Find Chicago - Redwood City Flights from €78 (CHI - SJC)

Choose two or more items and save on your trip:

Many airlines offer flexible change policies

Selected fares from Chicago to Redwood City

The lowest prices found within the past 7 days from Chicago to Redwood City were €78 for one-way flights and €174 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 9 Aug - Sat, 9 Aug
ORD
O'Hare Intl.
SFO
San Francisco Intl.
€174 Return, found 19 hours ago
€174
Return
found 19 hours ago
Select American Airlines flight, departing Sat, 9 Aug from O'Hare Intl. to San Francisco Intl., returning Sat, 9 Aug, priced at €174 found 19 hours ago
Wed, 4 Jun - Wed, 11 Jun
ORD
O'Hare Intl.
SFO
San Francisco Intl.
€175 Return, found 1 day ago
€175
Return
found 1 day ago
Select American Airlines flight, departing Wed, 4 Jun from O'Hare Intl. to San Francisco Intl., returning Wed, 11 Jun, priced at €175 found 1 day ago
Sat, 24 May - Sat, 31 May
ORD
O'Hare Intl.
SFO
San Francisco Intl.
€223 Return, found 4 hours ago
€223
Return
found 4 hours ago
Select Delta flight, departing Sat, 24 May from O'Hare Intl. to San Francisco Intl., returning Sat, 31 May, priced at €223 found 4 hours ago
Sat, 24 May - Sat, 31 May
MDW
Midway Intl.
SFO
San Francisco Intl.
€226 Return, found 15 hours ago
€226
Return
found 15 hours ago
Select Delta flight, departing Sat, 24 May from Midway Intl. to San Francisco Intl., returning Sat, 31 May, priced at €226 found 15 hours ago
Sun, 25 May - Sat, 31 May
ORD
O'Hare Intl.
SFO
San Francisco Intl.
€238 Return, found 2 days ago
€238
Return
found 2 days ago
Select United flight, departing Sun, 25 May from O'Hare Intl. to San Francisco Intl., returning Sat, 31 May, priced at €238 found 2 days ago

Best Days To Fly From CHI to SJC

Car Hire offers in Redwood City

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Hotels in Redwood City

Good Nite Inn - Redwood City

Good Nite Inn - Redwood City

2.5 out of 5
485 Veterans Blvd, Redwood City, CA
Stay at this hotel in Redwood City. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,260 reviews)
"Clean great place to stay"

Reviewed on 19 Apr 2025

Good Nite Inn - Redwood City
Grand Bay Hotel San Francisco

Grand Bay Hotel San Francisco

4 out of 5
223 Twin Dolphin Dr, Redwood City, CA
Stay at this 4-star business-friendly hotel in Redwood City. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8/10 Very Good! (1,003 reviews)
"Convenient"

Reviewed on 18 Apr 2025

Grand Bay Hotel San Francisco
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St, San Francisco, CA
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the pool and ...
8.6/10 Excellent! (2,337 reviews)
"Nice location"

Reviewed on 23 Apr 2025

Handlery Union Square Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Sonesta Select San Francisco Airport Oyster Point Waterfront

Sonesta Select San Francisco Airport Oyster Point Waterfront

3 out of 5
1300 Veterans Blvd, South San Francisco, CA
Stay at this 3-star business-friendly hotel in South San Francisco. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the ...
8.4/10 Very Good! (1,437 reviews)
"Staff was friendly, checking in was fast room was Beautiful and clean"

Reviewed on 21 Apr 2025

Sonesta Select San Francisco Airport Oyster Point Waterfront
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
1550 Bayshore Hwy, Burlingame, CA
Stay at this 3-star business-friendly hotel in Burlingame. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
"It’s a very nice hotel that I would come back to stay again. The room and bathroom is big and spacious. The large walk in tile shower had double shower heads with great water pressure. I had a view of the bay overlooking the San Francisco airport. Right outside the property is a nice paved walkway ..."

Reviewed on 23 Apr 2025

Bay Landing San Francisco Airport Hotel
Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
450 Powell Street, San Francisco, CA
Stay at this 4-star historic hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,399 reviews)
"Place I Keep Coming Back To! This isn’t my first stay at this hotel, and it certainly won’t be my last. The interior design is unique and full of character, the location is perfect, and the staff are always friendly and welcoming. One of the biggest highlights for me is how flexible and guest-oriented ..."

Reviewed on 21 Apr 2025

Beacon Grand, A Union Square Hotel
Don't see what you're looking for?
See all available properties in Redwood City
View all properties
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.