Cheap Flights to Chesapeake from $29
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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 $58 and $29 for one-way flights to Chesapeake for the period specified. Prices and availability are subject to change. Additional terms apply
MCO
Orlando Intl.
ORF
Norfolk Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DFW | Norfolk | January 31 to February 2 | $110 |
| BOS | Norfolk | January 10 to January 16 | $130 |
| DEN | Norfolk | February 23 to February 27 | $158 |
| MCO | Newport News | January 15 to January 19 | $162 |
| LAX | Norfolk | March 7 to March 9 | $192 |
| BOS | Newport News | January 2 to January 7 | $210 |
| SEA | Norfolk | January 28 to February 7 | $236 |
| TPA | Newport News | February 27 to February 28 | $373 |
| ATL | Newport News | December 23 to December 29 | $399 |
| JAX | Newport News | February 15 to February 18 | $420 |
| DEN | Newport News | January 1 to January 8 | $460 |
| LAX | Newport News | December 25 to January 8 | $521 |
| DFW | Newport News | December 30 to January 2 | $555 |
| SAN | Newport News | December 18 to December 25 | $658 |
| SEA | Newport News | December 24 to January 1 | $779 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MCO | Norfolk | December 14 to December 15 | $157 |
| TPA | Norfolk | December 13 to December 14 | $178 |
| BOS | Norfolk | December 13 to December 15 | $215 |
| JAX | Norfolk | December 14 to January 12 | $247 |
| MCO | Newport News | December 12 to December 14 | $277 |
| DEN | Norfolk | December 12 to December 20 | $298 |
| DFW | Norfolk | December 13 to December 15 | $299 |
| JAX | Newport News | December 13 to December 17 | $465 |
| LAX | Newport News | December 12 to January 4 | $536 |
| DEN | Newport News | December 13 to December 24 | $621 |
| LAX | Norfolk | December 12 to January 4 | $666 |
| CLD | Newport News | December 13 to December 16 | $673 |
| ATL | Newport News | December 12 to December 19 | $687 |
| SEA | Newport News | December 13 to December 16 | $698 |
| SEA | Norfolk | December 12 to December 13 | $834 |
Chesapeake Flight Information
Traveling to | Chesapeake |
|---|---|
Lowest Price | $58 |
Number of Airlines Serving | |
Airlines Serving | Spirit Airlines, Frontier Airlines |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Chesapeake Accommodation Deals
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
$67 nightly
The price is $79 total per night from Dec 14 to Dec 15
$79 total
Dec 14 - Dec 15
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 ...
8.4/10 Very Good! (1,005 reviews)
The room was clean and a great deal for the cost!
Reviewed on Dec 9, 2025
WoodSpring Suites Chesapeake - Norfolk South
137 Kempsville Rd Chesapeake VA
$69 nightly
The price is $81 total per night from Dec 11 to Dec 12
$81 total
Dec 11 - Dec 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 (651 reviews)
Room was ok, clean. The biggest complain is outside noise. Could hear every vehicle and emergency ambulances going by. Two nights of broken sleep
Reviewed on Nov 10, 2025
Comfort Inn & Suites Chesapeake - Portsmouth
3355 S Military Hwy Chesapeake VA
$73 nightly
The price is $86 total per night from Dec 17 to Dec 18
$86 total
Dec 17 - Dec 18
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 (940 reviews)
The front desk clerk was very kind and friendly.
Reviewed on Nov 9, 2025
Save an average of 15% on thousands of hotels when you're signed in
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr Chesapeake VA
$75 nightly
The price is $88 total per night from Dec 14 to Dec 15
$88 total
Dec 14 - Dec 15
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! (1,000 reviews)
El
Reviewed on Nov 14, 2025
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
1565 Crossways Blvd Chesapeake VA
$89 nightly
The price is $104 total per night from Dec 21 to Dec 22
$104 total
Dec 21 - Dec 22
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
Hyatt Place Chesapeake
709 Eden Way N Chesapeake VA
$88 nightly
The price is $103 total per night from Jan 4 to Jan 5
$103 total
Jan 4 - Jan 5, 2026
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! (1,002 reviews)
Property is safe, good location.
Reviewed on Dec 10, 2025
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
1454 Crossways Boulevard Chesapeake VA
$83 nightly
The price is $97 total per night from Dec 28 to Dec 29
$97 total
Dec 28 - Dec 29
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! (1,005 reviews)
Overall the room was nice. There was one inconvenient with one of the two elevators that went out of service
Reviewed on Dec 5, 2025
Red Roof Inn Chesapeake Conference Center
724 Woodlake Dr Chesapeake VA
$75 nightly
The price is $88 total per night from Dec 14 to Dec 15
$88 total
Dec 14 - Dec 15
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! (1,000 reviews)
El
Reviewed on Nov 14, 2025
Hyatt Place Chesapeake
709 Eden Way N Chesapeake VA
$88 nightly
The price is $103 total per night from Jan 4 to Jan 5
$103 total
Jan 4 - Jan 5, 2026
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! (1,002 reviews)
Property is safe, good location.
Reviewed on Dec 10, 2025
Save an average of 15% on thousands of hotels when you're signed in
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
$67 nightly
The price is $79 total per night from Dec 14 to Dec 15
$79 total
Dec 14 - Dec 15
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 ...
8.4/10 Very Good! (1,005 reviews)
The room was clean and a great deal for the cost!
Reviewed on Dec 9, 2025
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
709 Eden Way N Chesapeake VA
$88 nightly
The price is $103 total per night from Jan 4 to Jan 5
$103 total
Jan 4 - Jan 5, 2026
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! (1,002 reviews)
Property is safe, good location.
Reviewed on Dec 10, 2025
Comfort Suites Chesapeake - Norfolk
1550 Crossways Blvd Chesapeake VA
$67 nightly
The price is $79 total per night from Dec 14 to Dec 15
$79 total
Dec 14 - Dec 15
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 ...
8.4/10 Very Good! (1,005 reviews)
The room was clean and a great deal for the cost!
Reviewed on Dec 9, 2025
SpringHill Suites by Marriott Chesapeake Greenbrier
1446 Crossways Blvd Chesapeake VA
$83 nightly
The price is $97 total per night from Dec 28 to Dec 29
$97 total
Dec 28 - Dec 29
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)
Room was clean, staff was fantastic always willing to help when needed.
Reviewed on Dec 6, 2025
Save an average of 15% on thousands of hotels when you're signed in
Aloft Chesapeake
1454 Crossways Boulevard Chesapeake VA
$83 nightly
The price is $97 total per night from Dec 28 to Dec 29
$97 total
Dec 28 - Dec 29
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! (1,005 reviews)
Overall the room was nice. There was one inconvenient with one of the two elevators that went out of service
Reviewed on Dec 5, 2025
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.
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See all available trips from Sioux Falls to Chesapeake
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Economy
Norfolk, Virginia, USA
$32
$102 total
found 2 days ago
Special
Norfolk, Virginia, USA
$33
$104 total
found 2 days ago
Compact
Norfolk, Virginia, USA
$33
$104 total
found 2 days ago
Midsize
Norfolk, Virginia, USA
$36
$111 total
found 2 days ago
Lowest prices found within the past 2 days. 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.
More Ways To Wander
Chesapeake Hotels
Find the perfect hotel after your flight
Chesapeake Vacation Rentals
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Chesapeake Car Rentals
Affordable cars to get you around town
Chesapeake Vacations
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Things to do in Chesapeake
Activities, attractions and tours
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