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Chesapeake

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Chesapeake Flights as Low as $142

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

Breeze Airways
Thu, Sep 24 - Sat, Sep 26
TPA
Tampa Intl.
ORF
Norfolk Intl.
$142 Roundtrip, found 19 hours ago
$142
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Thu, Sep 24 from Tampa Intl. to Norfolk Intl., returning Sat, Sep 26, priced at $142 found 19 hours ago
Frontier Airlines
Tue, Aug 11 - Sat, Aug 22
MCO
Orlando Intl.
ORF
Norfolk Intl.
$146 Roundtrip, found 4 days ago
$146
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Orlando Intl. to Norfolk Intl., returning Sat, Aug 22, priced at $146 found 4 days ago
Delta
Wed, Jun 17 - Tue, Jun 23
BNA
Nashville Intl.
ORF
Norfolk Intl.
$221 Roundtrip, found 6 hours ago
$221
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Jun 17 from Nashville Intl. to Norfolk Intl., returning Tue, Jun 23, priced at $221 found 6 hours ago
Delta
Tue, Jul 28 - Tue, Aug 11
LGA
LaGuardia
ORF
Norfolk Intl.
$249 Roundtrip, found 2 days ago
$249
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 28 from LaGuardia to Norfolk Intl., returning Tue, Aug 11, priced at $249 found 2 days ago
Frontier Airlines
Fri, Jul 24 - Sun, Jul 26
ORD
O'Hare Intl.
ORF
Norfolk Intl.
$250 Roundtrip, found 4 days ago
$250
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Jul 24 from O'Hare Intl. to Norfolk Intl., returning Sun, Jul 26, priced at $250 found 4 days ago
Frontier Airlines
Tue, Jul 21 - Tue, Jul 28
DFW
Dallas-Fort Worth Intl.
ORF
Norfolk Intl.
$252 Roundtrip, found 15 hours ago
$252
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Tue, Jul 21 from Dallas-Fort Worth Intl. to Norfolk Intl., returning Tue, Jul 28, priced at $252 found 15 hours ago
Frontier Airlines
Tue, Aug 4 - Sat, Aug 15
LAS
Harry Reid Intl.
ORF
Norfolk Intl.
$262 Roundtrip, found 12 hours ago
$262
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Harry Reid Intl. to Norfolk Intl., returning Sat, Aug 15, priced at $262 found 12 hours ago
Delta
Sat, Oct 10 - Tue, Oct 13
DAL
Love Field
ORF
Norfolk Intl.
$275 Roundtrip, found 9 hours ago
$275
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Oct 10 from Love Field to Norfolk Intl., returning Tue, Oct 13, priced at $275 found 9 hours ago
American Airlines
Tue, Oct 20 - Mon, Oct 26
MCO
Orlando Intl.
PHF
Newport News - Williamsburg Intl.
$296 Roundtrip, found 18 hours ago
$296
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Tue, Oct 20 from Orlando Intl. to Newport News - Williamsburg Intl., returning Mon, Oct 26, priced at $296 found 18 hours ago
Delta
Tue, Sep 8 - Wed, Sep 9
SAN
San Diego Intl.
ORF
Norfolk Intl.
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 8 from San Diego Intl. to Norfolk Intl., returning Wed, Sep 9, priced at $299 found 5 days ago
Delta
Wed, Jul 22 - Tue, Aug 11
LAX
Los Angeles Intl.
ORF
Norfolk Intl.
$355 Roundtrip, found 5 days ago
$355
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 22 from Los Angeles Intl. to Norfolk Intl., returning Tue, Aug 11, priced at $355 found 5 days ago
American Airlines
Wed, Sep 2 - Wed, Sep 9
BOI
Boise
ORF
Norfolk Intl.
$363 Roundtrip, found 12 hours ago
$363
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Sep 2 from Boise to Norfolk Intl., returning Wed, Sep 9, priced at $363 found 12 hours ago
American Airlines
Wed, Sep 9 - Sat, Sep 12
ORD
O'Hare Intl.
PHF
Newport News - Williamsburg Intl.
$383 Roundtrip, found 1 day ago
$383
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 9 from O'Hare Intl. to Newport News - Williamsburg Intl., returning Sat, Sep 12, priced at $383 found 1 day ago
American Airlines
Thu, Nov 26 - Sat, Dec 5
LAX
Los Angeles Intl.
PHF
Newport News - Williamsburg Intl.
$469 Roundtrip, found 4 days ago
$469
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Nov 26 from Los Angeles Intl. to Newport News - Williamsburg Intl., returning Sat, Dec 5, priced at $469 found 4 days ago
United
Sat, Aug 22 - Sat, Aug 29
CLD
McClellan-Palomar
ORF
Norfolk Intl.
$479 Roundtrip, just found
$479
Roundtrip
just found
Select United flight, departing Sat, Aug 22 from McClellan-Palomar to Norfolk Intl., returning Sat, Aug 29, priced at $479 just found
American Airlines
Wed, Aug 5 - Sat, Aug 8
LAS
Harry Reid Intl.
PHF
Newport News - Williamsburg Intl.
$481 Roundtrip, found 18 hours ago
$481
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Aug 5 from Harry Reid Intl. to Newport News - Williamsburg Intl., returning Sat, Aug 8, priced at $481 found 18 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 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 $142, 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 $142 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$141

