
$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 Sofia Hotel
May 1 - May 4
Chicago (CHI) to San Diego (SAN)
Reviewed on Jan 5, 2026

Hollywood Inn Suites Hotel
May 1 - May 5
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Aug 22, 2025

SIRTAJ - Beverly Hills
May 22 - May 25
Chicago (CHI) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (CHI)
Reviewed on Nov 25, 2025
Redwood City first class flight packages

OC Hotel Costa Mesa
May 2 - May 7
Chicago (ORD) to Orange County (SNA)
Orange County (SNA) to Chicago (ORD)
Reviewed on Jan 23, 2026

Newport Beach Marriott Bayview
May 2 - May 7
Chicago (ORD) to Orange County (SNA)
Orange County (SNA) to Chicago (ORD)
Reviewed on Aug 27, 2025

Spacious 3BR Yard BBQ Games Free Parking 0R2
May 2 - May 7
Chicago (ORD) to Orange County (SNA)
Orange County (SNA) 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
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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.




