Search Cheap Flights to
Chesapeake

Name: Holiday Inn Va Beach-Oceanside (21st St) by IHG
Rating: 8.8

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Chesapeake Flights as Low as $103

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

All deals

One way

Roundtrip

Fri, Sep 26 - Mon, Sep 29

JAX

Jacksonville Intl.

ORF

Norfolk Intl.

$103

Roundtrip

found 14 hours ago

Fri, Sep 26 - Mon, Sep 29

JAX

Jacksonville Intl.

ORF

Norfolk Intl.

$108

Roundtrip

found 14 hours ago

Fri, Sep 26 - Mon, Sep 29

JAX

Jacksonville Intl.

ORF

Norfolk Intl.

$113

Roundtrip

found 14 hours ago

Fri, Nov 7 - Sun, Nov 9

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$125

Roundtrip

found 22 hours ago

Tue, Oct 21 - Sat, Oct 25

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$128

Roundtrip

found 11 hours ago

Tue, Oct 21 - Mon, Oct 27

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$159

Roundtrip

found 11 hours ago

Mon, Aug 25 - Mon, Sep 1

DTW

Detroit Metropolitan Wayne County

ORF

Norfolk Intl.

$175

Roundtrip

found 22 hours ago

Mon, Aug 25 - Mon, Sep 1

DTW

Detroit Metropolitan Wayne County

ORF

Norfolk Intl.

$182

Roundtrip

found 22 hours ago

Wed, Aug 20 - Sat, Aug 30

JAX

Jacksonville Intl.

ORF

Norfolk Intl.

$204

Roundtrip

found 22 hours ago

Fri, Oct 17 - Wed, Oct 22

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$219

Roundtrip

found 5 days ago

Mon, Nov 24 - Wed, Dec 3

ATL

Hartsfield-Jackson Atlanta Intl.

PHF

Newport News - Williamsburg Intl.

$279

Roundtrip

found 4 hours ago

Thu, Oct 2 - Mon, Oct 6

SFO

San Francisco Intl.

PHF

Newport News - Williamsburg Intl.

$389

Roundtrip

found 22 hours ago

Mon, Sep 29 - Tue, Oct 7

SMF

Sacramento Intl.

PHF

Newport News - Williamsburg Intl.

$436

Roundtrip

found 22 hours ago

Tue, Oct 21 - Fri, Oct 24

ATL

Hartsfield-Jackson Atlanta Intl.

ORF

Norfolk Intl.

$458

Roundtrip

found 11 hours ago

Wed, Sep 3 - Tue, Sep 9

DTW

Detroit Metropolitan Wayne County

PHF

Newport News - Williamsburg Intl.

$465

Roundtrip

found 1 day ago

Fri, Aug 22 - Mon, Aug 25

JAX

Jacksonville Intl.

PHF

Newport News - Williamsburg Intl.

$521

Roundtrip

found 22 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 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 $103, 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 $103 right now, why wait?

Chesapeake Flight Information
Destination airport	Norfolk Intl.
Destination airport IATA code	ORF
Roundtrip price	$106

Last Minute Hotel Deals in Chesapeake

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 (504 reviews)

Recommend

"Very pleasant 4 day stay in newly renovated room. Very clean and all staff was friendly."

Reviewed on Aug 14, 2025

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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 (1,003 reviews)

"I like the King Size Bed -- it is extremely comfortable"

Reviewed on Aug 10, 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! (1,078 reviews)

Reviewed on Aug 16, 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 ...

7.6/10 Good! (1,027 reviews)

"Free wifi, pools were amazing, view from room was beautiful, easy beach access, room was clean, beds comfortable, gave nice comfy pillows unlike some hotels who give 2 and there always flat these ones were very nice. Most Staff was friendly when we checked out the girl who checked us out wasnt the ..."

Reviewed on Aug 17, 2025

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

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! (2,238 reviews)

"It was pur 2nd time back at the property and they did not disappoint. Centrally located with great access to the boardwalk and dining options"

Reviewed on Aug 16, 2025

Get rates

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! (1,377 reviews)

"Great staff, clean room, nice pool and conveniently located a block from the beach"

Reviewed on Aug 17, 2025

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Hyatt Place Virginia Beach Town Center

335 Independence Blvd, Virginia Beach, VA

Stay at this 3-star business-friendly hotel in Virginia Beach. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and ...

9/10 Wonderful! (1,003 reviews)

"The staff in the evening and morning were very nice and helpful. They did an exceptional job. I’ll come back."

Reviewed on Aug 15, 2025

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Holiday Inn Va Beach-Oceanside (21st St) by IHG

2101 Atlantic Avenue, Virginia Beach, VA

Stay at this 3-star beach hotel in Virginia Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...

8.8/10 Excellent! (1,000 reviews)

"Hemingway was great, staff incredible"

Reviewed on Aug 13, 2025

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See all 3,428 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! (641 reviews)

"Great stay and convenient to interstate and restaurants."

Reviewed on Aug 5, 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)

"The rooms are large, but the space is not designed very well. Lots of wasted space. The bathroom is very small. The toilet is in the same space as the shower. The entry door is very large/heavy and low to the floor. The hinges on the bathroom door are rusty. When opened, it takes the bath rug and ..."

Reviewed on Aug 12, 2025

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See all 3,428 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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