Search Cheap Flights to
Chesapeake

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chesapeake Flights as Low as $70

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

Spirit Airlines
Tue, Jun 3 - Thu, Jun 5
MCO
Orlando Intl.
ORF
Norfolk Intl.
$70 Roundtrip, found 4 days ago
$70
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Orlando Intl. to Norfolk Intl., returning Thu, Jun 5, priced at $70 found 4 days ago
Frontier Airlines
Thu, May 29 - Thu, Jun 5
MCO
Orlando Intl.
ORF
Norfolk Intl.
$82 Roundtrip, found 4 days ago
$82
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, May 29 from Orlando Intl. to Norfolk Intl., returning Thu, Jun 5, priced at $82 found 4 days ago
American Airlines
Tue, Jun 24 - Fri, Jun 27
DFW
Dallas-Fort Worth Intl.
ORF
Norfolk Intl.
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jun 24 from Dallas-Fort Worth Intl. to Norfolk Intl., returning Fri, Jun 27, priced at $140 found 5 days ago
Delta
Sat, Jun 7 - Thu, Jun 12
CMH
John Glenn Columbus Intl.
ORF
Norfolk Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Jun 7 from John Glenn Columbus Intl. to Norfolk Intl., returning Thu, Jun 12, priced at $147 found 3 days ago
Bargain Flight
Wed, Sep 17 - Tue, Sep 23
BOS
Logan Intl.
ORF
Norfolk Intl.
$167 Roundtrip, found 13 hours ago
$167
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Wed, Sep 17 from Logan Intl. to Norfolk Intl., returning Tue, Sep 23, priced at $167 found 13 hours ago
JetBlue Airways
Mon, Sep 15 - Tue, Sep 23
BOS
Logan Intl.
ORF
Norfolk Intl.
$167 Roundtrip, found 13 hours ago
$167
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Logan Intl. to Norfolk Intl., returning Tue, Sep 23, priced at $167 found 13 hours ago
Delta
Wed, Sep 17 - Tue, Sep 23
BOS
Logan Intl.
ORF
Norfolk Intl.
$167 Roundtrip, found 13 hours ago
$167
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Sep 17 from Logan Intl. to Norfolk Intl., returning Tue, Sep 23, priced at $167 found 13 hours ago
Frontier Airlines
Sat, Sep 6 - Thu, Sep 11
BUF
Buffalo Niagara Intl.
ORF
Norfolk Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Buffalo Niagara Intl. to Norfolk Intl., returning Thu, Sep 11, priced at $170 found 1 day ago
Bargain Flight
Fri, May 30 - Mon, Jun 2
CLE
Hopkins Intl.
ORF
Norfolk Intl.
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, May 30 from Hopkins Intl. to Norfolk Intl., returning Mon, Jun 2, priced at $172 found 1 day ago
Breeze Airways
Sat, Jun 7 - Thu, Jun 12
CMH
John Glenn Columbus Intl.
ORF
Norfolk Intl.
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jun 7 from John Glenn Columbus Intl. to Norfolk Intl., returning Thu, Jun 12, priced at $183 found 3 days ago
American Airlines
Tue, May 20 - Tue, May 27
MCO
Orlando Intl.
PHF
Newport News - Williamsburg Intl.
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 20 from Orlando Intl. to Newport News - Williamsburg Intl., returning Tue, May 27, priced at $216 found 3 days ago
Delta
Tue, Jun 10 - Wed, Jun 18
DAL
Love Field
ORF
Norfolk Intl.
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jun 10 from Love Field to Norfolk Intl., returning Wed, Jun 18, priced at $237 found 5 days ago
Spirit Airlines
Thu, Jul 10 - Wed, Jul 16
STL
Lambert-St. Louis Intl.
ORF
Norfolk Intl.
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Jul 10 from Lambert-St. Louis Intl. to Norfolk Intl., returning Wed, Jul 16, priced at $271 found 1 day ago
American Airlines
Sat, Jun 7 - Tue, Jun 10
ROA
Roanoke Regional
ORF
Norfolk Intl.
$284 Roundtrip, found 22 hours ago
$284
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Sat, Jun 7 from Roanoke Regional to Norfolk Intl., returning Tue, Jun 10, priced at $284 found 22 hours ago
American Airlines
Sat, Aug 23 - Wed, Sep 3
BUF
Buffalo Niagara Intl.
PHF
Newport News - Williamsburg Intl.
$307 Roundtrip, found 18 hours ago
$307
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Aug 23 from Buffalo Niagara Intl. to Newport News - Williamsburg Intl., returning Wed, Sep 3, priced at $307 found 18 hours ago
American Airlines
Thu, May 29 - Sat, May 31
ERI
Erie Intl.
ORF
Norfolk Intl.
$407 Roundtrip, found 19 hours ago
$407
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Thu, May 29 from Erie Intl. to Norfolk Intl., returning Sat, May 31, priced at $407 found 19 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 June, 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 $70, 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 $70 right now, why wait?

