$87+ 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
Μαϊ 3 — Μαϊ 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 September or November, booked 7 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 Απρίλιος 3, 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 Απρίλιος 3, 2026.
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 5/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Δευ 6/111:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$156
This Booking.com deal was found by Cheapflights users on 3/31. 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.
Δευ 5/189:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Παρ 5/2211:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$169
This Booking.com deal was found by Cheapflights users on 3/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 5/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Παρ 6/511:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$183
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 5/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Κυρ 5/317:05 am
ORF
- PIT
1 stop4h 36m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Παρ 5/298:15 pm
PIT
- ORF
1 stop24h 02m
Multiple Airlines
Δευ 6/111:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$190
This Booking.com deal was found by Cheapflights users on 3/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 7/39:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Δευ 7/611:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
Σαβ 5/98:15 pm
PIT
- ORF
1 stop23h 39m
Frontier
Τετ 6/312:06 pm
ORF
- PIT
2 stops31h 14m
Frontier
Deal found 4/2![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Τρι 4/1410:45 am
PIT
- ORF
1 stop9h 01m
Multiple Airlines
Παρ 4/176:12 pm
ORF
- PIT
1 stop17h 46m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$212
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Δευ 5/119:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Πεμ 5/147:05 am
ORF
- PIT
1 stop4h 36m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Κυρ 5/36:15 pm
PIT
- ORF
1 stop23h 24m
Multiple Airlines
Παρ 5/811:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$216
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 Απρίλιος 3, 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 Απρίλιος 3, 2026.
This Delta deal was found by Cheapflights users on 3/30. 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.
Τρι 4/287:13 am
PIT
- ORF
1 stop4h 28m
Delta
Τρι 5/56:00 am
ORF
- PIT
1 stop4h 19m
Delta
Deal found 3/30![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 5/291:35 pm
PIT
- ORF
2 stops9h 20m
Southwest
Δευ 6/12:30 pm
ORF
- PIT
2 stops7h 45m
Southwest
Deal found 4/1![Southwest logo]()
$339
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Σαβ 6/2710:54 am
PIT
- ORF
1 stop6h 45m
United Airlines
Σαβ 7/46:05 am
ORF
- PIT
1 stop3h 35m
United Airlines
Deal found 4/1![United Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 3/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Σαβ 6/134:41 pm
PIT
- ORF
1 stop4h 55m
American Airlines
Σαβ 6/205:04 am
ORF
- PIT
1 stop3h 50m
American Airlines
Deal found 3/29![American Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Κυρ 5/244:40 pm
PIT
- ORF
1 stop6h 10m
Southwest
Κυρ 5/316:15 am
ORF
- PIT
2 stops8h 50m
Southwest
Deal found 3/30![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 4/2. 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.
Τρι 4/216:00 am
PIT
- ORF
1 stop4h 29m
Delta
Τετ 4/296:00 am
ORF
- PIT
1 stop4h 19m
Delta
Deal found 4/2![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 4/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Κυρ 5/36:10 am
PIT
- ORF
1 stop3h 21m
United Airlines
Πεμ 5/76:15 am
ORF
- PIT
1 stop3h 16m
United Airlines
Deal found 4/2![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Σαβ 6/135:30 pm
PIT
- ORF
1 stop5h 35m
Southwest
Σαβ 6/203:10 pm
ORF
- PIT
2 stops7h 25m
Southwest
Deal found 4/1![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 3/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Πεμ 6/113:50 pm
PIT
- ORF
2 stops7h 45m
Southwest
Κυρ 6/142:45 pm
ORF
- PIT
2 stops9h 10m
Southwest
Deal found 3/30![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Δευ 5/181:35 pm
PIT
- ORF
2 stops9h 20m
Southwest
Παρ 5/2210:05 am
ORF
- PIT
2 stops8h 05m
Southwest
Deal found 4/1![Southwest logo]()
$423
Last-minute flights from Pittsburgh to ChesapeakeDiscover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated Απρίλιος 3, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated Απρίλιος 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Τρι 4/1410:45 am
PIT
- ORF
1 stop9h 01m
Multiple Airlines
Παρ 4/176:12 pm
ORF
- PIT
1 stop17h 46m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Κυρ 5/36:15 pm
PIT
- ORF
1 stop23h 24m
Multiple Airlines
Παρ 5/811:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/2. 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.
Σαβ 5/98:15 pm
PIT
- ORF
1 stop23h 39m
Frontier
Τετ 6/312:06 pm
ORF
- PIT
2 stops31h 14m
Frontier
Deal found 4/2![Frontier logo]()
$208
This Booking.com deal was found by Cheapflights users on 4/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Κυρ 5/1010:30 am
PIT
- ORF
1 stop4h 59m
Breeze Airways
Κυρ 5/177:05 am
ORF
- PIT
1 stop4h 36m
Breeze Airways
Deal found 4/2![Breeze Airways logo]()
$219
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Δευ 5/119:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Πεμ 5/147:05 am
ORF
- PIT
1 stop4h 36m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$215
This Booking.com deal was found by Cheapflights users on 3/31. 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.
