$68+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PIT
Sep 16 — Sep 231
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
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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 August 17, 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 August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/2811:25 am -
Nonstop1h 23m
Mon 8/319:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/1411:22 am -
Nonstop1h 23m
Mon 9/219:23 am -
Nonstop1h 19m
Deal found 8/15![Breeze Airways logo]()
$157
This Mytrip deal was found by Cheapflights users on 8/13. 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.
Thu 8/2712:59 pm -
1 stop6h 10m
Mon 8/319:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$174
This Gotogate deal was found by Cheapflights users on 8/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:59 pm -
1 stop6h 10m
Fri 8/289:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$187
This Breeze Airways deal was found by Cheapflights users on 8/13. 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 11/206:12 pm -
Nonstop1h 23m
Fri 11/274:13 pm -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$193
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 9/21:00 pm -
1 stop6h 09m
Thu 9/36:10 am -
1 stop3h 24m
Deal found 8/12![United Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Sat 8/297:06 pm -
1 stop24h 03m
Mon 8/319:21 am -
Nonstop1h 19m
Deal found 8/15![Breeze Airways logo]()
$205
This Delta deal was found by Cheapflights users on 8/14. 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 9/86:00 am -
1 stop6h 10m
Thu 9/108:00 am -
1 stop6h 11m
Deal found 8/14![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 8/13. 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 10/612:30 pm -
2 stops6h 05m
Thu 10/85:50 am -
1 stop3h 25m
Deal found 8/13![Southwest logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 -
Nonstop1h 23m
Mon 8/249:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 -
Nonstop1h 23m
Fri 8/289:21 am -
Nonstop1h 19m
Deal found 8/14![Breeze Airways logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/411:25 am -
Nonstop1h 23m
Mon 9/79:21 am -
Nonstop1h 19m
Deal found 8/16![Breeze Airways logo]()
$228
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 August 17, 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 August 17, 2026.
This Delta deal was found by Cheapflights users on 8/14. 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 9/86:00 am -
1 stop6h 10m
Thu 9/108:00 am -
1 stop6h 11m
Deal found 8/14![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/912:15 pm -
2 stops8h 35m
Wed 9/166:30 am -
2 stops8h 00m
Deal found 8/12![Southwest logo]()
$242
This Breeze Airways deal was found by Cheapflights users on 8/16. 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 -
Nonstop1h 23m
Mon 10/129:23 am -
Nonstop1h 19m
Deal found 8/16![Breeze Airways logo]()
$278
This Delta deal was found by Cheapflights users on 8/12. 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 10/95:25 pm -
1 stop7h 21m
Mon 10/127:46 pm -
1 stop3h 46m
Deal found 8/12![Delta logo]()
$246
This Southwest deal was found by Cheapflights users on 8/12. 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 9/18:05 am -
1 stop7h 05m
Wed 9/166:30 am -
2 stops8h 00m
Deal found 8/12![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/163:20 pm -
1 stop5h 35m
Fri 9/182:45 pm -
1 stop7h 15m
Deal found 8/16![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 8/15. 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 9/187:34 pm -
1 stop4h 57m
Sun 9/207:38 pm -
1 stop3h 55m
Deal found 8/15![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 8/14. 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.
Sat 8/291:25 pm -
1 stop8h 10m
Wed 9/210:10 am -
2 stops7h 10m
Deal found 8/14![Southwest logo]()
$284
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/1612:15 pm -
2 stops8h 35m
Thu 9/175:35 am -
1 stop3h 55m
Deal found 8/16![Southwest logo]()
$319
Last-minute flights from Chesapeake to PittsburghDiscover last-minute flight deals from Chesapeake to Pittsburgh. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Pittsburgh. Data last updated August 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 -
Nonstop1h 23m
Mon 8/249:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 -
Nonstop1h 23m
Fri 8/289:21 am -
Nonstop1h 19m
Deal found 8/14![Breeze Airways logo]()
$222
This Mytrip deal was found by Cheapflights users on 8/13. 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.
Thu 8/2712:59 pm -
1 stop6h 10m
Mon 8/319:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$174
This Gotogate deal was found by Cheapflights users on 8/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:59 pm -
1 stop6h 10m
Fri 8/289:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/2811:25 am -
Nonstop1h 23m
Mon 8/319:21 am -
Nonstop1h 19m
Deal found 8/13![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Sat 8/297:06 pm -
1 stop24h 03m
Mon 8/319:21 am -
Nonstop1h 19m
Deal found 8/15![Breeze Airways logo]()
$205
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 9/21:00 pm -
1 stop6h 09m
Thu 9/36:10 am -
1 stop3h 24m
Deal found 8/12![United Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/411:25 am -
Nonstop1h 23m
Mon 9/79:21 am -
Nonstop1h 19m
Deal found 8/16![Breeze Airways logo]()
$228
This Delta deal was found by Cheapflights users on 8/14. 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 9/86:00 am -
1 stop6h 10m
Thu 9/108:00 am -
1 stop6h 11m
Deal found 8/14![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/912:15 pm -
2 stops8h 35m
Wed 9/163:25 pm -
1 stop5h 30m
Deal found 8/12![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 9/1110:41 am -
1 stop3h 30m
Mon 9/147:59 pm -
1 stop3h 44m
Deal found 8/13![United Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/1411:22 am -
Nonstop1h 23m
Mon 9/219:23 am -
Nonstop1h 19m
Deal found 8/15![Breeze Airways logo]()
$157
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 August 17, 2026.
