Search Cheap Flights to
Chesapeake

Name: Hilton Vacation Club Oceanaire Virginia Beach
Price range: $164
Rating: 8

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Chesapeake Flights as Low as $68

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

All deals

One way

Roundtrip

Tue, Apr 8 - Tue, Apr 15

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$68

Roundtrip

found 1 day ago

Sat, Mar 15 - Sat, Mar 22

MCO

Orlando Intl.

ORF

Norfolk Intl.

$74

Roundtrip

found 6 days ago

Thu, Mar 20 - Thu, Mar 27

MCO

Orlando Intl.

ORF

Norfolk Intl.

$75

Roundtrip

found 3 hours ago

Wed, Apr 2 - Tue, Apr 8

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$86

Roundtrip

found 3 days ago

Tue, Mar 4 - Thu, Mar 13

CLE

Hopkins Intl.

ORF

Norfolk Intl.

$140

Roundtrip

found 1 day ago

Wed, Mar 19 - Thu, Mar 20

DEN

Denver Intl.

ORF

Norfolk Intl.

$161

Roundtrip

found 2 days ago

Mon, Mar 10 - Wed, Mar 19

RIC

Richmond Intl.

ORF

Norfolk Intl.

$163

Roundtrip

found 1 day ago

Wed, Feb 26 - Tue, Mar 4

JFK

John F. Kennedy Intl.

ORF

Norfolk Intl.

$165

Roundtrip

found 6 days ago

Tue, Mar 18 - Sat, Mar 22

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$167

Roundtrip

found 4 hours ago

Tue, Mar 11 - Tue, Mar 18

JFK

John F. Kennedy Intl.

ORF

Norfolk Intl.

$171

Roundtrip

found 6 days ago

Wed, Apr 30 - Wed, May 7

SDF

Louisville Intl.

ORF

Norfolk Intl.

$199

Roundtrip

found 21 hours ago

Tue, May 20 - Mon, May 26

ATL

Hartsfield-Jackson Atlanta Intl.

PHF

Newport News - Williamsburg Intl.

$202

Roundtrip

found 4 days ago

Wed, Apr 30 - Sat, May 3

CLE

Hopkins Intl.

ORF

Norfolk Intl.

$235

Roundtrip

found 1 day ago

Mon, Mar 24 - Thu, Mar 27

MCO

Orlando Intl.

ORF

Norfolk Intl.

$237

Roundtrip

found 3 days ago

Thu, May 29 - Sat, May 31

STL

Lambert-St. Louis Intl.

ORF

Norfolk Intl.

$275

Roundtrip

found 5 days ago

Thu, Mar 20 - Thu, Mar 20

STL

Lambert-St. Louis Intl.

PHF

Newport News - Williamsburg Intl.

$437

Roundtrip

found 19 hours 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 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 $68, 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 $68 right now, why wait?

Chesapeake Flight Information
Destination airport	Norfolk Intl.
Destination airport IATA code	ORF
Roundtrip price	$287

Last Minute Hotel Deals in Chesapeake

SpringHill Suites by Marriott Chesapeake Greenbrier

1446 Crossways Blvd, Chesapeake, VA

$99

includes taxes & fees

Feb 23 - Feb 24

Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...

8/10 Very Good! (1,000 reviews)

"Customer service is excellent"

Reviewed on Feb 9, 2025

Wingate by Wyndham Chesapeake

817 Greenbrier Circle, Chesapeake, VA

$80

includes taxes & fees

Mar 1 - Mar 2

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! (1,000 reviews)

Fix a handicap chair lift for hot tub and swimming

"The rooms are very comfortable the hotel is very very clean only complaint is I'm a one-legged man where a prosthetic couldn't really get into the hot tub because of the handicap chairs lifts that lowers you do is not work other than that the state was wonderful the bed was comfortable and the breakfast ..."

Reviewed on Feb 17, 2025

Aloft Chesapeake

1454 Crossways Boulevard, Chesapeake, VA

$107

includes taxes & fees

Feb 23 - Feb 24

Stay at this 3-star business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...

8.2/10 Very Good! (1,002 reviews)

"Too many kids"

Reviewed on Feb 19, 2025

Holiday Inn Express Chesapeake - Norfolk, an IHG Hotel

721 Conference Center Drive, Chesapeake, VA

$92

includes taxes & fees

Mar 2 - Mar 3

Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...

8.6/10 Excellent! (1,001 reviews)

"Very clean and well-ventilated."

Reviewed on Feb 19, 2025

Delta Hotels by Marriott Chesapeake Norfolk

725 Woodlake Dr, Chesapeake, VA

$108

includes taxes & fees

Feb 23 - Feb 24

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)

Great stay

"The service was great. Jaquan, the young man at the front desk was extremely helpful, polite, and professional. This establishment needs more employees like this."

Reviewed on Feb 17, 2025

Schooner Inn

215 Atlantic Ave, Virginia Beach, VA

$71

includes taxes & fees

Feb 23 - Feb 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! (2,916 reviews)

"Beautiful views from the ocean view rooms."

Reviewed on Feb 17, 2025

Hyatt Place Virginia Beach / Oceanfront

3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA

$111

includes taxes & fees

Mar 4 - Mar 5

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! (1,600 reviews)

"Right on the ocean. Loved the boardwalk for morning walks!"

Reviewed on Feb 19, 2025

Hilton Vacation Club Oceanaire Virginia Beach

3421 Atlantic Ave, Virginia Beach, VA

$164

includes taxes & fees

Mar 2 - Mar 3

Stay at this 3.5-star beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the pool and the helpful staff ...

8/10 Very Good! (1,000 reviews)

"Great property!"

Reviewed on Feb 16, 2025

See all 3,459 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

$124

includes taxes & fees

Feb 23 - Feb 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! (590 reviews)

"Excellent environment"

Reviewed on Feb 14, 2025

Hyatt Place Chesapeake

709 Eden Way N, Chesapeake, VA

$101

includes taxes & fees

Feb 27 - Feb 28

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! (1,002 reviews)

"It wasn’t worth the price but it was fine."

Reviewed on Feb 10, 2025

See all 3,459 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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