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Chesapeake Flights as Low as $57
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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 March, 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 $57, 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 $57 right now, why wait?
Destination airport | Norfolk Intl. |
|---|---|
Destination airport IATA code | ORF |
Roundtrip price | $160 |
Last Minute Hotel Deals in Chesapeake

Wingate by Wyndham Chesapeake
You get what you pay for. There was food on the curtains and the mirror was dirty. Overall, the place is dated and smells it. The staff was very friendly.
Reviewed on Feb 20, 2026

Comfort Suites Chesapeake - Norfolk
Room was very clean and spacious. Everyone was very nice from front desk to breakfast and cleaning peraonnel. I did like the red velvet waffles w hearts for Valentines weekend. Its a continental.breakfast afterall Close to stores. Love pops diner. Id come back and do recommend. Area was tranquil
Reviewed on Feb 16, 2026

Fairfield Inn and Suites By Marriott Chesapeake
Room was clean, staff very friendly. Bed was soft. Bathroom clean . Will return
Reviewed on Feb 15, 2026

WoodSpring Suites Chesapeake - Norfolk South
We went in and looked around and left. The walls had like bullet holes in them with duck tape over the holes, there were no towels, the tub was filthy the place had an awful smell and there were roaches and spiders in the draws. NEVER AGAIN FOR ME!
Reviewed on Feb 18, 2026

Holiday Inn Va Beach-Oceanside (21st St) by IHG
Great staff and location
Reviewed on Feb 16, 2026

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Everything was very nice
Reviewed on Feb 20, 2026

Hilton Vacation Club Ocean Beach Club Virginia Beach
Hotel needs a big upgrade. The beds are not comfortable.
Reviewed on Feb 20, 2026

Hilton Vacation Club Oceanaire Virginia Beach
Wonderful stay! Room was spacious, clean, and full of all the amenities. Will definitely return.
Reviewed on Feb 20, 2026
Top Hotels With Free Airport Shuttle

Hilton Garden Inn Chesapeake/Greenbrier
Room was spotless and staff was excellent!
Reviewed on Jan 15, 2026

Hyatt Place Chesapeake
A lot of bigotry coming from stacf
Reviewed on Feb 9, 2026
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