Search Cheap Flights toChesapeake
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Chesapeake Flights as Low as $170
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Jun 4 - Sat, Jun 7
PHL
Philadelphia Intl.
ORF
Norfolk Intl.
$170 Roundtrip, found 5 days ago
$170
Roundtrip
found 5 days ago
Sat, Jun 21 - Wed, Jun 25
EWR
Newark Liberty Intl. Airport
ORF
Norfolk Intl.
$171 Roundtrip, found 4 days ago
$171
Roundtrip
found 4 days ago
Fri, Sep 12 - Tue, Sep 16
EWR
Newark Liberty Intl. Airport
ORF
Norfolk Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Wed, Apr 30 - Fri, May 9
DFW
Dallas-Fort Worth Intl.
ORF
Norfolk Intl.
$190 Roundtrip, found 4 hours ago
$190
Roundtrip
found 4 hours ago
Thu, May 1 - Mon, May 5
ORD
O'Hare Intl.
ORF
Norfolk Intl.
$210 Roundtrip, found 14 hours ago
$210
Roundtrip
found 14 hours ago
Tue, Apr 22 - Wed, Apr 30
EWR
Newark Liberty Intl. Airport
PHF
Newport News - Williamsburg Intl.
$260 Roundtrip, found 1 day ago
$260
Roundtrip
found 1 day ago
Sat, Jun 14 - Sat, Jun 14
DAL
Love Field
ORF
Norfolk Intl.
$308 Roundtrip, found 2 days ago
$308
Roundtrip
found 2 days ago
Tue, May 6 - Thu, May 15
ABQ
Albuquerque Intl. Sunport
ORF
Norfolk Intl.
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Tue, Apr 22 - Wed, Apr 23
BWI
Baltimore Washington Intl. Thurgood Marshall
PHF
Newport News - Williamsburg Intl.
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Sat, Aug 23 - Wed, Sep 3
ABQ
Albuquerque Intl. Sunport
PHF
Newport News - Williamsburg Intl.
$411 Roundtrip, found 1 day ago
$411
Roundtrip
found 1 day ago
Tue, Apr 22 - Wed, Apr 23
PHL
Philadelphia Intl.
PHF
Newport News - Williamsburg Intl.
$428 Roundtrip, found 1 day ago
$428
Roundtrip
found 1 day ago
Sun, Jun 15 - Sat, Jun 21
ORD
O'Hare Intl.
PHF
Newport News - Williamsburg Intl.
$439 Roundtrip, found 15 hours ago
$439
Roundtrip
found 15 hours ago
Wed, Apr 23 - Sat, Apr 26
ACY
Atlantic City Intl.
PHF
Newport News - Williamsburg Intl.
$457 Roundtrip, found 1 day ago
$457
Roundtrip
found 1 day ago
Fri, May 2 - Sun, May 4
DFW
Dallas-Fort Worth Intl.
PHF
Newport News - Williamsburg Intl.
$481 Roundtrip, found 13 hours ago
$481
Roundtrip
found 13 hours ago
Tue, Apr 22 - Thu, May 1
IAD
Washington Dulles Intl.
PHF
Newport News - Williamsburg Intl.
$509 Roundtrip, found 1 day ago
$509
Roundtrip
found 1 day ago
Tue, Dec 23 - Sat, Dec 27
FSD
Sioux Falls Regional
PHF
Newport News - Williamsburg Intl.
$987 Roundtrip, found 13 hours ago
$987
Roundtrip
found 13 hours ago
Cheap Flights to Chesapeake
Fall in love at first flight with your vacation to Chesapeake by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chesapeake on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Chesapeake, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Chesapeake
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chesapeake with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the PHF airport.
What is the cheapest month to fly to Chesapeake?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chesapeake are in June, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Chesapeake?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chesapeake.
What airport is best to fly into Chesapeake?
When you’re planning your trip to Chesapeake, convenience is the name of the game. Luckily, Chesapeake Norfolk Intl. Airport is nearby so you can deplane and get going on checking off everything on your Chesapeake must-do list.
How much are flights to Chesapeake?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chesapeake on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $170, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Chesapeake?
The trick to saving a stack of cash on your flight to Chesapeake? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $170 right now, why wait?
Destination airport | Norfolk Intl. |
Destination airport IATA code | ORF |
Roundtrip price | $170 |
Last Minute Hotel Deals in Chesapeake
Holiday Inn Express Chesapeake - Norfolk by IHG
721 Conference Center Drive, Chesapeake, VA
The price is $113 per night from Apr 6 to Apr 7
$113
includes taxes & fees
Apr 6 - Apr 7
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"I arrived 20 minutes prior to check in and was told no rooms erre ready. Ten minutes later two separate guests were given rooms . Male desk employee eas rude. That night a group of young teenage girls were running the hallways until 1am. Front desk failed to follow hotel policy enforcing a quiet ..."
