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Chesapeake

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Chesapeake Flights as Low as $82

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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 August, 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 15 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 $82, 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 $82 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$131

Last Minute Hotel Deals in Chesapeake

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
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 ...
7.8/10 Good! (1,092 reviews)
"The hall carpet needs cleaned but the room was Emmaculent!!"

Reviewed on Jun 26, 2026

Wingate by Wyndham Chesapeake
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Chesapeake Square ...
9.6/10 Exceptional! (109 reviews)
"Awesome place to stay! Shocked that our rooms had full size refrigerators, a washer and dryer and dishwasher and a small cooktop as well as microwave. Room was very nice and clean and the staff could not have been more accommodating. The two little goats wandering in the parking lot the morning of ..."

Reviewed on Jun 22, 2026

YourSpace Hotels Chesapeake
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 Atlantic Ave Virginia Beach VA
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 ...
7.8/10 Good! (1,845 reviews)
"Our room wasn’t vacuumed. There was no soap in the bathroom. Also, the towels were out and not a full set. The bed was comfortable though."

Reviewed on Jun 27, 2026

Wyndham Virginia Beach Oceanfront
Crowne Plaza Virginia Beach Town Center by IHG

Crowne Plaza Virginia Beach Town Center by IHG

3.5 out of 5
4453 Bonney Rd Virginia Beach VA
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (361 reviews)
"I absolutely loved this hotel and the price just put the cherry on top. I did not expect such a wonderful and modernized hotel. It’s actually nicer when you are there in person. I would definitely return. The staff was wonderful and the check in was smooth. The parking lot is large and there are ..."

Reviewed on Jun 28, 2026

Crowne Plaza Virginia Beach Town Center by IHG
Ocean Resort

Ocean Resort

2.5 out of 5
Atlantic Avenue,2417 Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,583 reviews)
"Only thing I had a problem with was the parking"

Reviewed on Jun 27, 2026

Ocean Resort
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

4 out of 5
3001 Atlantic Ave Virginia Beach VA
Book a stay at this beach resort in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,216 reviews)
"Belle vue et emplacement"

Reviewed on Jun 27, 2026

Hilton Virginia Beach Oceanfront
Aqua Vista Resort Hotel

Aqua Vista Resort Hotel

2 out of 5
1719 Atlantic Ave Virginia Beach VA
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 in our reviews. Popular ...
6.8/10 (887 reviews)
"Beach view was good, dirty floors. Very low to the floor toilet. No change of linens had to track down towels. 1 slow elevator for whole place. Shady characters. I guess I got what I payed for. No on-site parking Lobby needs refreshed"

Reviewed on Jun 27, 2026

Aqua Vista Resort Hotel
Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

3 out of 5
1011 Atlantic Avenue Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, a beach locale, and a fitness center. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,205 reviews)
"Keep in mind that you are here for the oceanfront! PROS-The view from our 7th floor was spectacular. The room itself was a good size for 2 people, and the bed was quite comfy. The shower/tub was plenty big with nice hot water and good pressure. Check in and check out was easy. The parking garage ..."

Reviewed on Jun 27, 2026

Hampton Inn Virginia Beach-Oceanfront South
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
Book a stay at this 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! (669 reviews)
"nice place and in great location"

Reviewed on Jun 24, 2026

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N Chesapeake VA
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 ...
8.4/10 Very Good! (1,000 reviews)
"The staff is great. They must have kept my notes from a prior stay, they put me in a corner room/ top floor which was surprisingly quiet and peaceful. Bed linens impeccably clean. Interior of the room clean and well maintained. That said, cosmetically speaking, the property is showing signs of wear, ..."

Reviewed on Jun 9, 2026

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.