$94+ 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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — RIC
Aug 3 — Aug 101
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 May or September, booked 74 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 July 4, 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 July 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Thu 8/2712:59 pm
ORF
- PIT
1 stop6h 10m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 8/2811:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/219:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 8/2411:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/2![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Wed 8/267:06 pm
ORF
- PIT
1 stop24h 03m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 11/209:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 11/2311:22 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$182
This Breeze Airways deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/1311:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/29![Breeze Airways logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/289:14 pm
PIT
- ORF
1 stop11h 52m
Breeze Airways
Mon 8/3111:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$189
This Priceline deal was found by Cheapflights users on 7/2. 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 8/1212:49 pm
PIT
- ORF
1 stop7h 50m
Multiple Airlines
Mon 8/1711:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/109:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/2011:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$193
This Super.com deal was found by Cheapflights users on 6/30. 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.
Mon 7/209:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Thu 7/2312:59 pm
ORF
- PIT
1 stop6h 10m
Breeze Airways
Deal found 6/30![Breeze Airways logo]()
$197
This Breeze Airways deal was found by Cheapflights users on 7/1. 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 9/49:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 9/711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$198
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 July 4, 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 July 4, 2026.
This Breeze Airways deal was found by Cheapflights users on 7/1. 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 9/49:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 9/711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$198
This Delta deal was found by Cheapflights users on 7/3. 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 7/247:42 pm
PIT
- ORF
1 stop3h 50m
Delta
Mon 7/277:00 am
ORF
- PIT
1 stop4h 38m
Delta
Deal found 7/3![Delta logo]()
$269
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/66:06 am
PIT
- ORF
1 stop3h 33m
United Airlines
Mon 8/1010:45 am
ORF
- PIT
1 stop3h 18m
United Airlines
Deal found 6/30![United Airlines logo]()
$284
This JetBlue deal was found by Cheapflights users on 7/3. 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 8/2412:53 pm
PIT
- ORF
1 stop4h 17m
JetBlue
Fri 8/286:00 pm
ORF
- PIT
1 stop4h 28m
JetBlue
Deal found 7/3![JetBlue logo]()
$307
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:05 am
PIT
- ORF
1 stop3h 25m
Southwest
Sat 10/3111:55 am
ORF
- PIT
2 stops9h 40m
Southwest
Deal found 6/29![Southwest logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 7/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/2711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/3![Breeze Airways logo]()
$213
This Breeze Airways deal was found by Cheapflights users on 7/2. 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 8/39:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 8/711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/2![Breeze Airways logo]()
$243
This Delta deal was found by Cheapflights users on 7/2. 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 8/31:00 pm
PIT
- ORF
1 stop5h 29m
Delta
Fri 8/75:08 pm
ORF
- PIT
1 stop6h 56m
Delta
Deal found 7/2![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 7/3. 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 10/27:38 pm
PIT
- ORF
1 stop3h 55m
Delta
Sun 10/46:00 am
ORF
- PIT
1 stop3h 42m
Delta
Deal found 7/3![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 6/30. 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 10/95:45 pm
PIT
- ORF
1 stop5h 41m
Delta
Sun 10/116:00 am
ORF
- PIT
1 stop3h 38m
Delta
Deal found 6/30![Delta logo]()
$308
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:35 am
PIT
- ORF
1 stop5h 26m
Delta
Sun 8/97:00 am
ORF
- PIT
1 stop4h 37m
Delta
Deal found 6/29![Delta logo]()
$308
Last-minute flights from Pittsburgh to ChesapeakeDiscover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated July 4, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated July 4, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/1311:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/29![Breeze Airways logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/109:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/2011:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$193
This Super.com deal was found by Cheapflights users on 6/30. 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.
Mon 7/209:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Thu 7/2312:59 pm
ORF
- PIT
1 stop6h 10m
Breeze Airways
Deal found 6/30![Breeze Airways logo]()
$197
This Priceline deal was found by Cheapflights users on 6/30. 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 7/209:21 am
PIT
- ORF
Nonstop1h 19m
Multiple Airlines
Tue 7/216:00 pm
ORF
- PIT
1 stop4h 28m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$202
This Breeze Airways deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 7/2711:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 6/29![Breeze Airways logo]()
$203
This Priceline deal was found by Cheapflights users on 7/2. 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 8/1212:49 pm
PIT
- ORF
1 stop7h 50m
Multiple Airlines
Mon 8/1711:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 8/219:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Mon 8/2411:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/2![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Thu 8/2712:59 pm
ORF
- PIT
1 stop6h 10m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Fri 8/2811:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Wed 8/267:06 pm
ORF
- PIT
1 stop24h 03m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/289:14 pm
PIT
- ORF
1 stop11h 52m
Breeze Airways
Mon 8/3111:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$189
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 July 4, 2026.
