Cheap Flights to Chesapeake from $25

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How Much Does it Cost To Fly To Chesapeake?

The cheapest prices found with in the last 7 days for return flights were $51 and $25 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCONorfolkFebruary 5 to February 8$59
ATLNorfolkFebruary 4 to February 9$98
JAXNorfolkJanuary 30 to February 6$102
BOSNorfolkApril 1 to April 1$156
MCONewport NewsJanuary 30 to February 2$161
BOSNewport NewsMarch 4 to March 17$212
ATLNewport NewsMarch 24 to April 1$256
SANNorfolkFebruary 18 to March 11$279
TPANewport NewsMarch 31 to April 7$363
JAXNewport NewsFebruary 6 to February 14$366
DENNewport NewsApril 8 to April 11$381
LAXNewport NewsFebruary 19 to February 23$394
SEANewport NewsFebruary 11 to February 17$412
CLDNewport NewsFebruary 17 to March 4$469
DFWNewport NewsApril 17 to April 24$541
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONorfolkJanuary 17 to February 1$112
ATLNorfolkJanuary 16 to January 19$149
DFWNorfolkJanuary 18 to January 29$176
TPANorfolkJanuary 16 to January 18$196
BOSNorfolkJanuary 18 to January 25$201
DENNorfolkJanuary 17 to January 22$204
JAXNorfolkJanuary 16 to January 23$205
SEANorfolkJanuary 18 to January 27$298
LAXNorfolkJanuary 18 to January 19$369
SANNorfolkJanuary 17 to January 25$412
JAXNewport NewsJanuary 17 to January 19$463
SEANewport NewsJanuary 17 to January 24$501
LAXNewport NewsJanuary 16 to January 18$534
*Prices include taxes and fees

Chesapeake Flight Information

Traveling to
Chesapeake
Lowest Price
$51
Number of Airlines Serving
Airlines Serving
JetBlue Airways, Spirit Airlines, Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Chesapeake Accommodation Deals

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
$70 nightly
The price is $82 total per night from Jan 12 to Jan 13
$82 total
Jan 12 - Jan 13
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,000 reviews)
Everything great. Jenny amazing at check in. Only thing the pillows were too small and uncomfortable

Reviewed on Jan 7, 2026

Opens in a new windowComfort Suites Chesapeake - Norfolk
WoodSpring Suites Chesapeake - Norfolk South

WoodSpring Suites Chesapeake - Norfolk South

2.5 out of 5
137 Kempsville Rd Chesapeake VA
$69 nightly
The price is $81 total per night from Jan 11 to Jan 12
$81 total
Jan 11 - Jan 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our ...
5.8/10 (655 reviews)
Staff was really welcoming and nice.. I plan on returning.

Reviewed on Dec 8, 2025

Opens in a new windowWoodSpring Suites Chesapeake - Norfolk South
Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth

2.5 out of 5
3355 S Military Hwy Chesapeake VA
$73 nightly
The price is $86 total per night from Jan 15 to Jan 16
$86 total
Jan 15 - Jan 16
Total with taxes and fees
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 ...
6.2/10 (946 reviews)
The room was very comfortable upon arrival. The staff was very polite during check in and check out

Reviewed on Jan 4, 2026

Opens in a new windowComfort Inn & Suites Chesapeake - Portsmouth
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr Chesapeake VA
$75 nightly
The price is $88 total per night from Jan 13 to Jan 14
$88 total
Jan 13 - Jan 14
Total with taxes and fees
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (1,003 reviews)
The hotel was great

Reviewed on Jan 3, 2026

Opens in a new windowRed Roof Inn Chesapeake Conference Center
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.

Our Top Chesapeake with Airport Shuttles

Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier

3 out of 5
1565 Crossways Blvd Chesapeake VA
$102 nightly
The price is $119 total per night from Feb 1 to Feb 2
$119 total
Feb 1 - Feb 2
Total with taxes and fees
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! (652 reviews)
Quick trip on our way to the beach. Very friendly staff. Would stay here again.

Reviewed on Aug 24, 2025

Opens in a new windowHilton Garden Inn Chesapeake/Greenbrier
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N Chesapeake VA
$88 nightly
The price is $103 total per night from Jan 18 to Jan 19
$103 total
Jan 18 - Jan 19
Total with taxes and fees
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! (1,001 reviews)
The staff were amazing! The room was very clean for the most part. Just no venting machines

Reviewed on Jan 7, 2026

Opens in a new windowHyatt 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.

Luxury Hotels in Chesapeake

Aloft Chesapeake

Aloft Chesapeake

3 out of 5
1454 Crossways Boulevard Chesapeake VA
$91 nightly
The price is $107 total per night from Jan 25 to Jan 26
$107 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,007 reviews)
Having been to the Aloft in Dallas had hoped for similarly modern and unkept hotel. This felt a bit rundown and the staff (with the exception of the bar) seemed barely present and helpful.

