$84 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 $84 One Way, $160 Round Trip from Chicago to Redwood City
Prices starting at $160 for return flights and $84 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 LEEF Hotel
Apr 29 - May 4
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Mar 23, 2026
The Sofia Hotel
Apr 28 - May 2
Chicago (CHI) to San Diego (SAN)
Reviewed on Jan 5, 2026
SIRTAJ - Beverly Hills
May 10 - May 14
Chicago (CHI) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (CHI)
Reviewed on Nov 25, 2025
Redwood City first class flight packages
The Sofia Hotel
Apr 27 - May 2
Chicago (ORD) to San Diego (SAN)
Reviewed on Jan 5, 2026
Shore House at The Del, LXR Hotels & Resorts
Apr 27 - May 2
Chicago (CHI) to San Diego (SAN)
Reviewed on Jul 22, 2024
Margaritaville Hotel San Diego Gaslamp Quarter
Apr 27 - May 2
Chicago (ORD) to San Diego (SAN)
Reviewed on Oct 3, 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
If you are looking to get guaranteed low prices for Chicago to Redwood City flights then Orbitz is the place to go. We use cutting edge mobile tools to find the best deals on air tickets and to keep you updated on delays and changes.
Get Package Savings by Booking Flights and Hotels at the Same Time
Using the Orbitz Matrix display, you can see how much you will save on flights from Chicago to Redwood City if the discount fare is combined with a hotel. You can also look at hotel reviews, photos and maps of the area, so it will be convenient to make your budget travel plans.
Orbitz for Business Helps Corporations save Money
Orbitz can assist all businesses from the small to major corporations with discounts on flights from Chicago to Redwood City. We fine- tune your needs for Chicago to Redwood City flights and optimize your plans by assessing your business and coming up with ways for you to save on air tickets.
Using Online Check-In Makes Flying Simple
You can use the Orbitz website to check-in for your flights from Chicago to Redwood City. You can also make changes to your schedule or even cancel a flight.
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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.