$83+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — RIC
Jun 17 — Jun 241
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 18, 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 18, 2026.
This Mytrip deal was found by Cheapflights users on 5/16. 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 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 5/16![Breeze Airways logo]()
$161
This Gotogate deal was found by Cheapflights users on 5/16. 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 Gotogate 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 5/16![Breeze Airways logo]()
$177
This Booking.com 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 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 5/14![Breeze Airways logo]()
$185
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip 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 5/15![Breeze Airways logo]()
$187
This Breeze Airways deal was found by Cheapflights users on 5/17. 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.
Mon 5/259:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Thu 6/47:05 am
ORF
- PIT
1 stop4h 36m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$189
This Gotogate deal was found by Cheapflights users on 5/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/611:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$194
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 Kiwi.com deal was found by Cheapflights users on 5/17. 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 8/149:21 am
PIT
- ORF
Nonstop1h 19m
Multiple Airlines
Sat 8/227:06 pm
ORF
- PIT
1 stop22h 52m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$200
This Mytrip 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 Mytrip 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 5/14![Breeze Airways logo]()
$205
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.
Fri 6/269:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 7/311:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$210
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 18, 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 18, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/16. 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 6/129:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/1911:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$218
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:29 pm
PIT
- ORF
1 stop3h 46m
Delta
Fri 6/56:00 am
ORF
- PIT
1 stop3h 44m
Delta
Deal found 5/16![Delta logo]()
$259
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.
Wed 7/155:50 am
PIT
- ORF
1 stop5h 55m
Southwest
Wed 7/153:40 pm
ORF
- PIT
2 stops6h 45m
Southwest
Deal found 5/14![Southwest logo]()
$308
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:59 pm
PIT
- ORF
1 stop3h 45m
United Airlines
Tue 6/1610:45 am
ORF
- PIT
1 stop3h 15m
United Airlines
Deal found 5/14![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 5/17. 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 6/197:40 pm
PIT
- ORF
1 stop3h 49m
Delta
Tue 6/236:04 am
ORF
- PIT
1 stop6h 16m
Delta
Deal found 5/17![Delta logo]()
$277
This Breeze Airways 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 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 5/13![Breeze Airways logo]()
$308
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:42 pm
PIT
- ORF
1 stop4h 00m
Delta
Sat 8/297:00 am
ORF
- PIT
1 stop4h 37m
Delta
Deal found 5/13![Delta logo]()
$303
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
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:50 pm
PIT
- ORF
2 stops7h 45m
Southwest
Mon 7/66:00 am
ORF
- PIT
2 stops8h 50m
Southwest
Deal found 5/15![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 5/17. 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 10/27:25 pm
PIT
- ORF
1 stop4h 08m
Delta
Sun 10/45:50 am
ORF
- PIT
1 stop3h 45m
Delta
Deal found 5/17![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:50 pm
PIT
- ORF
2 stops7h 45m
Southwest
Fri 6/196:10 pm
ORF
- PIT
1 stop5h 20m
Southwest
Deal found 5/15![Southwest logo]()
$352
Last-minute flights from Pittsburgh to ChesapeakeDiscover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated May 18, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated May 18, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 5/17. 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.
Mon 5/259:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Thu 6/47:05 am
ORF
- PIT
1 stop4h 36m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$189
This Mytrip deal was found by Cheapflights users on 5/16. 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 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 5/16![Breeze Airways logo]()
$161
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 5/16. 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 Gotogate 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 5/16![Breeze Airways logo]()
$177
This Mytrip 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 Mytrip 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 5/14![Breeze Airways logo]()
$205
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.
Fri 6/129:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 6/1911:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$213
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 6/126:00 am
PIT
- ORF
2 stops29h 21m
Multiple Airlines
Fri 6/1911:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$223
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip 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 5/15![Breeze Airways logo]()
$187
This Booking.com 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 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 5/14![Breeze Airways logo]()
$185
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.
Fri 6/269:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 7/311:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$210
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 18, 2026.
Search for one-way flight options from Pittsburgh to Chesapeake. Find affordable one-way fares based on user searches. Data last updated May 18, 2026.