Δευ 5/189:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Παρ 5/2211:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$169
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 5/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Δευ 6/111:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$156
This Booking.com deal was found by Cheapflights users on 3/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 5/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Παρ 6/511:25 am
ORF
- PIT
Nonstop1h 23m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$183
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 5/299:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Κυρ 5/317:05 am
ORF
- PIT
1 stop4h 36m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Παρ 5/298:15 pm
PIT
- ORF
1 stop24h 02m
Multiple Airlines
Δευ 6/111:25 am
ORF
- PIT
Nonstop1h 23m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$190
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 Απρίλιος 3, 2026.
Search for one-way flight options from Pittsburgh to Chesapeake. Find affordable one-way fares based on user searches. Data last updated Απρίλιος 3, 2026.
This Booking.com deal was found by Cheapflights users on 3/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 6/269:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$87
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Δευ 5/259:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$92
This Priceline deal was found by Cheapflights users on 3/31. 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.
Παρ 5/19:59 am
PIT
- ORF
1 stop7h 06m
Frontier
Deal found 3/31![Frontier logo]()
$111
This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Τρι 4/1410:45 am
PIT
- ORF
1 stop9h 01m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Δευ 5/255:20 pm
PIT
- ORF
3 stops41h 51m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Πεμ 4/306:15 pm
PIT
- ORF
2 stops40h 17m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$123
This Breeze Airways deal was found by Cheapflights users on 3/30. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Παρ 6/199:21 am
PIT
- ORF
Nonstop1h 19m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Πεμ 4/306:15 pm
PIT
- ORF
1 stop25h 47m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Παρ 5/19:04 am
PIT
- ORF
2 stops25h 28m
Multiple Airlines
Deal found 3/31![Multiple Airlines 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 Απρίλιος 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $156 (Booking.com) |
One-way from | $87 (Booking.com) |
Popular in | February |
Cheapest in | September |
Average price | $363 |
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 Απρίλιος 3, 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
Τρι 4/28
7:13 am-11:41 am
1 stop4h 28m
Norfolk
Τρι 5/5
6:00 am-10:19 am
1 stop4h 19m
$275
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Παρ 5/29
1:35 pm-10:55 pm
2 stops9h 20m
Norfolk
Δευ 6/1
2:30 pm-10:15 pm
2 stops7h 45m
$339
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Σαβ 6/27
10:54 am-5:39 pm
1 stop6h 45m
Norfolk
Σαβ 7/4
6:05 am-9:40 am
1 stop3h 35m
$347
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Σαβ 6/13
4:41 pm-9:36 pm
1 stop4h 55m
Norfolk
Σαβ 6/20
5:04 am-8:54 am
1 stop3h 50m
$347
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Κυρ 5/24
4:40 pm-10:50 pm
1 stop6h 10m
Norfolk
Κυρ 5/31
6:15 am-3:05 pm
2 stops8h 50m
$352
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Τρι 4/21
6:00 am-10:29 am
1 stop4h 29m
Norfolk
Τετ 4/29
6:00 am-10:19 am
1 stop4h 19m
$367
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Σαβ 6/13
5:30 pm-11:05 pm
1 stop5h 35m
Norfolk
Σαβ 6/20
3:10 pm-10:35 pm
2 stops7h 25m
$372
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Πεμ 6/11
3:50 pm-11:35 pm
2 stops7h 45m
Norfolk
Κυρ 6/14
2:45 pm-11:55 pm
2 stops9h 10m
$398
Quickest round-trip
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Κυρ 5/3
6:10 am-9:31 am
1 stop3h 21m
Norfolk
Πεμ 5/7
6:15 am-9:31 am
1 stop3h 16m
$399
PittsburghNorfolk
PIT - ORF
PITORF
Pittsburgh
Δευ 5/18
1:35 pm-10:55 pm
2 stops9h 20m
Norfolk
Παρ 5/22
10:05 am-6:10 pm
2 stops8h 05m
$423
Showing 1-10 of 18 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
How far ahead should I book a flight from Pittsburgh to Chesapeake?
Use this chart to determine the optimal time to book a round-trip flight from Pittsburgh to Chesapeake. Price data was last updated on April 2, 2026.
The price you pay for your flight from Pittsburgh to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 7 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Pittsburgh to Chesapeake?
Currently, September is the cheapest month in which you can book a flight from Pittsburgh to Chesapeake (average of $99). Flying from Pittsburgh to Chesapeake in February is currently the most expensive (average of $273). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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 Απρίλιος 3, 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 Απρίλιος 3, 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
Overall
8.1
Food
6.6
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Overall
8.1
Food
6.6
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Overall
8.1
Food
6.6
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Overall
8.1
Food
6.6
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Overall
8.1
Food
6.6
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Overall
8.1
Food
6.6
Comfort
8.2
Boarding
8.3
Entertainment
6.6
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.
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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 Απρίλιος 3, 2026.
Other flights from Pittsburgh
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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 Απρίλιος 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$99 | Average$185 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$102 | Average$252 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$410 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$162 | Average$331 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$304 | FlexibilityNo cancel fee | On-time71% |