$70+ Cheap flights from Chesapeake, VA to Pittsburgh (PIT)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chesapeake to Pittsburgh with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chesapeake to Pittsburgh are usually found in May or September, booked 42 days in advance, depart on a Monday or Thursday and return on a Tuesday
Cheap flight deals from Chesapeake to Pittsburgh
Keep the following information in mind while searching for Chesapeake to Pittsburgh flight deals. Data was last updated April 29, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $108 (CheapOair) |
One-way from | $70 (CheapOair) |
Popular in | February |
Cheapest in | May |
Average price | $335 |
Find flight deals from Chesapeake to Pittsburgh
Cheapest flights from Chesapeake to PittsburghExplore the most affordable flight options available from Chesapeake to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.
Explore the most affordable flight options available from Chesapeake to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.
This CheapOair deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from Chesapeake to Pittsburgh that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Chesapeake to Pittsburgh that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Wed 6/11
6:06 pm-7:27 pm
Nonstop1h 21m
Pittsburgh
Fri 6/13
1:00 pm-2:18 pm
Nonstop1h 18m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Tue 5/20
4:50 pm-11:58 pm
1 stop7h 08m
Pittsburgh
Wed 5/21
6:15 am-9:21 am
1 stop3h 06m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Sat 5/24
8:28 am-12:12 pm
1 stop3h 44m
Pittsburgh
Tue 5/27
4:09 pm-8:20 pm
1 stop4h 11m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Tue 5/13
12:13 pm-11:36 am
1 stop23h 23m
Pittsburgh
Tue 5/20
7:00 am-10:29 am
2 stops27h 29m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Tue 7/15
5:25 am-11:45 am
2 stops6h 20m
Pittsburgh
Tue 7/22
6:15 am-9:30 am
1 stop3h 15m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Mon 5/19
1:01 pm-2:24 pm
Nonstop1h 23m
Pittsburgh
Thu 5/22
7:00 am-2:16 pm
1 stop7h 16m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Mon 5/12
1:01 pm-2:24 pm
Nonstop1h 23m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Tue 5/13
6:31 pm-8:20 pm
2 stops25h 49m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Thu 5/29
5:00 am-9:24 am
1 stop4h 24m
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Sun 10/12
7:00 am-11:29 am
1 stop4h 29m
Best time to book a flight from Chesapeake to Pittsburgh
Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Chesapeake with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chesapeake to Pittsburgh
How far ahead should I book a flight from Chesapeake to Pittsburgh?
Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to Pittsburgh. Price data was last updated on April 25, 2025.
The price you pay for your flight from Chesapeake to Pittsburgh may vary depending on when you book. For the best chance of a lower fare, look to book 42 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chesapeake to Pittsburgh?
Currently, August is the cheapest month in which you can book a flight from Chesapeake to Pittsburgh (average of $262). Flying from Chesapeake to Pittsburgh in November is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from C6E to PIT?
Find hourly flight availability from Chesapeake to Pittsburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.
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.
What is the cheapest day to fly from Chesapeake to Pittsburgh?
Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Pittsburgh. Price data was last updated on March 30, 2025.
Travelers seeking maximum savings on their Chesapeake to Pittsburgh flight should consider departing on Thursday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Rainfall in Pittsburgh by month
Plan your trip to Pittsburgh by taking into account the average rainfall totals by month.
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.
Temperature in Pittsburgh by month
Plan your trip to Pittsburgh by taking into account the average temperature totals by month.
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).
Reviews of airlines servicing Pittsburgh
Get insights into the airlines that provide service to Pittsburgh. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pittsburgh. Reviews last updated April 29, 2025.
See what other customers who have flown with Breeze Airways, Southwest and Delta from Chesapeake to Pittsburgh have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Boarding
Crew
Entertainment
Overall
Food
Comfort
Reviews
Dena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from Chesapeake to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chesapeake?
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Alternative routes for Chesapeake to Pittsburgh
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Chesapeake to Pittsburgh
Discover the top 6 airlines that operate flights from Chesapeake to Pittsburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$190 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$173 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$208 | Average$297 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$211 | Average$385 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$241 | Average$415 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$261 | Average$346 | FlexibilityNo cancel fee | On-time63% |