Last Minute Hotel Deals in Chesapeake

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
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! (1,085 reviews)
"Hotel was not as advertised. Room was dirty, hotel outdated. The pictures displayed are false, not worth the money"

Reviewed on Jun 15, 2026

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Wingate by Wyndham Chesapeake
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,026 reviews)
"The property was clean. Not exceptional. Staff helpful. Breakfast not the greatest. The stay was nice but for the price they need to upgrade. Carpet definitely needs to be changed."

Reviewed on Jun 14, 2026

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Comfort Suites Chesapeake - Norfolk
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Chesapeake Square ...
9.6/10 Exceptional! (104 reviews)
"Staff is excellent! Safety is good. Property already needs repairs. Water leaking around light in the shower. Room above not in use. Hot water took 20 minutes to warm the shower or reach kitchen sink. Rooms looked clean but, Found trash behind a dresser. Sticky spots on counters and in drawers next ..."

Reviewed on Jun 3, 2026

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YourSpace Hotels Chesapeake
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

3 out of 5
5700 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 restaurant and the helpful staff ...
7.8/10 Good! (1,879 reviews)
"They shut the elevators off but one long wait time to be able to get to your room.ice machines were broke.the pools were not very clean.not worth the price you pay for it"

Reviewed on Jun 15, 2026

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

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

3 out of 5
1801 Atlantic Ave Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (2,627 reviews)
"All the staff we encountered were amazing. Very much recommend this hotel."

Reviewed on Jun 16, 2026

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Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

3 out of 5
1011 Atlantic Avenue Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, a beach locale, and a fitness center. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,197 reviews)
"My family and i took a short 48 hour weekend trip to Virginia Beach. This was my first time ever going to Virginia Beach as well as my toddlers first experience of the beach. We had a wonderful stay at the Hampton inn. The rooms were clean but of course i still did my own additional cleaning however ..."

Reviewed on Jun 15, 2026

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Hampton Inn Virginia Beach-Oceanfront South
Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

3 out of 5
3601 ATLANTIC AVENUE Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (2,331 reviews)
"Beach view"

Reviewed on Jun 15, 2026

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Hyatt Place Virginia Beach / Oceanfront
Ocean Resort

Ocean Resort

2.5 out of 5
Atlantic Avenue,2417 Virginia Beach VA
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,576 reviews)
"Todo me gustó."

Reviewed on Jun 15, 2026

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Ocean Resort
See all 3,461 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
Book a stay at this 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! (668 reviews)
"This room was very comfortable. The staff was friendly and helpful at check in. I felt safe which is so important when traveling alone."

Reviewed on Jun 15, 2026

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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
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 ...
8.4/10 Very Good! (1,012 reviews)
"The staff is great. They must have kept my notes from a prior stay, they put me in a corner room/ top floor which was surprisingly quiet and peaceful. Bed linens impeccably clean. Interior of the room clean and well maintained. That said, cosmetically speaking, the property is showing signs of wear, ..."

Reviewed on Jun 9, 2026

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Hyatt Place Chesapeake
See all 3,461 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.