Chesapeake Flight Information
Destination airport
Norfolk Intl.
Destination airport IATA code
ORF
Roundtrip price
$69

Last Minute Hotel Deals in Chesapeake

Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 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 ...
8/10 Very Good! (1,005 reviews)
"The room was spacious and pool area was clean The staff was very friendly."

Reviewed on May 9, 2025

Get rates
Wingate by Wyndham Chesapeake
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 free parking. Our guests praise the breakfast and the helpful staff in ...
8/10 Very Good! (2,116 reviews)
"Nice full breakfast and very comfortable rooms. Not sure how you call it a suite when it is only one room though."

Reviewed on May 12, 2025

Get rates
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
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! (1,483 reviews)
"It was very nice. I would have liked to go in the pool early in the morning. Since there were never any lifeguards, why limit the hours?"

Reviewed on May 9, 2025

Get rates
Wyndham 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
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! (1,211 reviews)
"My wife and I loved everything about the property. We really enjoyed the service at the restaurant from Paul and Kevin! The rooms and common spaces were extremely clean and as pictured. The only thing we felt was the parking. The staff was kind and friendly as well although when we walked in the ..."

Reviewed on May 9, 2025

Get rates
Delta Hotels by Marriott Virginia Beach Waterfront
Hyatt Place Virginia Beach / Oceanfront
Hyatt Place Virginia Beach / Oceanfront
3 out of 5
3601 ATLANTIC AVENUE, 36TH AND ATLANTIC, Virginia Beach, VA
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! (1,841 reviews)
"We came for a weekend in Virginia Beach and everything was great! Check-in and valet were easy and we were able to walk to multiple places. We would definitely come back."

Reviewed on May 12, 2025

Get rates
Hyatt Place Virginia Beach / Oceanfront
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 ...
8/10 Very Good! (1,011 reviews)
Will stay here again!
"Just a wknd trip with the girls. Everyone was super nice and very attentive. Great local recommendations. Close to everything! We will definitely stay here next time we come!"

Reviewed on May 11, 2025

Get rates
Surfbreak Virginia Beach Oceanfront, Ascend Hotel Collection
Schooner Inn
Schooner Inn
2 out of 5
215 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 and the convenient ...
8.6/10 Excellent! (3,059 reviews)
"Always likes staying there big rooms and prices right"

Reviewed on May 10, 2025

Get rates
Schooner Inn
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! (1,005 reviews)
"I love everything about my stay,cant wait ti return"

Reviewed on May 6, 2025

Get rates
Hilton Virginia Beach Oceanfront
See all 3,376 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! (609 reviews)
"A dog was barking for a while but the manger Bryan address the issue"

Reviewed on May 11, 2025

Get rates
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! (1,002 reviews)
"T"

Reviewed on May 9, 2025

Get rates
Hyatt Place Chesapeake
See all 3,376 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.