$73+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PIT
Jul 28 — Aug 41
Round-trip
1 adult, Economy
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Find cheap flights from Chesapeake to Pittsburgh with Cheapflights
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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
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Best
Last-minute
One-way
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 June 28, 2026.
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 June 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 7/209:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 7/139:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$192
This Priceline deal was found by Cheapflights users on 6/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 pm
ORF
- PIT
1 stop4h 28m
Multiple Airlines
Mon 8/319:21 am
PIT
- ORF
Nonstop1h 19m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/611:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Fri 7/109:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1811:22 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 12/219:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:22 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Sun 9/2010:26 am
PIT
- ORF
1 stop9h 38m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1411:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 8/179:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$222
This Breeze Airways deal was found by Cheapflights users on 6/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:22 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 9/219:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$228
This Priceline deal was found by Cheapflights users on 6/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:00 pm
ORF
- PIT
1 stop4h 28m
JetBlue
Thu 7/309:00 am
PIT
- ORF
1 stop8h 10m
JetBlue
Deal found 6/25![JetBlue logo]()
$229
Best flights from Chesapeake to PittsburghDiscover carefully curated flight deals from Chesapeake to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 28, 2026.
Discover carefully curated flight deals from Chesapeake to Pittsburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 28, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:22 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 9/219:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$228
This JetBlue deal was found by Cheapflights users on 6/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:00 pm
ORF
- PIT
1 stop4h 28m
JetBlue
Fri 8/2812:58 pm
PIT
- ORF
1 stop4h 12m
JetBlue
Deal found 6/27![JetBlue logo]()
$259
This Delta deal was found by Cheapflights users on 6/28. 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.
Tue 9/87:09 am
ORF
- PIT
1 stop4h 29m
Delta
Thu 9/108:15 am
PIT
- ORF
1 stop5h 29m
Delta
Deal found 6/28![Delta logo]()
$265
This Southwest deal was found by Cheapflights users on 6/25. 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.
Tue 9/812:15 pm
ORF
- PIT
2 stops8h 30m
Southwest
Thu 9/104:10 pm
PIT
- ORF
1 stop5h 25m
Southwest
Deal found 6/25![Southwest logo]()
$286
This JetBlue deal was found by Cheapflights users on 6/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:33 pm
ORF
- PIT
1 stop7h 25m
JetBlue
Sat 9/59:00 am
PIT
- ORF
1 stop8h 18m
JetBlue
Deal found 6/26![JetBlue logo]()
$259
This Delta deal was found by Cheapflights users on 6/26. 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.
Fri 10/96:50 pm
ORF
- PIT
1 stop4h 07m
Delta
Mon 10/127:25 pm
PIT
- ORF
1 stop4h 01m
Delta
Deal found 6/26![Delta logo]()
$269
This Breeze Airways deal was found by Cheapflights users on 6/27. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/911:22 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 10/129:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$278
Last-minute flights from Chesapeake to PittsburghDiscover last-minute flight deals from Chesapeake to Pittsburgh. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Pittsburgh. Data last updated June 28, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/611:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Fri 7/109:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 7/139:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Mon 7/136:00 am
PIT
- ORF
1 stop5h 19m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 6/25. 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.
