgh: Overview

Insights for flights from Chicago to Pittsburgh

For cheap flights from Chicago to Pittsburgh, the cheapest month to fly is May, with a median fare of $142. Other economical options include September and November, both showing a median fare of $207. Planning your trip during these months can lead to significant savings on your journey.

Fares for flights from Chicago to Pittsburgh typically range from $230–$847, with a median 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 deals can be challenging, though new deals show up several times a week.

Most itineraries from Chicago to Pittsburgh connect at least once, with only 32.3% of recent fares being non-stop. For connecting itineraries, the typical number of connections is 2. This means you are likely to have one or more stops on your journey.

A typical journey from Chicago to Pittsburgh takes about 1h 34m, including connections. For non-stop flights, the median flight time is also 1h 34m. However, connecting flights can extend the journey considerably, with a median connecting flight time of 20h 38m.

The distance between Chicago and Pittsburgh is 662 kilometers, classifying this as a short-haul route. This relatively short distance means direct flights are quick, but connecting options can still add substantial travel time.

How much is a round trip from Chicago to Pittsburgh

Regular price: $126 - $255

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

The regular price range for this route is between $126 and $255. The current lowest deal is $136 with Southwest Airlines for travel from August 17 to August 24.

now $136

Low $126

High $255

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

Mon, Aug 3

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

JetBlue Airways

$379

$354

One-way

Mon, Aug 10

⌛ Last-Minute

MDW - Pittsburgh

Chicago (MDW) - Pittsburgh (PIT)

Southwest Airlines

$149

$180

One-way

Tue, Aug 11

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$151

$180

One-way

Tue, Aug 11

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$152

$180

One-way

Wed, Aug 12

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$151

$180

One-way

Wed, Aug 12

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$152

$180

One-way

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

4 nights

Sep 17 - Sep 21

$405 → $137

66%

2 nights

Sep 5 - Sep 7

$402 → $137

66%

2 nights

Sep 15 - Sep 17

$405 → $157

61%

7 nights

Sep 2 - Sep 9

$384 → $157

59%

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, with deals around $136.

📅 Best time to fly

December is historically the cheapest month

Historically, December is the cheapest month to fly from Chicago to Pittsburgh, with a median price of $69.

⏱️ Flight duration

Direct flights take 1h 34m

Direct flights from Chicago to Pittsburgh typically take 1h 34m, while connecting flights average 20h 38m.

✈️ Airlines & availability

32.3% of recent flights are direct

Historically, 32.3% of flights on this route are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines offers direct flights from Chicago to Pittsburgh, with recent deals available.

🎯 Booking tip

Deals appear regularly on this route

Deals for flights from Chicago to Pittsburgh appear regularly, with good prices around $230.

Chicago main airports to depart from

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a good option for flights from Chicago to Pittsburgh, with prices from $137.

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

💸 Flights from ~$137

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 ~$137

Airports nearby Pittsburgh used as alternative

Cleveland Hopkins International (CLE)

Cheapest

Cleveland Hopkins International offers a major international hub with more direct flight options if Pittsburgh is unavailable.

📍 ~135 km from Pittsburgh (reachable by car)

💸 Flights from ~$117

Business & First Class Flight Deals to Pittsburgh

75% AI deal score

$502

$357

Save $145

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 a ticket is around $214. Booking within 7-13 days of travel usually sees prices rise significantly to an average of $930. Even booking 60+ days out tends to be more expensive, with an average price of $582, indicating that very early booking might not offer the best value for this route.

Across the trailing quarter, a good price for a flight from Chicago to Pittsburgh is considered to be $230 or less. This threshold represents a price point that is better than 75% of all observed fares on this route. The median price for this route over the same period was $490, while prices could go as high as $847 for more expensive tickets.

Based on historical data over 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 prices are considerably lower than the annual median price of $490 for this route, indicating significant savings during these months.

Related routes

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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: $126 - $255

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

The regular price range for this route is between $126 and $255. The current lowest deal is $136 with Southwest Airlines for travel from August 17 to August 24.

now $136

Low $126

High $255

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

Mon, Aug 3

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

JetBlue Airways

$379

$354

One-way

Mon, Aug 10

⌛ Last-Minute

MDW - Pittsburgh

Chicago (MDW) - Pittsburgh (PIT)

Southwest Airlines

$149

$180

One-way

Tue, Aug 11

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$151

$180

One-way

Tue, Aug 11

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$152

$180

One-way

Wed, Aug 12

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$151

$180

One-way

Wed, Aug 12

⌛ Last-Minute

ORD - Pittsburgh

Chicago (ORD) - Pittsburgh (PIT)

United Airlines

$152

$180

One-way

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

4 nights

Sep 17 - Sep 21

$405 → $137

66%

2 nights

Sep 5 - Sep 7

$402 → $137

66%

2 nights

Sep 15 - Sep 17

$405 → $157

61%

7 nights

Sep 2 - Sep 9

$384 → $157

59%

Popular Airports to fly from Chicago to Pittsburgh