$73+ Cheap flights from Pittsburgh (PIT) to Chesapeake, VA
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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — RIC
Jun 13 — Jun 201
Round-trip
1 adult, Economy
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Find cheap flights from Pittsburgh to Chesapeake 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 Pittsburgh to Chesapeake are usually found in November or September, booked 58 days in advance, depart on a Tuesday or Monday and return on a Friday
Cheap flight deals from Pittsburgh to Chesapeake
Cheapest
Best
Last-minute
One-way
Cheapest flights from Pittsburgh to ChesapeakeExplore the most affordable flight options available from Pittsburgh to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
Explore the most affordable flight options available from Pittsburgh to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
This Booking.com deal was found by Cheapflights users on 5/9. 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.
Fri 8/289:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 8/3111:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$138
This Mytrip deal was found by Cheapflights users on 5/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/511:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$164
This Mytrip deal was found by Cheapflights users on 5/10. 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.
Fri 6/59:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 6/811:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$166
This Booking.com deal was found by Cheapflights users on 5/9. 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.
Fri 6/269:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 6/2911:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$171
This Booking.com deal was found by Cheapflights users on 5/9. 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.
Fri 8/289:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Sun 8/3012:59 pm
ORF
- PIT
1 stop6h 10m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/159:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/1911:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$178
This Booking.com deal was found by Cheapflights users on 5/10. 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.
Fri 7/179:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/2011:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$187
This Booking.com deal was found by Cheapflights users on 5/11. 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.
Mon 6/89:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/1211:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$188
This Gotogate deal was found by Cheapflights users on 5/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:15 pm
PIT
- ORF
1 stop24h 02m
Multiple Airlines
Mon 6/811:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$193
This Mytrip deal was found by Cheapflights users on 5/13. 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.
Mon 6/19:21 am
PIT
- ORF
Nonstop1h 19m
Multiple Airlines
Fri 6/59:12 pm
ORF
- PIT
1 stop22h 08m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$196
Best flights from Pittsburgh to ChesapeakeDiscover carefully curated flight deals from Pittsburgh to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
Discover carefully curated flight deals from Pittsburgh to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 5/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Tue 6/28:20 am
ORF
- PIT
2 stops30h 54m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$272
This Delta deal was found by Cheapflights users on 5/10. 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 8/257:22 am
PIT
- ORF
1 stop4h 03m
Delta
Sat 8/297:00 am
ORF
- PIT
1 stop4h 37m
Delta
Deal found 5/10![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 5/9. 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 9/236:30 am
PIT
- ORF
2 stops9h 25m
Southwest
Sat 9/266:25 am
ORF
- PIT
1 stop5h 45m
Southwest
Deal found 5/9![Southwest logo]()
$308
This United Airlines deal was found by Cheapflights users on 5/11. 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 7/46:06 am
PIT
- ORF
1 stop3h 28m
United Airlines
Thu 7/910:45 am
ORF
- PIT
1 stop3h 18m
United Airlines
Deal found 5/11![United Airlines logo]()
$308
This Southwest deal was found by Cheapflights users on 5/9. 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 6/65:25 pm
PIT
- ORF
1 stop5h 40m
Southwest
Tue 6/910:05 am
ORF
- PIT
2 stops9h 00m
Southwest
Deal found 5/9![Southwest logo]()
$308
This Breeze Airways deal was found by Cheapflights users on 5/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Sun 10/43:49 pm
ORF
- PIT
1 stop5h 36m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$309
This United Airlines deal was found by Cheapflights users on 5/11. 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 10/248:50 am
PIT
- ORF
1 stop5h 26m
United Airlines
Sat 10/316:00 am
ORF
- PIT
1 stop3h 36m
United Airlines
Deal found 5/11![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 5/11. 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.
Thu 9/1711:00 am
PIT
- ORF
1 stop7h 05m
Delta
Fri 9/186:50 pm
ORF
- PIT
1 stop4h 13m
Delta
Deal found 5/11![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 5/10. 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.
Fri 5/291:35 pm
PIT
- ORF
1 stop8h 25m
Southwest
Sun 5/316:15 am
ORF
- PIT
2 stops8h 50m
Southwest
Deal found 5/10![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 5/11. 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.
Thu 9/172:45 pm
PIT
- ORF
1 stop7h 10m
Southwest
Fri 9/1810:15 am
ORF
- PIT
2 stops6h 50m
Southwest
Deal found 5/11![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 5/14. 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.
Mon 6/294:40 pm
PIT
- ORF
1 stop6h 45m
Southwest
Thu 7/29:55 am
ORF
- PIT
2 stops8h 35m
Southwest
Deal found 5/14![Southwest logo]()
$334
Last-minute flights from Pittsburgh to ChesapeakeDiscover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated May 14, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated May 14, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 5/11. 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.
Wed 5/278:15 pm
PIT
- ORF
1 stop24h 02m
Multiple Airlines
Thu 6/47:05 am
ORF
- PIT
1 stop4h 36m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$207
This Mytrip deal was found by Cheapflights users on 5/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/511:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$164
This Mytrip deal was found by Cheapflights users on 5/13. 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.
