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Chesapeake

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Chesapeake Flights as Low as $104

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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 $104, 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 $104 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$104

Last Minute Hotel Deals in Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk
Delta Hotels by Marriott Chesapeake Norfolk
3.5 out of 5
725 Woodlake Dr, Chesapeake, VA
Stay at this 3.5-star business-friendly hotel in Chesapeake. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,000 reviews)
"Clean and quiet. New renovation."

Reviewed on Jul 3, 2025

Delta Hotels by Marriott Chesapeake Norfolk
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
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! (1,015 reviews)
"I like the multiple pools located on the premises, the big spacious 2 queen bed room. But I really disliked the parking location is across the road and you have to pay for parking if I’m already staying at their hotel."

Reviewed on Jul 5, 2025

Holiday Inn & Suites Virginia Beach North Beach by IHG
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
3 out of 5
1101 Atlantic Ave, Virginia Beach, VA
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,012 reviews)
"The staff was amazing, hotel was clean and there is a lot to do within walking distance."

Reviewed on Jul 4, 2025

Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
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 ...
7.6/10 Good! (1,540 reviews)
"My family and myself spent a week in this property and it was worth paying the money that I paid. The ocean front view was fantastic, the cleanness of the rooms and including the staff was nice."

Reviewed on Jul 4, 2025

Wyndham 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 ...
6.6/10 (504 reviews)
Great time
"It was nice pool open till 9pm hotel is beachfront and walking distance to all food and fun."

Reviewed on Jun 30, 2025

Aqua Vista Resort Hotel
Schooner Inn
Schooner Inn
2 out of 5
215 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 and the convenient ...
8.6/10 Excellent! (3,219 reviews)
"Really enjoyed our stay."

Reviewed on Jul 7, 2025

Schooner Inn
Delta Hotels by Marriott Virginia Beach Waterfront
Delta Hotels by Marriott Virginia Beach Waterfront
4 out of 5
2800 Shore Drive, Virginia Beach, VA
Stay at this 4-star business-friendly hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,282 reviews)
"Great room! Fantastic and very welcoming personnel. Just steps to the beach!"

Reviewed on Jul 4, 2025

Delta Hotels by Marriott Virginia Beach Waterfront
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
Stay at this 3.5-star business-friendly hotel in Virginia Beach. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (49 reviews)
"Love this property it was really nice"

Reviewed on Jul 2, 2025

Crowne Plaza Virginia Beach Town Center by IHG
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
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! (624 reviews)
"The hotel was clean & cool & the staff were so nice !"

Reviewed on Jun 27, 2025

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake
Hyatt Place Chesapeake
3 out of 5
709 Eden Way N, Chesapeake, VA
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)
"First the hotel is around ALOT. Able to walk or drive to food and shops. Mall near by. My room was very spacious. Breakfast was good eggs, bread, oatmeal, and meat. The man at the front desk had a pleasant attitude. Parking was easy. My con is the cleaning. There needs to be deep clean. Stuff on ..."

Reviewed on Jul 5, 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.