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Chesapeake

Name: Schooner Inn
Rating: 8.6

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Chesapeake Flights as Low as $114

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

All deals

One way

Roundtrip

Thu, Sep 4 - Thu, Sep 11

MCO

Orlando Intl.

ORF

Norfolk Intl.

$114

Roundtrip

found 20 hours ago

Mon, Aug 18 - Mon, Aug 25

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$120

Roundtrip

found 10 hours ago

Tue, Sep 9 - Tue, Sep 16

MCO

Orlando Intl.

ORF

Norfolk Intl.

$159

Roundtrip

found 1 day ago

Thu, Sep 4 - Thu, Sep 11

MCO

Orlando Intl.

ORF

Norfolk Intl.

$169

Roundtrip

found 20 hours ago

Thu, Aug 28 - Tue, Sep 2

CVG

Cincinnati - Northern Kentucky Intl.

ORF

Norfolk Intl.

$179

Roundtrip

found 1 day ago

Tue, Oct 21 - Tue, Oct 28

CLT

Charlotte-Douglas Intl.

ORF

Norfolk Intl.

$195

Roundtrip

found 4 days ago

Wed, Sep 24 - Sun, Sep 28

MCI

Kansas City Intl.

ORF

Norfolk Intl.

$210

Roundtrip

found 1 day ago

Wed, Oct 8 - Wed, Oct 15

MCO

Orlando Intl.

PHF

Newport News - Williamsburg Intl.

$219

Roundtrip

found 1 day ago

Thu, Sep 11 - Mon, Sep 15

LAX

Los Angeles Intl.

ORF

Norfolk Intl.

$219

Roundtrip

found 20 hours ago

Wed, Aug 6 - Sat, Aug 9

CLT

Charlotte-Douglas Intl.

PHF

Newport News - Williamsburg Intl.

$285

Roundtrip

found 4 days ago

Wed, Oct 1 - Wed, Oct 22

CVG

Cincinnati - Northern Kentucky Intl.

PHF

Newport News - Williamsburg Intl.

$307

Roundtrip

found 1 day ago

Thu, Aug 7 - Sat, Aug 9

ATL

Hartsfield-Jackson Atlanta Intl.

PHF

Newport News - Williamsburg Intl.

$329

Roundtrip

found 5 days ago

Wed, Jul 30 - Wed, Aug 13

SNA

John Wayne

ORF

Norfolk Intl.

$332

Roundtrip

found 2 days ago

Wed, Sep 17 - Tue, Sep 23

LAX

Los Angeles Intl.

PHF

Newport News - Williamsburg Intl.

$371

Roundtrip

found 2 days ago

Wed, Aug 27 - Thu, Sep 4

SNA

John Wayne

PHF

Newport News - Williamsburg Intl.

$472

Roundtrip

found 14 hours ago

Tue, Jul 15 - Thu, Jul 24

MCI

Kansas City Intl.

PHF

Newport News - Williamsburg Intl.

$512

Roundtrip

found 1 day 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 September, 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 $114, 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 $114 right now, why wait?

Chesapeake Flight Information
Destination airport	Norfolk Intl.
Destination airport IATA code	ORF
Roundtrip price	$114

Last Minute Hotel Deals in Chesapeake

Red Roof Inn Chesapeake Conference Center

724 Woodlake Dr, 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 ...

6.8/10 (1,000 reviews)

"The room overall was is decent shape and was clean. It was a little dated but a great value for the price. The only thing I was say negatively is that the tub is REALLY slick and was a fall hazard and there was a gap under the door for creepy crawlers."

Reviewed on Jul 3, 2025

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STUDIOS & SUITES 4 LESS CHESAPEAKE

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 ...

6.4/10 (443 reviews)

"Beautiful and comfortable upgraded rooms!"

Reviewed on Jul 10, 2025

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Wingate by Wyndham Chesapeake

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! (1,001 reviews)

"There is a convenience store called Wawa nearby. It is crowded because there are several hotels. The restaurants in the neighborhood close around 10 o'clock. The hotel pool is open until 10 o'clock. Towels are provided. There is a jacuzzi. The breakfast is good, with fruit, yogurt, hot scrambled, ..."

Reviewed on Jul 8, 2025

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Holiday Inn & Suites Virginia Beach North Beach by IHG

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! (1,004 reviews)

"Nice stay, comfortable room with a beautiful view! Easy access to the beach. My family and I had a really good time. We've stayed here before and will return again. Different management and some of the ladies were not professional at the front desk. Viktor was exceptionally helpful!😊"

Reviewed on Jul 8, 2025

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Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection

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! (1,010 reviews)

"Awesome place to stay."

Reviewed on Jul 9, 2025

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Hilton Virginia Beach Oceanfront

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 ...

8.2/10 Very Good! (1,007 reviews)

"This resort was very beautiful and well maintained, however, dining options were limited."

Reviewed on Jul 9, 2025

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Oceans 2700

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 ...

8/10 Very Good! (1,309 reviews)

"Great location near shops and close to the beach"

Reviewed on Jul 11, 2025

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Schooner Inn

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! (3,229 reviews)

"Water Front"

Reviewed on Jul 9, 2025

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See all 3,443 properties in 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.

Top Hotels With Free Airport Shuttle

Hilton Garden Inn Chesapeake/Greenbrier

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! (627 reviews)

Friendly, clean location

"This was a very large clean room, service from front desk was great, enjoyed the quick overnight stay"

Reviewed on Jul 8, 2025

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Hyatt Place Chesapeake

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

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See all 3,443 properties in 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.

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