Search for one-way flight options from Pittsburgh to Chesapeake. Find affordable one-way fares based on user searches. Data last updated July 4, 2026.
This Super.com deal was found by Cheapflights users on 7/2. 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 7/249:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 7/2![Breeze Airways logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 9/49:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 7/2![Breeze Airways logo]()
$99
This Breeze Airways deal was found by Cheapflights users on 7/1. 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 7/279:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$104
This Orbitz deal was found by Cheapflights users on 6/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2811:53 am
PIT
- ORF
1 stop5h 17m
JetBlue
Deal found 6/30![JetBlue logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 7/109:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 7/1![Breeze Airways logo]()
$109
This Super.com deal was found by Cheapflights users on 7/1. 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.
Wed 7/2912:49 pm
PIT
- ORF
1 stop7h 50m
Frontier
Deal found 7/1![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 9/259:23 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 7/3![Breeze Airways logo]()
$119
This Breeze Airways deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways 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 6/29![Breeze Airways logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/316:00 am
PIT
- ORF
1 stop5h 19m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$126
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 July 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $142 (Kiwi.com) |
One-way from | $94 (Super.com) |
Popular in | February |
Cheapest in | May |
Average price | $298 |
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 July 4, 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 9/4
9:21 am-10:40 am
Nonstop1h 19m
Norfolk
Mon 9/7
11:25 am-12:48 pm
Nonstop1h 23m
$198
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 7/24
9:21 am-10:40 am
Nonstop1h 19m
Norfolk
Mon 7/27
11:25 am-12:48 pm
Nonstop1h 23m
$213
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Mon 8/3
9:21 am-10:40 am
Nonstop1h 19m
Norfolk
Fri 8/7
11:25 am-12:48 pm
Nonstop1h 23m
$243
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 7/24
7:42 pm-11:32 pm
1 stop3h 50m
Norfolk
Mon 7/27
7:00 am-11:38 am
1 stop4h 38m
$269
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Thu 8/6
6:06 am-9:39 am
1 stop3h 33m
Norfolk
Mon 8/10
10:45 am-2:03 pm
1 stop3h 18m
$284
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Mon 8/3
1:00 pm-6:29 pm
1 stop5h 29m
Norfolk
Fri 8/7
5:08 pm-12:04 am
1 stop6h 56m
$304
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Mon 8/24
12:53 pm-5:10 pm
1 stop4h 17m
Norfolk
Fri 8/28
6:00 pm-10:28 pm
1 stop4h 28m
$307
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Sat 10/24
6:05 am-9:30 am
1 stop3h 25m
Norfolk
Sat 10/31
11:55 am-9:35 pm
2 stops9h 40m
$307
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 10/2
7:38 pm-11:33 pm
1 stop3h 55m
Norfolk
Sun 10/4
6:00 am-9:42 am
1 stop3h 42m
$308
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Fri 10/9
5:45 pm-11:26 pm
1 stop5h 41m
Norfolk
Sun 10/11
6:00 am-9:38 am
1 stop3h 38m
$308
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 July 4, 2026.
It’s typically best to fly out from Pittsburgh to Chesapeake in the evening. Doing so could potentially save you 29% 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 July 4, 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.
Entertainment
6.7
Food
6.7
Crew
8.8
Overall
8.2
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Food
6.7
Crew
8.8
Overall
8.2
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Food
6.7
Crew
8.8
Overall
8.2
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Food
6.7
Crew
8.8
Overall
8.2
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Food
6.7
Crew
8.8
Overall
8.2
Comfort
8.2
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Food
6.7
Crew
8.8
Overall
8.2
Comfort
8.2
Boarding
8.4
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
See prices for flight routes from nearby airports that may be better suited for you.
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 July 4, 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 July 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 July 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$198 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$236 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$376 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$316 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$229 | Average$416 | FlexibilityNo cancel fee | On-time69% |