$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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — RIC
Sep 18 — Sep 251
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 November, booked 74 days in advance, depart on a Monday or Wednesday 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 August 19, 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 August 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:13 pm -
Nonstop1h 19m
Mon 11/96:12 pm -
Nonstop1h 23m
Deal found 8/16![Breeze Airways logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 10/169:23 am -
Nonstop1h 19m
Mon 10/1911:22 am -
Nonstop1h 23m
Deal found 8/17![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:21 am -
Nonstop1h 19m
Fri 9/411:25 am -
Nonstop1h 23m
Deal found 8/16![Breeze Airways logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:23 am -
Nonstop1h 19m
Mon 9/2811:22 am -
Nonstop1h 23m
Deal found 8/16![Breeze Airways logo]()
$177
This Breeze Airways deal was found by Cheapflights users on 8/18. 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 12/114:13 pm -
Nonstop1h 19m
Sun 12/133:49 pm -
1 stop5h 36m
Deal found 8/18![Breeze Airways logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:23 am -
Nonstop1h 19m
Fri 9/1811:22 am -
Nonstop1h 23m
Deal found 8/14![Breeze Airways logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Mon 9/219:23 am -
Nonstop1h 19m
Tue 9/227:43 pm -
1 stop18h 04m
Deal found 8/17![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:23 am -
Nonstop1h 19m
Mon 9/2111:22 am -
Nonstop1h 23m
Deal found 8/15![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Mon 8/249:21 am -
Nonstop1h 19m
Fri 8/2811:25 am -
Nonstop1h 23m
Deal found 8/17![Breeze Airways logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 -
Nonstop1h 19m
Thu 10/13:49 pm -
1 stop5h 36m
Deal found 8/18![Breeze Airways logo]()
$223
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 August 19, 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 August 19, 2026.
This Breeze Airways deal was found by Cheapflights users on 8/18. 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 12/114:13 pm -
Nonstop1h 19m
Sun 12/133:49 pm -
1 stop5h 36m
Deal found 8/18![Breeze Airways logo]()
$193
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:50 pm -
1 stop6h 23m
Sat 9/196:00 am -
1 stop4h 36m
Deal found 8/14![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 8/18. 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 10/71:50 pm -
2 stops6h 00m
Mon 10/125:50 pm -
1 stop5h 05m
Deal found 8/18![Southwest logo]()
$314
This Breeze Airways deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:21 am -
Nonstop1h 19m
Mon 9/711:25 am -
Nonstop1h 23m
Deal found 8/16![Breeze Airways logo]()
$268
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:20 pm -
1 stop4h 24m
Tue 10/273:13 pm -
1 stop5h 17m
Deal found 8/15![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 8/17. 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.
Sat 9/54:55 pm -
1 stop7h 11m
Tue 9/86:00 am -
1 stop6h 10m
Deal found 8/17![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:20 am -
2 stops8h 40m
Sat 9/196:25 am -
2 stops11h 10m
Deal found 8/16![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:35 am -
1 stop6h 00m
Thu 10/12:10 pm -
1 stop4h 55m
Deal found 8/15![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 8/18. 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 10/97:54 pm -
1 stop5h 01m
Sun 10/117:00 am -
1 stop5h 22m
Deal found 8/18![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/198:25 am -
2 stops9h 00m
Mon 11/236:15 am -
1 stop5h 35m
Deal found 8/14![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 8/18. 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.
Sun 9/277:38 pm -
1 stop3h 55m
Thu 10/18:00 am -
1 stop4h 31m
Deal found 8/18![Delta logo]()
$318
Last-minute flights from Pittsburgh to ChesapeakeDiscover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated August 19, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Chesapeake. Data last updated August 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Mon 8/249:21 am -
Nonstop1h 19m
Fri 8/2811:25 am -
Nonstop1h 23m
Deal found 8/17![Breeze Airways logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:49 pm -
1 stop15h 30m
Mon 8/3111:25 am -
Nonstop1h 23m
Deal found 8/14![Breeze Airways logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:21 am -
Nonstop1h 19m
Fri 9/411:25 am -
Nonstop1h 23m
Deal found 8/16![Breeze Airways logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:23 am -
Nonstop1h 19m
Fri 9/1811:22 am -
Nonstop1h 23m
Deal found 8/14![Breeze Airways logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:23 am -
Nonstop1h 19m
Mon 9/2111:22 am -
Nonstop1h 23m
Deal found 8/15![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Mon 9/219:23 am -
Nonstop1h 19m
Tue 9/227:43 pm -
1 stop18h 04m
Deal found 8/17![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:23 am -
Nonstop1h 19m
Mon 9/2811:22 am -
Nonstop1h 23m
Deal found 8/16![Breeze Airways logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/258:39 pm -
2 stops19h 11m
Mon 9/2811:22 am -
Nonstop1h 23m
Deal found 8/18![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 -
Nonstop1h 19m
Thu 10/13:49 pm -
1 stop5h 36m
Deal found 8/18![Breeze Airways logo]()
$223
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 August 19, 2026.
