$109 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 $109 One Way, $209 Round Trip from Chicago to Redwood City
Prices starting at $209 for return flights and $109 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
Glendale Hotel
Dec 9 - Dec 12
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Nov 9, 2026
SIRTAJ - Beverly Hills
Dec 17 - Dec 20
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Nov 9, 2026
1 Hotel West Hollywood
Dec 15 - Dec 18
Chicago (ORD) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (ORD)
Reviewed on Nov 7, 2026
Redwood City packages with premium economy flights
Redwood City first class flight packages
Paradise Point Resort & Spa
Dec 26 - Dec 30
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
The Lodge at Torrey Pines
Dec 26 - Dec 30
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
Reviewed on Nov 6, 2026
City24 Hotel Little Italy Mission Hills
Dec 26 - Dec 30
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
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
Orbitz combines guaranteed low prices with cutting-edge mobile tools for travel from Chicago to Redwood City to give you a travel experience that is second to none.
Bargain Travel at Your Fingertips
Orbitz provides the cheapest fares from Chicago to Redwood City. When reserving your flight you can mix and match a range of low cost airlines for you departing and returning domestic or international flights. This way you can travel on a budget while selecting the flights that suit your schedule.
Modern Tools for Fast-Paced Travel
Orbitz makes use of the latest technology to ensure that you are always kept up-to-date on the status of your Chicago to Redwood City flights. Through easy-to-use mobile Android and iPhone apps you can book low cost flights from Chicago to Redwood City and choose a range of cheap hotels to stay in.
Enjoy Stress-Free Travel with Flight Alerts
Once you have booked your flights from Chicago to Redwood City on Orbitz you will always be kept informed of any changes to your flight. When you opt into Orbitz’s free email and SMS alerts on your Chicago to Redwood City flights you can ask Orbitz to send the flight details to up to 6 other contacts, so keeping your family and business team informed is a cinch.
Frequent Flyer Program
For loyal Orbitz customers who fly from Chicago to Redwood City the chance to join our frequent flyer program is an added bonus. Simply log-on to your online account and input your frequent flyer number for future flights.
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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.