Fri 7/106:05 am
ORF
- PIT
1 stop3h 42m
Delta
Mon 7/137:42 pm
PIT
- ORF
1 stop3h 50m
Delta
Deal found 6/25![Delta logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Mon 7/209:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1711:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Mon 7/206:00 am
PIT
- ORF
2 stops29h 15m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$251
This Priceline deal was found by Cheapflights users on 6/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2011:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Thu 7/309:00 am
PIT
- ORF
1 stop8h 10m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2011:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Thu 7/307:49 pm
PIT
- ORF
1 stop15h 30m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$232
This Priceline deal was found by Cheapflights users on 6/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:00 pm
ORF
- PIT
1 stop4h 28m
JetBlue
Thu 7/309:00 am
PIT
- ORF
1 stop8h 10m
JetBlue
Deal found 6/25![JetBlue logo]()
$229
One-way flights from Chesapeake to PittsburghSearch for one-way flight options from Chesapeake to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
Search for one-way flight options from Chesapeake to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 6/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:22 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3111:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:59 pm
ORF
- PIT
1 stop6h 10m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$104
This JetBlue deal was found by Cheapflights users on 6/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:00 pm
ORF
- PIT
1 stop4h 28m
JetBlue
Deal found 6/23![JetBlue logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:59 pm
ORF
- PIT
1 stop6h 10m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$117
This Super.com deal was found by Cheapflights users on 6/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:10 pm
ORF
- PIT
1 stop23h 28m
Frontier
Deal found 6/23![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$124
This Super.com deal was found by Cheapflights users on 6/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:34 pm
ORF
- PIT
1 stop20h 41m
Frontier
Deal found 6/23![Frontier logo]()
$127
Find flight deals from Chesapeake to Pittsburgh
Keep the following information in mind while searching for Chesapeake to Pittsburgh flight deals. Data was last updated June 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $183 (Kiwi.com) |
One-way from | $73 (Kiwi.com) |
Popular in | April |
Cheapest in | July |
Average price | $278 |
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 June 28, 2026.
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
Cheapest round-trip
Quickest round-trip
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Fri 9/18
11:22 am-12:45 pm
Nonstop1h 23m
Pittsburgh
Mon 9/21
9:23 am-10:42 am
Nonstop1h 19m
$228
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Mon 8/24
6:00 pm-10:28 pm
1 stop4h 28m
Pittsburgh
Fri 8/28
12:58 pm-5:10 pm
1 stop4h 12m
$259
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Thu 9/3
4:33 pm-11:58 pm
1 stop7h 25m
Pittsburgh
Sat 9/5
9:00 am-5:18 pm
1 stop8h 18m
$259
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Tue 9/8
7:09 am-11:38 am
1 stop4h 29m
Pittsburgh
Thu 9/10
8:15 am-1:44 pm
1 stop5h 29m
$265
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Fri 10/9
6:50 pm-10:57 pm
1 stop4h 07m
Pittsburgh
Mon 10/12
7:25 pm-11:26 pm
1 stop4h 01m
$269
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Fri 10/9
11:22 am-12:45 pm
Nonstop1h 23m
Pittsburgh
Mon 10/12
9:23 am-10:42 am
Nonstop1h 19m
$278
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Tue 9/8
12:15 pm-8:45 pm
2 stops8h 30m
Pittsburgh
Thu 9/10
4:10 pm-9:35 pm
1 stop5h 25m
$286
Cheapest one-way
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Thu 9/24
3:45 pm-9:50 pm
1 stop6h 05m
$133
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Fri 8/14
6:00 am-9:47 am
1 stop3h 47m
$135
NorfolkPittsburgh
ORF - PIT
ORFPIT
Norfolk
Fri 8/21
6:00 am-9:47 am
1 stop3h 47m
$135
Showing 1-10 of 17 resultsSorted by cheapest first
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.
ORF-PIT
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chesapeake to Pittsburgh
C6E-PIT
ORF-PIT
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 June 28, 2026.
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.
How much does it cost to fly round-trip from Chesapeake to Pittsburgh?
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 June 28, 2026.
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.
Food
6.7
Entertainment
6.7
Boarding
8.4
Crew
8.8
Comfort
8.2
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Entertainment
6.7
Boarding
8.4
Crew
8.8
Comfort
8.2
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Entertainment
6.7
Boarding
8.4
Crew
8.8
Comfort
8.2
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Entertainment
6.7
Boarding
8.4
Crew
8.8
Comfort
8.2
Overall
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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 Pittsburgh?
Book flights to Pittsburgh if you plan to visit one of these locationsMonroeville
Washington
Mars
Chester
Steubenville
Wexford
Belle Vernon
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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 June 28, 2026.
Other flights to Pittsburgh
Explore flights to Pittsburgh departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chesapeake to Pittsburgh flights
Consider these flights traveling from Chesapeake to Pittsburgh.
Top 3 airlines flying from Chesapeake to Pittsburgh
Discover the top 3 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 June 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$158 | Average$221 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$168 | Average$327 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$196 | Average$348 | FlexibilityNo cancel fee | On-time71% |