Reviewed on Jan 4, 2026

Opens in a new windowAloft Chesapeake
Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center

2 out of 5
724 Woodlake Dr Chesapeake VA
$75 nightly
The price is $88 total per night from Jan 13 to Jan 14
$88 total
Jan 13 - Jan 14
Total with taxes and fees
Stay at this hotel in Chesapeake. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (1,003 reviews)
The hotel was great

Reviewed on Jan 3, 2026

Opens in a new windowRed Roof Inn Chesapeake Conference Center
Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N Chesapeake VA
$88 nightly
The price is $103 total per night from Jan 18 to Jan 19
$103 total
Jan 18 - Jan 19
Total with taxes and fees
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! (1,001 reviews)
The staff were amazing! The room was very clean for the most part. Just no venting machines

Reviewed on Jan 7, 2026

Opens in a new windowHyatt Place Chesapeake
Save an average of 15% on thousands of hotels when you're signed in
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
$70 nightly
The price is $82 total per night from Jan 12 to Jan 13
$82 total
Jan 12 - Jan 13
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,000 reviews)
Everything great. Jenny amazing at check in. Only thing the pillows were too small and uncomfortable

Reviewed on Jan 7, 2026

Opens in a new windowComfort Suites Chesapeake - Norfolk
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.

Family Friendly Hotels in Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake

3 out of 5
709 Eden Way N Chesapeake VA
$88 nightly
The price is $103 total per night from Jan 18 to Jan 19
$103 total
Jan 18 - Jan 19
Total with taxes and fees
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! (1,001 reviews)
The staff were amazing! The room was very clean for the most part. Just no venting machines

Reviewed on Jan 7, 2026

Opens in a new windowHyatt Place Chesapeake
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

2.5 out of 5
1550 Crossways Blvd Chesapeake VA
$70 nightly
The price is $82 total per night from Jan 12 to Jan 13
$82 total
Jan 12 - Jan 13
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,000 reviews)
Everything great. Jenny amazing at check in. Only thing the pillows were too small and uncomfortable

Reviewed on Jan 7, 2026

Opens in a new windowComfort Suites Chesapeake - Norfolk
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

3 out of 5
1446 Crossways Blvd Chesapeake VA
$91 nightly
The price is $107 total per night from Jan 25 to Jan 26
$107 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,005 reviews)
Love the hotel highly recommended

Reviewed on Jan 3, 2026

Opens in a new windowSpringHill Suites by Marriott Chesapeake Greenbrier
Save an average of 15% on thousands of hotels when you're signed in
Aloft Chesapeake

Aloft Chesapeake

3 out of 5
1454 Crossways Boulevard Chesapeake VA
$91 nightly
The price is $107 total per night from Jan 25 to Jan 26
$107 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesapeake. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,007 reviews)
Having been to the Aloft in Dallas had hoped for similarly modern and unkept hotel. This felt a bit rundown and the staff (with the exception of the bar) seemed barely present and helpful.

Reviewed on Jan 4, 2026

Opens in a new windowAloft 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.

Best Chesapeake Flight and Hotel Packages

Chesapeake flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Pamlico Station Edgecamp
Sanderling Resort Residences
Hilton Norfolk The Main
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Need a Car For After Your Flight?

Lowest prices found within the past 16 hours. Prices and availability subject to change. Additional terms may apply.

Flights To Chesapeake

If a peaceful getaway is what you're seeking, you'll find it in historic Chesapeake, Virginia. Flights to Chesapeake land at the nearby Norfolk International Airport (ORF), in the heart of Virginia's coastal area, putting you in the perfect setting for laid-back family vacations or romantic getaway packages in Chesapeake. From beach lovers to history lovers to food lovers, this low-key locale has something for everyone to enjoy.

Transportation from ORF

The Coastal Virginia region is served by Norfolk International Airport, located 16 miles northeast of Chesapeake. By using one of several ground transportation options at ORF, you can easily reach your hotel and area attractions. Book reservations before traveling for airport shuttle service between Norfolk International and Chesapeake, or arrange for a rental car with one of the on-site car rental agencies, located near baggage claim below the terminal lobby. Taxi service is available outside the baggage claim lobby. If you're staying near ORF, check the reservation kiosks in the arrivals terminal for information regarding shuttle service from area hotels.

Enter Virginia's Gateway to Fun

Let Chesapeake be your home base for your Virginia vacation. Centrally located in the Coastal Virginia area, you'll have easy access to Chesapeake Bay and the Atlantic Ocean. Spend a day at the lush Great Dismal Swamp Wildlife Refuge hiking, biking, and watching wildlife, or fishing and boating on Lake Drummond. Learn more about the Commonwealth of Virginia when you visit historic American landmarks and attractions such as Colonial Williamsburg and Nauticus battleship tours. Wrap up a busy day of sightseeing and museum hopping with a sunset sail on Elizabeth River and a soul food feast at one of Chesapeake's favorite locally owned diners.

Ready to stay and play? Travelocity will help you find great deals on hotels in Chesapeake. Get mobile exclusive deals on the Travelocity app and save instantly on Chesapeake flights and hotels. Book your Chesapeake tickets now and you'll soon find out why they say Virginia is for lovers.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.