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Chesapeake

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Chesapeake Flights as Low as $217

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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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 April, 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 $217, 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 $217 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$216

Last Minute Hotel Deals in Chesapeake

Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 out of 5
817 Greenbrier Circle, Chesapeake, VA
The price is $109 per night from Mar 23 to Mar 24
$109
includes taxes & fees
Mar 23 - Mar 24
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! (1,002 reviews)
"Very nice staff"

Reviewed on Mar 18, 2025

Wingate by Wyndham Chesapeake
TRU by Hilton Chesapeake, VA
TRU by Hilton Chesapeake, VA
2.5 out of 5
1570 CROSSWAYS BLVD, Chesapeake, VA
The price is $110 per night from Mar 23 to Mar 24
$110
includes taxes & fees
Mar 23 - Mar 24
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (149 reviews)
"Everything was great!"

Reviewed on Mar 17, 2025

TRU by Hilton Chesapeake, VA
Hyatt Place Virginia Beach / Oceanfront
Hyatt Place Virginia Beach / Oceanfront
3 out of 5
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
The price is $152 per night from Apr 21 to Apr 22
$152
includes taxes & fees
Apr 21 - Apr 22
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! (1,665 reviews)
"this was a perfect place and stay!"

Reviewed on Mar 18, 2025

Hyatt Place Virginia Beach / Oceanfront
Schooner Inn
Schooner Inn
2 out of 5
215 Atlantic Ave, Virginia Beach, VA
The price is $71 per night from Mar 23 to Mar 24
$71
includes taxes & fees
Mar 23 - Mar 24
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! (2,943 reviews)
"Loved everything! Great big room, kitchenette and especially the jacuzzi. Great views."

Reviewed on Mar 18, 2025

Schooner Inn
Hilton Vacation Club Ocean Beach Club Virginia Beach
Hilton Vacation Club Ocean Beach Club Virginia Beach
3.5 out of 5
3401 Atlantic Ave, Virginia Beach, VA
The price is $144 per night from Mar 26 to Mar 27
$144
includes taxes & fees
Mar 26 - Mar 27
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! (1,005 reviews)
"Great customer service"

Reviewed on Mar 20, 2025

Hilton Vacation Club Ocean Beach Club Virginia Beach
Holiday Inn & Suites Virginia Beach North Beach by IHG
Holiday Inn & Suites Virginia Beach North Beach by IHG
3 out of 5
3900 Atlantic Avenue, Virginia Beach, VA
The price is $166 per night from Mar 30 to Mar 31
$166
includes taxes & fees
Mar 30 - Mar 31
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! (1,002 reviews)
"The hotel was great, I loved the palm trees right off our balcony. A lot of other hotels at the oceanfront don't have those. It was really clean as well. The pool is very nice, better than what I expected because the website doesn't really emphasize the pool, there's only 1 picture of it. They don't ..."

Reviewed on Mar 18, 2025

Holiday Inn & Suites Virginia Beach North Beach by IHG
La Quinta Inn & Suites by Wyndham Virginia Beach
La Quinta Inn & Suites by Wyndham Virginia Beach
2.5 out of 5
2800 Pacific Ave, Virginia Beach, VA
The price is $67 per night from Mar 24 to Mar 25
$67
includes taxes & fees
Mar 24 - Mar 25
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! (1,001 reviews)
"Very clean and comfortable. Coffee always available. Hot basic breakfast. Just one row back from ocean."

Reviewed on Mar 17, 2025

La Quinta Inn & Suites by Wyndham Virginia Beach
Wyndham Virginia Beach Oceanfront
Wyndham Virginia Beach Oceanfront
3 out of 5
5700 Atlantic Ave, Virginia Beach, VA
The price is $107 per night from Mar 24 to Mar 25
$107
includes taxes & fees
Mar 24 - Mar 25
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff ...
7.4/10 Good! (1,443 reviews)
"It’s was nice"

Reviewed on Mar 16, 2025

Wyndham Virginia Beach Oceanfront
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
Hilton Garden Inn Chesapeake/Greenbrier
3 out of 5
1565 Crossways Blvd, Chesapeake, VA
The price is $135 per night from Mar 23 to Mar 24
$135
includes taxes & fees
Mar 23 - Mar 24
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! (597 reviews)
"Customer service was wonderful great people. Got there the refrigerator did not work. The door had to be adjusted and fixed because it did not close properly. And would have been nice when I booked the space to let us know there was construction being done other than that, it was fine"

Reviewed on Mar 15, 2025

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake
Hyatt Place Chesapeake
3 out of 5
709 Eden Way N, Chesapeake, VA
The price is $110 per night from Mar 30 to Mar 31
$110
includes taxes & fees
Mar 30 - Mar 31
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! (1,001 reviews)
"Great location with easy access to the surrounding shopping areas."

Reviewed on Mar 12, 2025

Hyatt Place Chesapeake
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.