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Chesapeake

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Chesapeake Flights as Low as $112

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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 14 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 $112, 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 $112 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$111

Last Minute Hotel Deals in Chesapeake

Holiday Inn Express Chesapeake - Norfolk by IHG
Holiday Inn Express Chesapeake - Norfolk by IHG
2.5 out of 5
721 Conference Center Drive, Chesapeake, VA
The price is $110 per night from May 4 to May 5
$110
includes taxes & fees
May 4 - May 5
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! (1,000 reviews)
"I enjoyed this location overall. The studio with king sized bed was perfect for my solo travels. The room could have been cleaned and refreshed prior to my arrival as there were minor things missed. I always bring my own cleaning poducts when staying at hotels just in case, so I got it done but shouldn't ..."

Reviewed on Apr 28, 2025

Holiday Inn Express Chesapeake - Norfolk by IHG
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 out of 5
817 Greenbrier Circle, Chesapeake, VA
The price is $122 per night from May 1 to May 2
$122
includes taxes & fees
May 1 - May 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)
"Great weekend! Enjoyed my time. Staff were super friendly and considerate. Will stay again"

Reviewed on Apr 25, 2025

Wingate by Wyndham Chesapeake
TRU by Hilton Chesapeake, VA
TRU by Hilton Chesapeake, VA
2.5 out of 5
1570 CROSSWAYS BLVD, Chesapeake, VA
The price is $117 per night from May 11 to May 12
$117
includes taxes & fees
May 11 - May 12
Stay at this hotel in Chesapeake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (179 reviews)
"Nice place"

Reviewed on Apr 29, 2025

TRU by Hilton Chesapeake, VA
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
The price is $139 per night from May 1 to May 2
$139
includes taxes & fees
May 1 - May 2
Stay at this 3-star beach hotel in Virginia Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8/10 Very Good! (2,090 reviews)
"Overall, this hotel was great. The lady at the check-in desk was super friendly. The room was clean and up-to-date. Everything worked as it should. Great access to the beach and pier. It was nice to have parking on the premises but was pretty tight for our large Expedition. We were limited to the ..."

Reviewed on Apr 25, 2025

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Wyndham Virginia Beach Oceanfront
Wyndham Virginia Beach Oceanfront
3 out of 5
5700 Atlantic Ave, Virginia Beach, VA
The price is $112 per night from May 4 to May 5
$112
includes taxes & fees
May 4 - May 5
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 ...
7.4/10 Good! (1,471 reviews)
Fantastic stay!!! I will be back!!
"Absolutely fantastic stay I will 100% be back!! Super dog friendly was super stress free and everyone was so nice it was so clean loved it!!! Only thing is the pull out was paper thin it felt like I was laying on the metal"

Reviewed on Apr 28, 2025

Wyndham Virginia Beach Oceanfront
Hyatt Place Virginia Beach / Oceanfront
Hyatt Place Virginia Beach / Oceanfront
3 out of 5
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
The price is $187 per night from May 11 to May 12
$187
includes taxes & fees
May 11 - May 12
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! (1,800 reviews)
"The hotel was great all around. Still very new and in a great location. We will be back again!"

Reviewed on Apr 27, 2025

Hyatt Place Virginia Beach / Oceanfront
Delta Hotels by Marriott Virginia Beach Waterfront
Delta Hotels by Marriott Virginia Beach Waterfront
4 out of 5
2800 Shore Drive, Virginia Beach, VA
The price is $148 per night from May 6 to May 7
$148
includes taxes & fees
May 6 - May 7
Stay at this 4-star business-friendly hotel in Virginia Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,187 reviews)
"Very relaxing trip. Very clean comfortable room! Easy access to pool and beach"

Reviewed on Apr 27, 2025

Delta Hotels by Marriott Virginia Beach Waterfront
Hilton Virginia Beach Oceanfront
Hilton Virginia Beach Oceanfront
4 out of 5
3001 Atlantic Ave, Virginia Beach, VA
The price is $214 per night from May 26 to May 27
$214
includes taxes & fees
May 26 - May 27
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! (1,002 reviews)
"Hot water did not work"

Reviewed on Apr 29, 2025

Hilton Virginia Beach Oceanfront
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
The price is $138 per night from May 1 to May 2
$138
includes taxes & fees
May 1 - May 2
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! (607 reviews)
Over all decent hotel but not Hilton Standard
"The hotel over all is a good hotel. Although a little misleading as a there is no indoor pool apparently it has not been available for over three years and they are turning it into a conference. There is no restaurant open as web clearly shows. Plans were to stay here & our child swim in the indoor ..."

Reviewed on Apr 27, 2025

Hilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake
Hyatt Place Chesapeake
3 out of 5
709 Eden Way N, Chesapeake, VA
The price is $131 per night from May 26 to May 27
$131
includes taxes & fees
May 26 - May 27
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)
"Clean rooms and professional personal!"

Reviewed on Apr 20, 2025

Hyatt Place 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.