This Booking.com deal was found by Cheapflights users on 5/15. 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 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
Deal found 5/15![Breeze Airways logo]()
$83
This Booking.com deal was found by Cheapflights users on 5/15. 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 Booking.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
Deal found 5/15![Breeze Airways logo]()
$88
This Mytrip deal was found by Cheapflights users on 5/16. 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 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
Deal found 5/16![Breeze Airways logo]()
$93
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 5/14![Breeze Airways logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Fri 6/266:00 am
PIT
- ORF
2 stops29h 21m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$112
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:04 pm
PIT
- ORF
2 stops23h 07m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$124
This Booking.com deal was found by Cheapflights users on 5/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:09 pm
PIT
- ORF
1 stop23h 31m
Frontier
Deal found 5/15![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Mon 6/156:00 am
PIT
- ORF
2 stops29h 26m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Thu 6/1112:04 pm
PIT
- ORF
2 stops23h 22m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 5/17. 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 6/53:50 pm
PIT
- ORF
1 stop6h 10m
Southwest
Deal found 5/17![Southwest logo]()
$130
This Mytrip 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 Mytrip 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 5/14![Breeze Airways logo]()
$131
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 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $161 (Mytrip) |
One-way from | $83 (Booking.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 18, 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
Quickest round-trip
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 6/12
9:21 am-10:40 am
Nonstop1h 19m
Norfolk
Fri 6/19
11:25 am-12:48 pm
Nonstop1h 23m
$218
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Mon 6/1
7:29 pm-11:15 pm
1 stop3h 46m
Norfolk
Fri 6/5
6:00 am-9:44 am
1 stop3h 44m
$259
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 6/19
7:40 pm-11:29 pm
1 stop3h 49m
Norfolk
Tue 6/23
6:04 am-12:20 pm
1 stop6h 16m
$277
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Tue 8/25
7:42 pm-11:42 pm
1 stop4h 00m
Norfolk
Sat 8/29
7:00 am-11:37 am
1 stop4h 37m
$303
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Wed 7/15
5:50 am-11:45 am
1 stop5h 55m
Norfolk
Wed 7/15
3:40 pm-10:25 pm
2 stops6h 45m
$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
$308
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Mon 6/29
4:40 pm-11:25 pm
1 stop6h 45m
Norfolk
Thu 7/2
9:55 am-6:30 pm
2 stops8h 35m
$334
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 6/12
7:59 pm-11:44 pm
1 stop3h 45m
Norfolk
Tue 6/16
10:45 am-2:00 pm
1 stop3h 15m
$336
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 7/3
3:50 pm-11:35 pm
2 stops7h 45m
Norfolk
Mon 7/6
6:00 am-2:50 pm
2 stops8h 50m
$343
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 10/2
7:25 pm-11:33 pm
1 stop4h 08m
Norfolk
Sun 10/4
5:50 am-9:35 am
1 stop3h 45m
$347
Showing 1-10 of 23 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 18, 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 18, 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.
Crew
8.7
Food
6.7
Boarding
8.3
Comfort
8.2
Overall
8.1
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Food
6.7
Boarding
8.3
Comfort
8.2
Overall
8.1
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Food
6.7
Boarding
8.3
Comfort
8.2
Overall
8.1
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Food
6.7
Boarding
8.3
Comfort
8.2
Overall
8.1
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Food
6.7
Boarding
8.3
Comfort
8.2
Overall
8.1
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Food
6.7
Boarding
8.3
Comfort
8.2
Overall
8.1
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Pittsburgh to Chesapeake. 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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Alternative routes for Pittsburgh to Chesapeake
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Complete your trip
Complete your trip to Chesapeake by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pittsburgh to Chesapeake by cabin class
Find flights from Pittsburgh to Chesapeake, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pittsburgh and Chesapeake flights
Browse other Pittsburgh and Chesapeake flight options. Last updated on May 18, 2026.
Other flights from Pittsburgh
Browse through other flights departing from Pittsburgh. Flights are based on user searches made on Cheapflights and were last updated on May 18, 2026.
Popular flight searches
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Pittsburgh to Chesapeake flights
Consider these flights traveling from Pittsburgh to Chesapeake.
Top 5 airlines flying from Pittsburgh to Chesapeake
Discover the top 5 airlines that operate flights from Pittsburgh to Chesapeake. 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 May 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$236 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$99 | Average$193 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$351 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$316 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$250 | Average$416 | FlexibilityNo cancel fee | On-time69% |