Search for one-way flight options from Chesapeake to Pittsburgh. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/1411:22 am -
Nonstop1h 23m
Deal found 8/15![Breeze Airways logo]()
$68
This Super.com deal was found by Cheapflights users on 8/15. 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 10/211:22 am -
Nonstop1h 23m
Deal found 8/15![Breeze Airways logo]()
$89
This Breeze Airways deal was found by Cheapflights users on 8/13. 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 11/206:12 pm -
Nonstop1h 23m
Deal found 8/13![Breeze Airways logo]()
$94
This Delta deal was found by Cheapflights users on 8/13. 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.
Wed 9/3010:00 am -
1 stop4h 39m
Deal found 8/13![Delta logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Sun 10/43:49 pm -
1 stop5h 36m
Deal found 8/15![Breeze Airways logo]()
$107
This Booking.com deal was found by Cheapflights users on 8/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:59 pm -
1 stop6h 10m
Deal found 8/13![Breeze Airways logo]()
$108
This Southwest deal was found by Cheapflights users on 8/13. 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.
Wed 9/306:15 am -
2 stops8h 55m
Deal found 8/13![Southwest logo]()
$109
This Mytrip deal was found by Cheapflights users on 8/13. 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.
Sun 8/3012:59 pm -
1 stop6h 10m
Deal found 8/13![Breeze Airways logo]()
$129
This American Airlines deal was found by Cheapflights users on 8/15. 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.
Mon 9/146:00 am -
1 stop5h 36m
Deal found 8/15![American Airlines logo]()
$130
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 8/2910:41 am -
1 stop3h 30m
Deal found 8/14![United Airlines logo]()
$135
This Southwest deal was found by Cheapflights users on 8/14. 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 9/153:20 pm -
1 stop5h 35m
Deal found 8/14![Southwest logo]()
$140
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 August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $137 (Kiwi.com) |
One-way from | $68 (Kiwi.com) |
Popular in | April |
Cheapest in | May |
Average price | $338 |
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 August 17, 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
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Tue 9/8
6:00 am-12:10 pm
1 stop6h 10m
Pittsburgh
Thu 9/10
8:00 am-2:11 pm
1 stop6h 11m
$207
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Wed 9/9
12:15 pm-8:50 pm
2 stops8h 35m
Pittsburgh
Wed 9/16
6:30 am-2:30 pm
2 stops8h 00m
$242
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Fri 10/9
5:25 pm-12:46 am
1 stop7h 21m
Pittsburgh
Mon 10/12
7:46 pm-11:32 pm
1 stop3h 46m
$246
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Tue 9/1
8:05 am-3:10 pm
1 stop7h 05m
Pittsburgh
Wed 9/16
6:30 am-2:30 pm
2 stops8h 00m
$248
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Wed 9/16
3:20 pm-8:55 pm
1 stop5h 35m
Pittsburgh
Fri 9/18
2:45 pm-10:00 pm
1 stop7h 15m
$269
Quickest round-trip
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
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 Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Sat 8/29
1:25 pm-9:35 pm
1 stop8h 10m
Pittsburgh
Wed 9/2
10:10 am-5:20 pm
2 stops7h 10m
$284
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Fri 9/18
7:34 pm-12:31 am
1 stop4h 57m
Pittsburgh
Sun 9/20
7:38 pm-11:33 pm
1 stop3h 55m
$308
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Wed 9/16
12:15 pm-8:50 pm
2 stops8h 35m
Pittsburgh
Thu 9/17
5:35 am-9:30 am
1 stop3h 55m
$319
Cheapest one-way
Quickest one-way
NorfolkPittsburgh
ORF Norfolk - PIT Pittsburgh
ORFPIT
Norfolk
Fri 10/2
11:22 am-12:45 pm
Nonstop1h 23m
$89
Showing 1-10 of 20 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 August 17, 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?
Airfare is below average for this route at the moment.
Chesapeake to Pittsburgh flights typically cost between $253 and $506 in August.The cheapest round-trip price found within the last 5 days was $137 on Breeze Airways (Aug 28-Aug 31).
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 August 17, 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.
Comfort
8.2
Boarding
8.3
Entertainment
6.7
Crew
8.7
Overall
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Boarding
8.3
Entertainment
6.7
Crew
8.7
Overall
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Boarding
8.3
Entertainment
6.7
Crew
8.7
Overall
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Boarding
8.3
Entertainment
6.7
Crew
8.7
Overall
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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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.
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Book flights to Pittsburgh if you plan to visit one of these locationsMonroeville
Washington
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Top 4 airlines flying from Chesapeake to Pittsburgh
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$152 | Average$216 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$206 | Average$349 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$221 | Average$385 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$295 | Average$372 | FlexibilityNo cancel fee | On-timeN/A |