Cheap Flights to San Benito County from ￥24,250

View ￥24,250 flight on Tue, May 5, 2026Opens in a new window

Flight 1

Flight 2

Popular airlines to San Benito County

  • Alaska Airlines

  • American Airlines

  • Delta

  • Frontier Airlines

  • United

  • JetBlue Airways

  • Southwest Airlines

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 40% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to San Benito County?

Prices were available within the past 7 days and start at ￥24,250 for one-way flights and ￥51,840 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Sat, May 30 - Mon, Jun 15
ORD
Chicago
MRY
Monterey
￥51,840 Roundtrip, found 9 hours ago
￥51,840
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Sat, May 30 from Chicago to Monterey, returning Mon, Jun 15, priced at ￥51,840 found 9 hours ago
Alaska Airlines
Fri, Sep 25 - Sat, Sep 26
ORD
Chicago
MRY
Monterey
￥55,380 Roundtrip, found 9 hours ago
￥55,380
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Fri, Sep 25 from Chicago to Monterey, returning Sat, Sep 26, priced at ￥55,380 found 9 hours ago
Alaska Airlines
Fri, Sep 25 - Sat, Sep 26
ORD
Chicago
MRY
Monterey
￥56,230 Roundtrip, found 9 hours ago
￥56,230
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Fri, Sep 25 from Chicago to Monterey, returning Sat, Sep 26, priced at ￥56,230 found 9 hours ago
Alaska Airlines
Wed, May 6 - Thu, May 28
ORD
Chicago
MRY
Monterey
￥57,430 Roundtrip, found 9 hours ago
￥57,430
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Wed, May 6 from Chicago to Monterey, returning Thu, May 28, priced at ￥57,430 found 9 hours ago
Alaska Airlines
Wed, May 6 - Wed, May 27
ORD
Chicago
MRY
Monterey
￥59,900 Roundtrip, found 9 hours ago
￥59,900
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Wed, May 6 from Chicago to Monterey, returning Wed, May 27, priced at ￥59,900 found 9 hours ago
Alaska Airlines
Tue, Sep 22 - Sun, Oct 4
ORD
Chicago
MRY
Monterey
￥60,970 Roundtrip, found 9 hours ago
￥60,970
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Tue, Sep 22 from Chicago to Monterey, returning Sun, Oct 4, priced at ￥60,970 found 9 hours ago
American Airlines
Thu, Sep 3 - Sat, Sep 19
ORD
Chicago
MRY
Monterey
￥69,790 Roundtrip, found 9 hours ago
￥69,790
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Sep 3 from Chicago to Monterey, returning Sat, Sep 19, priced at ￥69,790 found 9 hours ago
United
Wed, Jul 29 - Sat, Aug 15
ORD
Chicago
MRY
Monterey
￥72,550 Roundtrip, found 9 hours ago
￥72,550
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Jul 29 from Chicago to Monterey, returning Sat, Aug 15, priced at ￥72,550 found 9 hours ago
Japan Airlines
Tue, May 26 - Fri, Jun 12
NRT
Tokyo
MRY
Monterey
￥280,710 Roundtrip, found 5 days ago
￥280,710
Roundtrip
found 5 days ago
Select Japan Airlines flight, departing Tue, May 26 from Tokyo to Monterey, returning Fri, Jun 12, priced at ￥280,710 found 5 days ago
Air Canada
Fri, Aug 14 - Fri, Aug 21
NRT
Tokyo
MRY
Monterey
￥312,680 Roundtrip, found 1 day ago
￥312,680
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Aug 14 from Tokyo to Monterey, returning Fri, Aug 21, priced at ￥312,680 found 1 day ago

Trending flights to San Benito County

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Aug 14 - Fri, Aug 21
NRT
Tokyo
MRY
Monterey
￥116,180 Roundtrip, found 1 day ago
￥116,180
Roundtrip
found 1 day ago
Select United flight, departing Fri, Aug 14 from Tokyo to Monterey, returning Fri, Aug 21, priced at ￥116,180 found 1 day ago

Frequently asked questions

How do I find cheap flights to San Benito County that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Simply enter your travel dates, click "Search," then tick the box under the "Flexible change policies" heading (left-hand side of your screen). Expedia makes it easy to find flexible, cheap fares to San Benito County.
Which airlines fly to San Benito County?
Work out your vacation dates and then take off towards San Benito County with one of these top airlines:

  • United Airlines - 151 flights to or near San Benito County each month, including 151 flights to Monterey Peninsula Airport (MRY) per month.
  • American Airlines - 147 flights to or near San Benito County each month, including 147 flights to Monterey Peninsula Airport (MRY) per month.
  • Alaska Airlines - 52 flights to or near San Benito County each month, including 52 flights to Monterey Peninsula Airport (MRY) per month.

How can I find cheap tickets to San Benito County?
In the last seven days, ￥51,840 was the best price for a flight to San Benito County. If you'd love to save even more, book well ahead of time and be flexible with your travel dates. Search for your journey to San Benito County, then check out prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to San Benito County?
One-way flights departing from Chicago (ORD) sold for as low as ￥24,250 in the last seven days. During this time, the price of a return ticket to San Benito County varied between ￥51,840 and ￥312,680. If you spot a good deal, book fast — these fares don't hang around for long.
What are the most popular airports to fly into in San Benito County?
Start arranging your San Benito County journey by booking a ticket on one of the 360 flights a month to Monterey Peninsula Airport (MRY). This is the region's principal gateway.
How much is a plane ticket to San Benito County?
In the last seven days, fares cost between ￥51,840 and ￥312,680. Browse through our amazing deals to San Benito County, make a booking and then start packing your bags.
What is the best time to go to San Benito County?
Summer begins June 20 in the Northern Hemisphere, and these warmer months are a terrific time to tour the thrilling San Benito County city of Hollister. Average temperatures range between 50ºF and 90ºF across the season. The largest crowds flock here in February, March and October.
What months are the cheapest to book a flight to San Benito County?
February is a good month to grab an impressive deal to San Benito County. Bear in mind that the most expensive time to make a purchase in the U.S. Isn't during the peak of summer, but the month of December.

Explore a world of travel with Expedia

*Available to Expedia members.