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Chesapeake

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Chesapeake Flights as Low as $102

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

Breeze Airways
Wed, Sep 17 - Sat, Sep 20
JAX
Jacksonville Intl.
ORF
Norfolk Intl.
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 17 from Jacksonville Intl. to Norfolk Intl., returning Sat, Sep 20, priced at $102 found 2 days ago
Bargain Flight
Sat, Aug 30 - Tue, Sep 2
CVG
Cincinnati - Northern Kentucky Intl.
ORF
Norfolk Intl.
$191 Roundtrip, found 2 days ago
$191
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Sat, Aug 30 from Cincinnati - Northern Kentucky Intl. to Norfolk Intl., returning Tue, Sep 2, priced at $191 found 2 days ago
Delta
Sat, Aug 30 - Tue, Sep 2
CVG
Cincinnati - Northern Kentucky Intl.
ORF
Norfolk Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 30 from Cincinnati - Northern Kentucky Intl. to Norfolk Intl., returning Tue, Sep 2, priced at $197 found 2 days ago
American Airlines
Sat, Aug 30 - Tue, Sep 2
CVG
Cincinnati - Northern Kentucky Intl.
ORF
Norfolk Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 30 from Cincinnati - Northern Kentucky Intl. to Norfolk Intl., returning Tue, Sep 2, priced at $197 found 2 days ago
Bargain Flight
Tue, Oct 21 - Tue, Oct 28
CLT
Charlotte-Douglas Intl.
ORF
Norfolk Intl.
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 21 from Charlotte-Douglas Intl. to Norfolk Intl., returning Tue, Oct 28, priced at $201 found 1 day ago
Bargain Flight
Thu, Aug 14 - Sun, Aug 17
GSP
Greenville-Spartanburg Intl.
ORF
Norfolk Intl.
$207 Roundtrip, just found
$207
Roundtrip
just found
Select Bargain Flight flight, departing Thu, Aug 14 from Greenville-Spartanburg Intl. to Norfolk Intl., returning Sun, Aug 17, priced at $207 just found
American Airlines
Mon, Aug 11 - Mon, Aug 18
JAX
Jacksonville Intl.
PHF
Newport News - Williamsburg Intl.
$216 Roundtrip, found 6 days ago
$216
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Aug 11 from Jacksonville Intl. to Newport News - Williamsburg Intl., returning Mon, Aug 18, priced at $216 found 6 days ago
Spirit Airlines
Mon, Aug 18 - Tue, Aug 19
CLT
Charlotte-Douglas Intl.
ORF
Norfolk Intl.
$221 Roundtrip, found 3 hours ago
$221
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Mon, Aug 18 from Charlotte-Douglas Intl. to Norfolk Intl., returning Tue, Aug 19, priced at $221 found 3 hours ago
Spirit Airlines
Thu, Sep 11 - Mon, Sep 15
LAS
Harry Reid Intl.
ORF
Norfolk Intl.
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Sep 11 from Harry Reid Intl. to Norfolk Intl., returning Mon, Sep 15, priced at $222 found 1 day ago
JetBlue Airways
Tue, Sep 30 - Tue, Oct 21
LAS
Harry Reid Intl.
ORF
Norfolk Intl.
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 30 from Harry Reid Intl. to Norfolk Intl., returning Tue, Oct 21, priced at $273 found 1 day ago
American Airlines
Sat, Oct 4 - Wed, Oct 8
CLT
Charlotte-Douglas Intl.
PHF
Newport News - Williamsburg Intl.
$279 Roundtrip, found 5 hours ago
$279
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Oct 4 from Charlotte-Douglas Intl. to Newport News - Williamsburg Intl., returning Wed, Oct 8, priced at $279 found 5 hours ago
Frontier Airlines
Thu, Sep 11 - Mon, Sep 15
LAS
Harry Reid Intl.
ORF
Norfolk Intl.
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 11 from Harry Reid Intl. to Norfolk Intl., returning Mon, Sep 15, priced at $293 found 1 day ago
American Airlines
Wed, Oct 1 - Wed, Oct 22
CVG
Cincinnati - Northern Kentucky Intl.
PHF
Newport News - Williamsburg Intl.
$307 Roundtrip, found 8 hours ago
$307
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Oct 1 from Cincinnati - Northern Kentucky Intl. to Newport News - Williamsburg Intl., returning Wed, Oct 22, priced at $307 found 8 hours ago
American Airlines
Thu, Sep 11 - Sat, Sep 13
GSP
Greenville-Spartanburg Intl.
PHF
Newport News - Williamsburg Intl.
$342 Roundtrip, found 9 hours ago
$342
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Sep 11 from Greenville-Spartanburg Intl. to Newport News - Williamsburg Intl., returning Sat, Sep 13, priced at $342 found 9 hours ago
American Airlines
Fri, Nov 7 - Sat, Nov 8
LAS
Harry Reid Intl.
PHF
Newport News - Williamsburg Intl.
$418 Roundtrip, found 20 hours ago
$418
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Fri, Nov 7 from Harry Reid Intl. to Newport News - Williamsburg Intl., returning Sat, Nov 8, priced at $418 found 20 hours ago
Alaska Airlines
Tue, Sep 30 - Tue, Oct 21
LAS
Harry Reid Intl.
ORF
Norfolk Intl.
$537 Roundtrip, found 1 day ago
$537
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Sep 30 from Harry Reid Intl. to Norfolk Intl., returning Tue, Oct 21, priced at $537 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 13 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 $102, 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 $102 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$101

Last Minute Hotel Deals in Chesapeake

Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
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 (1,007 reviews)
"It was all wonderful. Very friendly and accommodating."

Reviewed on Jul 25, 2025

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Red Roof Inn Chesapeake Conference Center
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 ...
6.4/10 (473 reviews)
"Its Nice place being remodeled rooms clean polite Housekeeping Service I like that its quiet peaceful you dont hear Violence goiing on its safe"

Reviewed on Jul 25, 2025

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STUDIOS & SUITES 4 LESS CHESAPEAKE
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! (1,075 reviews)
"We have stayed at this hotel many times. Updates have been made since last year. Very good experience. Hotel staff very friendly also."

Reviewed on Jul 26, 2025

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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! (1,056 reviews)
Fabulous stay
"Room was clean and staff was amazing. Will definitely be staying here again."

Reviewed on Jul 26, 2025

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Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
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! (2,208 reviews)
"The staff was friendly and patient, great location for the beach and for beach strip. My family ended up arriving early and was able to check in. Only issue was the air would go up in temperature at night."

Reviewed on Jul 26, 2025

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Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
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 ...
8/10 Very Good! (1,331 reviews)
"I was able to get to everythin"

Reviewed on Jul 26, 2025

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Oceans 2700
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 ...
8.2/10 Very Good! (1,020 reviews)
"Na"

Reviewed on Jul 25, 2025

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Hilton 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 (556 reviews)
"Right on the boardwalk!!! Location is awesome. Not a 5 star hotel, but clean."

Reviewed on Jul 25, 2025

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Aqua Vista Resort Hotel
See all 3,457 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

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! (632 reviews)
"A great stay! Will definitely be back."

Reviewed on Jul 17, 2025

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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! (1,006 reviews)
"Ok"

Reviewed on Jul 14, 2025

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Hyatt Place Chesapeake
See all 3,457 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.