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Chesapeake

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Chesapeake Flights as Low as $289

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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 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 $289, 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 $289 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$116

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 $106 per night from Apr 20 to Apr 21
$106
includes taxes & fees
Apr 20 - Apr 21
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! (1,003 reviews)
"Enjoyed our time away from the house while its getting repaired. Bedding was really comfortable."

Reviewed on Apr 9, 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 $109 per night from Apr 16 to Apr 17
$109
includes taxes & fees
Apr 16 - Apr 17
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! (1,008 reviews)
"Was ok."

Reviewed on Apr 12, 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 $110 per night from Apr 27 to Apr 28
$110
includes taxes & fees
Apr 27 - Apr 28
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 ...
8.8/10 Excellent! (166 reviews)
"Great experience and I would recommend it to anyone."

Reviewed on Apr 7, 2025

TRU by Hilton Chesapeake, VA
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 $142 per night from Apr 22 to Apr 23
$142
includes taxes & fees
Apr 22 - Apr 23
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! (1,746 reviews)
Solo dolo
"I’m guessing the person in charge of valet didn’t have an option set up for people that have an interlock !!!! So I had to get the manager because he tried to outsource me which was not gonna happen because it’s not my fault, You guys don’t accommodate that!!! however, the manage did accommodate ..."

Reviewed on Apr 12, 2025

Hyatt Place Virginia Beach / Oceanfront
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 $149 per night from Apr 20 to Apr 21
$149
includes taxes & fees
Apr 20 - Apr 21
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! (2,081 reviews)
"Return trip. Have stayed many times at this hotel now. Great location. Clean. Helpful and friendly staff. Plenty of parking and ease of parking is a huge plus. Decent breakfast options available. Have not used pool but nice to have available and hotel called me to advise it would be closed one day ..."

Reviewed on Apr 11, 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 $113 per night from May 1 to May 2
$113
includes taxes & fees
May 1 - May 2
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! (1,470 reviews)
"Me encantó todo"

Reviewed on Apr 13, 2025

Wyndham Virginia Beach Oceanfront
Hilton Vacation Club Ocean Beach Club Virginia Beach
Hilton Vacation Club Ocean Beach Club Virginia Beach
3.5 out of 5
3401 Atlantic Ave, Virginia Beach, VA
The price is $149 per night from Apr 27 to Apr 28
$149
includes taxes & fees
Apr 27 - Apr 28
Stay at this 3.5-star beach hotel in Virginia Beach. Enjoy free WiFi, 2 indoor pools, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,010 reviews)
"Staff was very friendly and helpful. The room was clean and had ample space, and the bed was comfortable. The only negative was that there was no full length mirror in the room. Parking fee was included, however the garage was not attached to the hotel, so it was slightly inconvenient to walk from ..."

Reviewed on Apr 14, 2025

Hilton Vacation Club Ocean Beach Club Virginia Beach
Schooner Inn
Schooner Inn
2 out of 5
215 Atlantic Ave, Virginia Beach, VA
The price is $82 per night from Apr 16 to Apr 17
$82
includes taxes & fees
Apr 16 - Apr 17
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! (3,007 reviews)
"Great place! Would definitely recommend 👌"

Reviewed on Apr 12, 2025

Schooner Inn
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 $130 per night from Apr 17 to Apr 18
$130
includes taxes & fees
Apr 17 - Apr 18
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! (603 reviews)
"The room was very spacious."

Reviewed on Apr 7, 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 $110 per night from Apr 27 to Apr 28
$110
includes taxes & fees
Apr 27 - Apr 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! (1,003 reviews)
"Clean and comfortable!"

Reviewed on Apr 8, 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.