What are the cheapest airlines to fly from Chesapeake to Pittsburgh one-way?

$81 is the cheapest one-way deal found within the past few days, from Breeze Airways. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $100 and $122, respectively.

In terms of precipitation, rainfall in Pittsburgh ranges from 2.3 - 4.3 inches per month. June is typically the wettest month, when rainfall can reach 4.3 in. October is typically the driest time to visit Pittsburgh when rainfall is around 2.3 in.

If weather is an important factor for your trip to Pittsburgh, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

What are the most popular airlines that fly from Chesapeake to Pittsburgh?

Before booking your flight from Chesapeake to Pittsburgh check out the most popular airlines for this route: Breeze Airways, American Airlines or United Airlines.

What airport do you fly into for flights to Pittsburgh from Chesapeake?

Located just 13.5 mi from the city center, Pittsburgh is the airport most travelers will use when flying to Pittsburgh from Chesapeake. Booking flights from Chesapeake to Pittsburgh (PIT) should be relatively easy as there is 1 daily inbound flight from Chesapeake from 3 different airlines.

Can I find deals for flights from Chesapeake to Pittsburgh that include hotel bookings?

Yes. In addition to deals on Chesapeake to Pittsburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chesapeake to Pittsburgh?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Pittsburgh.

Can I find deals for business class flights from Chesapeake to Pittsburgh?

Yes. Cheapflights offers flight deals from Chesapeake to Pittsburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Find Cheap Flights from Chesapeake to Pittsburgh

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Find flight deals from Chesapeake to Pittsburgh

Most accurate provider	FlightHub 3 stars
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Popular in	April
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Average price	$318

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Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).

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Average for round-trip flights in October 2026

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Everything you need to know about your flight from Chesapeake to Pittsburgh

What is the cheapest time of day to fly from C6E to PIT?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Pittsburgh as you normally would.

Reviews of airlines servicing Pittsburgh

Peruse reviews from past customers who have flown with Breeze Airways,United Airlines, andAmerican Airlines from Chesapeake to Pittsburgh to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Breeze Airways

8.3

Very good

323 reviews

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

United Airlines

7.4

Good

10,283 reviews

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

American Airlines

7.0

Good

12,131 reviews

Breeze Airways

8.3

Very good

323 reviews

Reviews

1 / 17

4.0

Okay

Lisa,Mar 2026

ORF - JAX

Related info for your journey

What airport do you fly into for flights to Pittsburgh from Chesapeake?
Located just 13.5 mi from the city center, Pittsburgh is the airport most travelers will use when flying to Pittsburgh from Chesapeake. Booking flights from Chesapeake to Pittsburgh (PIT) should be relatively easy as there is 1 daily inbound flight from Chesapeake from 3 different airlines.
What are the cheapest airlines to fly from Chesapeake to Pittsburgh one-way?
$81 is the cheapest one-way deal found within the past few days, from Breeze Airways. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $100 and $122, respectively.
Can I find deals for flights from Chesapeake to Pittsburgh that include hotel bookings?
Yes. In addition to deals on Chesapeake to Pittsburgh flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chesapeake to Pittsburgh?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Pittsburgh.
Can I find deals for business class flights from Chesapeake to Pittsburgh?
Yes. Cheapflights offers flight deals from Chesapeake to Pittsburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Top 3 airlines flying from Chesapeake to Pittsburgh

Airline	Cheapest	Average	Flexibility	On-time
Breeze Airways	Cheapest$152	Average$238	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$206	Average$349	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$221	Average$372	FlexibilityNo cancel fee	On-time71%

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Cheap flights from Chesapeake, VA to Pittsburgh (PIT)

Find cheap flights from Chesapeake to Pittsburgh with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chesapeake to Pittsburgh

Most accurate provider

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Popular in

Cheapest in

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Cheapflights Insights

What is the cheapest time of day to fly from C6E to PIT?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Pittsburgh as you normally would.

Reviews of airlines servicing Pittsburgh

Peruse reviews from past customers who have flown with Breeze Airways,United Airlines, andAmerican Airlines from Chesapeake to Pittsburgh to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly into for flights to Pittsburgh from Chesapeake?

What are the cheapest airlines to fly from Chesapeake to Pittsburgh one-way?

Can I find deals for flights from Chesapeake to Pittsburgh that include hotel bookings?

How can I find direct flights from Chesapeake to Pittsburgh?

Can I find deals for business class flights from Chesapeake to Pittsburgh?

Traveling to a place near Pittsburgh?

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Alternative routes for Chesapeake to Pittsburgh

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Complete your trip

Complete your trip to Pittsburgh by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chesapeake to Pittsburgh by cabin class

Find flights from Chesapeake to Pittsburgh, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Chesapeake and Pittsburgh flights

Browse other Chesapeake and Pittsburgh flight options. Last updated on October 3, 2026.

Other flights to Pittsburgh

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Top 3 airlines flying from Chesapeake to Pittsburgh

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