Search for one-way flight options from Pittsburgh to Chesapeake. Find affordable one-way fares based on user searches. Data last updated August 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 8/319:21 am -
Nonstop1h 19m
Deal found 8/18![Breeze Airways logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/29:23 am -
Nonstop1h 19m
Deal found 8/18![Breeze Airways logo]()
$74
This Super.com deal was found by Cheapflights users on 8/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:10 pm -
1 stop21h 01m
Deal found 8/17![Frontier logo]()
$125
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Fri 10/23:45 pm -
1 stop6h 40m
Deal found 8/18![American Airlines logo]()
$130
This Southwest deal was found by Cheapflights users on 8/18. 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 10/24:20 pm -
2 stops7h 15m
Deal found 8/18![Southwest logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/103:35 pm -
1 stop28h 29m
Deal found 8/16![Multiple Airlines logo]()
$137
This Breeze Airways deal was found by Cheapflights users on 8/18. 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 10/99:23 am -
Nonstop1h 19m
Deal found 8/18![Breeze Airways logo]()
$139
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:15 am -
1 stop5h 29m
Deal found 8/16![Delta logo]()
$140
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:30 am -
2 stops8h 00m
Deal found 8/18![Southwest logo]()
$145
This Super.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:10 pm -
1 stop21h 01m
Deal found 8/16![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:09 pm -
1 stop22h 10m
Deal found 8/18![Multiple Airlines logo]()
$160
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 August 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $153 (Kiwi.com) |
One-way from | $73 (Kiwi.com) |
Popular in | February |
Cheapest in | May |
Average price | $243 |
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 August 19, 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 Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Fri 12/11
4:13 pm-5:32 pm
Nonstop1h 19m
Norfolk
Sun 12/13
3:49 pm-9:25 pm
1 stop5h 36m
$193
Quickest round-trip
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
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
$268
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Sat 9/12
1:50 pm-8:13 pm
1 stop6h 23m
Norfolk
Sat 9/19
6:00 am-10:36 am
1 stop4h 36m
$279
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Sat 10/24
12:20 pm-4:44 pm
1 stop4h 24m
Norfolk
Tue 10/27
3:13 pm-8:30 pm
1 stop5h 17m
$279
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Sat 9/5
4:55 pm-12:06 am
1 stop7h 11m
Norfolk
Tue 9/8
6:00 am-12:10 pm
1 stop6h 10m
$295
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Fri 10/9
7:54 pm-12:55 am
1 stop5h 01m
Norfolk
Sun 10/11
7:00 am-12:22 pm
1 stop5h 22m
$308
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Wed 10/7
1:50 pm-7:50 pm
2 stops6h 00m
Norfolk
Mon 10/12
5:50 pm-10:55 pm
1 stop5h 05m
$314
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Sun 9/27
7:38 pm-11:33 pm
1 stop3h 55m
Norfolk
Thu 10/1
8:00 am-12:31 pm
1 stop4h 31m
$318
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Sat 9/12
6:20 am-3:00 pm
2 stops8h 40m
Norfolk
Sat 9/19
6:25 am-5:35 pm
2 stops11h 10m
$327
PittsburghNorfolk
PIT Pittsburgh - ORF Norfolk
PITORF
Pittsburgh
Sun 9/27
6:35 am-12:35 pm
1 stop6h 00m
Norfolk
Thu 10/1
2:10 pm-7:05 pm
1 stop4h 55m
$338
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 August 19, 2026.
It’s typically best to fly out from Pittsburgh to Chesapeake in the afternoon. Doing so could potentially save you 33% 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?
Airfare is below average for this route at the moment.
Pittsburgh to Chesapeake flights typically cost between $188 and $305 in November.The cheapest round-trip price found within the last 5 days was $153 on Breeze Airways (Nov 6-Nov 9).
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 August 19, 2026.
Get a feel of what it's like to fly with Breeze Airways,Southwest, andUnited Airlines 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
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
Entertainment
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Boarding
8.3
Overall
8.2
Food
6.7
Comfort
8.2
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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Pittsburgh and Chesapeake flights
Browse other Pittsburgh and Chesapeake flight options. Last updated on August 19, 2026.
Other flights from Pittsburgh
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Pittsburgh to Chesapeake flights
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Top 4 airlines flying from Pittsburgh to Chesapeake
Discover the top 4 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 August 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$133 | Average$212 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$360 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$218 | Average$372 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$229 | Average$423 | FlexibilityNo cancel fee | On-time69% |