$134 Cheap flight deals from San Antonio (SAT) to Chesapeake (PHF)

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Airfares from $134 One Way, $400 Round Trip from San Antonio to Chesapeake

Prices starting at $400 for return flights and $134 for one-way flights to Chesapeake were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 17 - Sat, Nov 21
SAT
San Antonio
ORF
Norfolk
$400 Roundtrip, found 4 days ago
$400
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from San Antonio to Norfolk, returning Sat, Nov 21, priced at $400 found 4 days ago
Tue, Nov 17 - Sat, Nov 21
SAT
San Antonio
ORF
Norfolk
$406 Roundtrip, found 4 days ago
$406
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Nov 17 from San Antonio to Norfolk, returning Sat, Nov 21, priced at $406 found 4 days ago
Tue, Nov 17 - Sat, Nov 21
SAT
San Antonio
ORF
Norfolk
$411 Roundtrip, found 4 days ago
$411
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from San Antonio to Norfolk, returning Sat, Nov 21, priced at $411 found 4 days ago
Tue, Nov 17 - Sat, Nov 21
SAT
San Antonio
ORF
Norfolk
$412 Roundtrip, found 4 days ago
$412
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from San Antonio to Norfolk, returning Sat, Nov 21, priced at $412 found 4 days ago
Tue, Nov 17 - Sat, Nov 21
SAT
San Antonio
ORF
Norfolk
$417 Roundtrip, found 4 days ago
$417
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Nov 17 from San Antonio to Norfolk, returning Sat, Nov 21, priced at $417 found 4 days ago

Chesapeake economy flight packages

Price found within the past 48 hours. Click for updated prices.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0-star property

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

8.2/10 Very Good! (1,380 reviews)

Oct 16 - Oct 18

2 night stay

San Antonio (SAT) to Norfolk (ORF)

Southwest Airlines • Non-stop • Coach

Norfolk (ORF) to San Antonio (SAT)

American Airlines • Non-stop • Coach
Price was $683, price is now $597 per person
$597
per person
found 1 day ago

Boardwalk Resort and Villas
3.0-star property

Boardwalk Resort and Villas

8.8/10 Excellent! (1,018 reviews)

Oct 16 - Oct 18

2 night stay

San Antonio (SAT) to Norfolk (ORF)

Southwest Airlines • Non-stop • Coach

Norfolk (ORF) to San Antonio (SAT)

American Airlines • Non-stop • Coach
Price was $737, price is now $634 per person
$634
per person
found 1 day ago
Location was good. Hotel was clean. Front desk was very welcoming. My balcony was partial to oceanfront. In the near future I would choose a higher floor, so I don’t hear the outside traffic. Other than that it was great!

Reviewed on Aug 30, 2026

4BR Waterfront Penthouse Pool Views
2.0-star property

4BR Waterfront Penthouse Pool Views

No reviews

Oct 16 - Oct 18

2 night stay

San Antonio (SAT) to Norfolk (ORF)

Southwest Airlines • Non-stop • Coach

Norfolk (ORF) to San Antonio (SAT)

American Airlines • Non-stop • Coach
Price was $1,463, price is now $1,264 per person
$1,264
per person
found 1 day ago

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More About Flying To Chesapeake from San Antonio

Route Information for Flights from San Antonio to Chesapeake

Origin Airport IATA Code
SAT
Destination Airport IATA Code
PHF
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

San Antonio to Chesapeake

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.