$87 Cheap flight deals from Chicago (CHI) to San Carlos (SJC)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Chicago to San Carlos

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 10 - Mon, Oct 20
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$372 Roundtrip, just found
$372
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to San Francisco Intl., returning Mon, Oct 20, priced at $372 just found
Sat, Oct 11 - Sat, Oct 18
ORD
O'Hare Intl.
OAK
Oakland Intl.
$408 Roundtrip, found 1 day ago
$408
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Oakland Intl., returning Sat, Oct 18, priced at $408 found 1 day ago
Fri, Oct 10 - Mon, Oct 20
MDW
Midway Intl.
SFO
San Francisco Intl.
$445 Roundtrip, just found
$445
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 10 from Midway Intl. to San Francisco Intl., returning Mon, Oct 20, priced at $445 just found
Fri, Oct 10 - Mon, Oct 13
ORD
O'Hare Intl.
SJC
Norman Y. Mineta San Jose Intl.
$465 Roundtrip, found 1 hour ago
$465
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Oct 13, priced at $465 found 1 hour ago

Airfares from $87 One Way, $175 Round Trip from Chicago to San Carlos

Prices starting at $175 for return flights and $87 for one-way flights to San Carlos were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Nov 5 - Thu, Nov 13
ORD
Chicago
SFO
San Francisco
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Nov 5 from Chicago to San Francisco, returning Thu, Nov 13, priced at $175 found 5 days ago
Thu, Oct 23 - Sun, Oct 26
MDW
Chicago
SFO
San Francisco
$179 Roundtrip, found 3 days ago
$179
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Chicago to San Francisco, returning Sun, Oct 26, priced at $179 found 3 days ago
Wed, Nov 5 - Tue, Nov 11
ORD
Chicago
SFO
San Francisco
$223 Roundtrip, just found
$223
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Nov 5 from Chicago to San Francisco, returning Tue, Nov 11, priced at $223 just found
Tue, Dec 9 - Thu, Dec 11
ORD
Chicago
SFO
San Francisco
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Chicago to San Francisco, returning Thu, Dec 11, priced at $227 found 2 days ago
Tue, Feb 17 - Sat, Feb 21
ORD
Chicago
SFO
San Francisco
$239 Roundtrip, found 3 days ago
$239
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Feb 17 from Chicago to San Francisco, returning Sat, Feb 21, priced at $239 found 3 days ago

San Carlos economy flight packages

Price found within the past 48 hours. Click for updated prices.
Bay Landing San Francisco Airport Hotel
3.0-star property

Bay Landing San Francisco Airport Hotel

9/10 Wonderful! (4,556 reviews)

Nov 13 - Nov 17

4 night stay

Chicago (CHI) to San Francisco (SFO)

Alaska Airlines • Non-stop • Coach

San Francisco (SFO) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $664, price is now $420 per person
$420
per person
found 1 day ago
Beautiful location. Lovely walking path. Great breakfast. Clean, safe, friendly staff.

Reviewed on Sep 22, 2025

1 Hotel San Francisco
5.0-star property

1 Hotel San Francisco

9.2/10 Wonderful! (450 reviews)

Nov 13 - Nov 17

4 night stay

Chicago (CHI) to San Francisco (SFO)

Alaska Airlines • Non-stop • Coach

San Francisco (SFO) to Chicago (CHI)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,740, price is now $1,076 per person
$1,076
per person
found 1 day ago
Excellent hotel in a great location

Reviewed on Sep 23, 2024

Vinarosa Resort & Spa
4.0-star property

Vinarosa Resort & Spa

9.4/10 Exceptional! (769 reviews)

Nov 9 - Nov 12

3 night stay

Chicago (ORD) to San Francisco (SFO)

United • Coach

San Francisco (SFO) to Chicago (ORD)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,043, price is now $668 per person
$668
per person
found 15 hours ago
It is a stunning resort. Rooms are gorgeous, the grounds are beautiful, and tge public spaces are spectacular.

Reviewed on May 27, 2024

Don't see what you're looking for?
See all available trips from Chicago to San Carlos
View all trips

More About Flying To San Carlos from Chicago

Route Information for Flights from Chicago to San Carlos

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SJC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to San Carlos

Whether you want to book cheap flights from Chicago to San Carlos or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Chicago to San Carlos flights.

Make the Most of Your Vacation

Not only does Orbitz have cheap deals for Chicago to San Carlos flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in San Carlos.

Planning on the Go

Book your flights from Chicago to San Carlos wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Chicago to San Carlos flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.

Craft Your Perfect Vacation

Orbitz takes the stress out of vacation planning with great deals on flights from Chicago to San Carlos, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.

Keep Informed With Orbitz

With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Chicago to San Carlos flights. The alerts can be sent straight to your mobile phone or email.

More Destinations

More Destinations

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.