Mon 6/19:21 am
PIT
- ORF
Nonstop1h 19m
Multiple Airlines
Fri 6/59:12 pm
ORF
- PIT
1 stop22h 08m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$196
This Gotogate deal was found by Cheapflights users on 5/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:15 pm
PIT
- ORF
1 stop24h 02m
Multiple Airlines
Mon 6/811:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$193
This Mytrip deal was found by Cheapflights users on 5/10. 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.
Fri 6/59:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 6/811:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 6/56:00 am
PIT
- ORF
2 stops29h 15m
Multiple Airlines
Mon 6/811:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$208
This Booking.com deal was found by Cheapflights users on 5/11. 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.
Mon 6/89:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/1211:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/159:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/1911:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$178
This Booking.com deal was found by Cheapflights users on 5/9. 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.
Fri 6/269:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 6/2911:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$171
One-way flights from Pittsburgh to ChesapeakeSearch for one-way flight options from Pittsburgh to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
Search for one-way flight options from Pittsburgh to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 9/289:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$73
This Booking.com deal was found by Cheapflights users on 5/9. 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.
Mon 6/89:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$88
This Booking.com deal was found by Cheapflights users on 5/11. 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.
Mon 6/229:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$93
This Booking.com deal was found by Cheapflights users on 5/11. 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.
Mon 5/189:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/39:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$104
This Booking.com deal was found by Cheapflights users on 5/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$106
This Booking.com deal was found by Cheapflights users on 5/11. 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 6/412:21 pm
PIT
- ORF
1 stop4h 26m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/36:00 am
PIT
- ORF
2 stops29h 21m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$112
Find flight deals from Pittsburgh to Chesapeake
Keep the following information in mind while searching for Pittsburgh to Chesapeake flight deals. Data was last updated May 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $138 (Booking.com) |
One-way from | $73 (Kiwi.com) |
Popular in | February |
Cheapest in | November |
Average price | $236 |
Cheapflights Fare Finder
Customize your flight search to find flights from Pittsburgh to Chesapeake 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 May 14, 2026.
Use the filters below to find and compare flights from Pittsburgh to Chesapeake that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 5/29
9:21 am-10:40 am
Nonstop1h 19m
Norfolk
Tue 6/2
8:20 am-3:14 pm
2 stops30h 54m
$272
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Tue 8/25
7:22 am-11:25 am
1 stop4h 03m
Norfolk
Sat 8/29
7:00 am-11:37 am
1 stop4h 37m
$303
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Wed 9/23
6:30 am-3:55 pm
2 stops9h 25m
Norfolk
Sat 9/26
6:25 am-12:10 pm
1 stop5h 45m
$308
Quickest round-trip
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Sat 7/4
6:06 am-9:34 am
1 stop3h 28m
Norfolk
Thu 7/9
10:45 am-2:03 pm
1 stop3h 18m
$308
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Sat 6/6
5:25 pm-11:05 pm
1 stop5h 40m
Norfolk
Tue 6/9
10:05 am-7:05 pm
2 stops9h 00m
$308
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 10/2
9:23 am-10:42 am
Nonstop1h 19m
Norfolk
Sun 10/4
3:49 pm-9:25 pm
1 stop5h 36m
$309
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Sat 10/24
8:50 am-2:16 pm
1 stop5h 26m
Norfolk
Sat 10/31
6:00 am-9:36 am
1 stop3h 36m
$311
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Thu 9/17
11:00 am-6:05 pm
1 stop7h 05m
Norfolk
Fri 9/18
6:50 pm-11:03 pm
1 stop4h 13m
$329
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 5/29
1:35 pm-10:00 pm
1 stop8h 25m
Norfolk
Sun 5/31
6:15 am-3:05 pm
2 stops8h 50m
$334
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Thu 9/17
2:45 pm-9:55 pm
1 stop7h 10m
Norfolk
Fri 9/18
10:15 am-5:05 pm
2 stops6h 50m
$334
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight from Pittsburgh to Chesapeake
Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Pittsburgh with our price prediction graph.
PIT-ORF
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 Pittsburgh to Chesapeake
PIT-C6E
PIT-ORF
What is the cheapest time of day to fly from PIT to C6E?
Find hourly flight availability from Pittsburgh to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 14, 2026.
It’s typically best to fly out from Pittsburgh to Chesapeake in the evening. Doing so could potentially save you 22% on the flight price compared to flying at noon, which is usually more expensive.
How much does it cost to fly round-trip from Pittsburgh to Chesapeake?
Reviews of airlines servicing Chesapeake
Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated May 14, 2026.
Get a feel of what it's like to fly with Breeze Airways,Southwest, andDelta from Pittsburgh to Chesapeake by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.7
Comfort
8.2
Overall
8.1
Entertainment
6.7
Crew
8.7
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Comfort
8.2
Overall
8.1
Entertainment
6.7
Crew
8.7
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Comfort
8.2
Overall
8.1
Entertainment
6.7
Crew
8.7
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Comfort
8.2
Overall
8.1
Entertainment
6.7
Crew
8.7
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Comfort
8.2
Overall
8.1
Entertainment
6.7
Crew
8.7
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.7
Comfort
8.2
Overall
8.1
Entertainment
6.7
Crew
8.7
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
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Pittsburgh and Chesapeake flights
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$99 | Average$191 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$252 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$356 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$311 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$250 | Average$413 | FlexibilityNo cancel fee | On-time69% |