Reviewed on Mar 31, 2025
Wingate by Wyndham Chesapeake
817 Greenbrier Circle, Chesapeake, VA
The price is $109 per night from Apr 6 to Apr 7
$109
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,001 reviews)
"Front desk was attentive and helpful, room was clean and well sized. Breakfast had good variety and hotel was close to Wawa and other stores."
Reviewed on Mar 27, 2025
TRU by Hilton Chesapeake, VA
1570 CROSSWAYS BLVD, Chesapeake, VA
The price is $110 per night from Apr 13 to Apr 14
$110
includes taxes & fees
Apr 13 - Apr 14
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (159 reviews)
"10/10 everything was great , no issues at all . I’ll be back again"
Reviewed on Mar 31, 2025
Hyatt Place Virginia Beach / Oceanfront
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
The price is $147 per night from Apr 20 to Apr 21
$147
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,707 reviews)
"Great location- staff was excellent!"
Reviewed on Mar 31, 2025
Hilton Vacation Club Ocean Beach Club Virginia Beach
3401 Atlantic Ave, Virginia Beach, VA
The price is $149 per night from Apr 9 to Apr 10
$149
includes taxes & fees
Apr 9 - Apr 10
Stay at this 3.5-star beach hotel in Virginia Beach. Enjoy free WiFi, 2 indoor pools, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,001 reviews)
"Hotels walls are in process of being repaired. Second floor work being done which causes noise in the building. Hôtel carpets and furnishings are very basic and dated. At the same time staff is very friendly and helpful. Outside resort facility is nice for a family with younger kids."
Reviewed on Mar 30, 2025
Schooner Inn
215 Atlantic Ave, Virginia Beach, VA
The price is $82 per night from Apr 6 to Apr 7
$82
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the convenient ...
8.6/10 Excellent! (2,959 reviews)
"Access to the strip was everything!"
Reviewed on Mar 31, 2025
Holiday Inn & Suites Virginia Beach North Beach by IHG
3900 Atlantic Avenue, Virginia Beach, VA
The price is $166 per night from Apr 9 to Apr 10
$166
includes taxes & fees
Apr 9 - Apr 10
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,005 reviews)
"This Holiday Inn was clean and quiet with a comfortable bed. All staff from maintenance to front desk were super friendly and helpful."
Reviewed on Mar 30, 2025
La Quinta Inn & Suites by Wyndham Virginia Beach
2800 Pacific Ave, Virginia Beach, VA
The price is $70 per night from Apr 6 to Apr 7
$70
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and ...
7.4/10 Good! (1,000 reviews)
"The lady on the front was very helpful and friendly. We appreciate everyone help ."
Reviewed on Mar 31, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Hotels With Free Airport Shuttle
Hilton Garden Inn Chesapeake/Greenbrier
1565 Crossways Blvd, Chesapeake, VA
The price is $130 per night from Apr 6 to Apr 7
$130
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.8/10 Good! (600 reviews)
"It was great friendly staff"
Reviewed on Mar 24, 2025
Hyatt Place Chesapeake
709 Eden Way N, Chesapeake, VA
The price is $110 per night from Apr 13 to Apr 14
$110
includes taxes & fees
Apr 13 - Apr 14
Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,005 reviews)
Quiet evening
"Just took some time to get away and enjoy a nice quiet evening away for the night."
Reviewed on Mar 29, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Nearby Cities
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver
Flights to Our Favorite Destinations
- Flights to New York
- Flights to Orlando
- Flights to Miami
- Flights to Chicago
- Flights to Panama City Beach
- Flights to San Diego
- Flights to Myrtle Beach
- Flights to Key West
- Flights to Destin
- Flights to Fort Lauderdale
- Flights to Los Angeles
- Flights to Nashville
- Flights to New Orleans
- Flights to Honolulu
- Flights to Boston
- Flights to Gatlinburg
Top Chesapeake Hotels
- Holiday Inn Express Chesapeake - Norfolk by IHG
- Wingate by Wyndham Chesapeake
- Schooner Inn
- Holiday Inn & Suites Virginia Beach North Beach by IHG
- La Quinta Inn & Suites by Wyndham Virginia Beach
- Wyndham Virginia Beach Oceanfront
- Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
- Hilton Vacation Club Oceanaire Virginia Beach
- Holiday Inn Va Beach-Oceanside (21st St) by IHG
- Hampton Inn Virginia Beach-Oceanfront South
- Hilton Virginia Beach Oceanfront
- Hyatt House Virginia Beach / Oceanfront