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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 , 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  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 , 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  right now, why wait?

Chesapeake Flight Information
Destination airport
Chesapeake
Destination airport IATA code
PHF

Last Minute Hotel Deals in Chesapeake

STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE

2 out of 5
2222 S Military Hwy, Chesapeake, VA
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.6/10 (578 reviews)
"The rooms are nice and clean. Although they're having some construction, I would still recommend this property to friends and family because the staff are courteous, as well."

Reviewed on Sep 22, 2025

STUDIOS & SUITES 4 LESS CHESAPEAKE
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! (3,535 reviews)
"Beach view"

Reviewed on Sep 22, 2025

Schooner Inn
Oceans 2700

Oceans 2700

2.5 out of 5
2700 Pacific Avenue, Virginia Beach, VA
Book a stay at this business-friendly hotel in Virginia Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,450 reviews)
"The desk clerk was very friendly. Our room was clean. The noise from the traffic was kind of annoying. The pool was clean and refreshing. Being able to walk to a few dining places was nice. Parking was tight, not a big area to park. My overall experience was a 4 out of 5."

Reviewed on Sep 22, 2025

Oceans 2700
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

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! (1,395 reviews)
"Great customer service!!"

Reviewed on Sep 20, 2025

Delta Hotels by Marriott Virginia Beach Waterfront Suites
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA

3 out of 5
1801 Atlantic Ave, Virginia Beach, VA
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (2,335 reviews)
"On the beach. Everything was clean and professional"

Reviewed on Sep 22, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

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! (1,160 reviews)
"Loved the view from the balcony in our room and the beds were really comfy!! Staff are all super friendly and nice!"

Reviewed on Sep 22, 2025

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

4 out of 5
3001 Atlantic Ave, Virginia Beach, VA
Stay at this 4-star beach resort in Virginia Beach. Enjoy an outdoor pool, a beach locale, and 3 bars/lounges. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,011 reviews)
"Really nice customer service is great"

Reviewed on Sep 20, 2025

Hilton Virginia Beach Oceanfront
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 ...
7.8/10 Good! (1,157 reviews)
"Very good breakfast, rooms are a little dated for the pricing, excellent pools , hot tub was out of order, had to pay for parking daily even though they have their own parking for the hotel"

Reviewed on Sep 22, 2025

Holiday Inn & Suites Virginia Beach North Beach 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! (645 reviews)
"Quick trip on our way to the beach. Very friendly staff. Would stay here again."

Reviewed on Aug 24, 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 ...
8.4/10 Very Good! (1,006 reviews)
"I liked that the property was clean. Well kept the surrounding of the hotel looks safe and it was walkable for shopping. but on the other hand what I didn’t like was when I checked in the front desk person was a little on the rude side but other than him, everyone was very nice and pleasant but I ..."

Reviewed on Sep 19, 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.