
$70 Cheap flight deals from Chicago (CHI) to Redwood City (SJC)
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This Weekend's Flight Deals from Chicago to Redwood City
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.
Airfares from $70 One Way, $140 Round Trip from Chicago to Redwood City
Prices starting at $140 for return flights and $70 for one-way flights to Redwood City were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Redwood City economy flight packages

The Sofia Hotel
Jan 2 - Jan 9
Chicago (CHI) to San Diego (SAN)
San Diego (SAN) to Chicago (CHI)
Reviewed on Apr 14, 2025

Sand Castle Inn
Dec 18 - Dec 26
Chicago (CHI) to San Diego (SAN)
San Diego (SAN) to Chicago (CHI)
Reviewed on Nov 27, 2023

Margaritaville Hotel San Diego Gaslamp Quarter
Jan 2 - Jan 9
Chicago (CHI) to San Diego (SAN)
San Diego (SAN) to Chicago (CHI)
Reviewed on Oct 3, 2025
Redwood City packages with premium economy flights

The Sofia Hotel
Dec 14 - Dec 21
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
Reviewed on Apr 14, 2025

Margaritaville Hotel San Diego Gaslamp Quarter
Dec 14 - Dec 21
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
Reviewed on Oct 3, 2025

Hotel del Coronado, Curio Collection by Hilton
Dec 14 - Dec 21
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
Reviewed on Sep 16, 2025
More About Flying To Redwood City from Chicago
Route Information for Flights from Chicago to Redwood City
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SJC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Redwood City
Chicago to Redwood City flights are offered at fantastic discount by Orbitz. Book air tickets now and cut those extra costs out of your travel budget to ensure a rewarding travel experience. With guaranteed low prices like these, can you afford to miss this discount?
Book cheap flights from Chicago to Redwood City
Cheap airfares are available on flights from Chicago to Redwood City. Use Orbitz to find the best flights that suit both your budget and the travel times that you need. Travelers who are looking for discounted rates on domestic or international flights need to look no further than Orbitz.
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Get a great package with your Chicago to Redwood City flights
With frequent updates on your flight status, including delays and changes in bookings, traveling becomes more hassle-free than ever. Not only do we offer huge discounted deals on flights from Chicago to Redwood City, we also have fantastic savings on vacation packages, hotel room, cruises, activities, and car rentals so you can pick and choose and create the best travel package for you.
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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.




