
$85 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 $85 One Way, $152 Round Trip from Chicago to Redwood City
Prices starting at $152 for return flights and $85 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

Fleur Noire Hotel - 21 and Over
Mar 31 - Apr 3
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Sep 25, 2025

The LEEF Hotel
Apr 2 - Apr 7
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Dec 2, 2025

SIRTAJ - Beverly Hills
Mar 15 - Mar 22
Chicago (CHI) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (CHI)
Reviewed on Nov 25, 2025
Redwood City packages with premium economy flights

Anaheim Discovery Inn & Suites
Mar 22 - Mar 28
Chicago (ORD) to Los Angeles (LAX)
Reviewed on Aug 3, 2025

Great Wolf Lodge Anaheim, CA
Mar 22 - Mar 28
Chicago (ORD) to Los Angeles (LAX)
Reviewed on Dec 13, 2025

Fairfield by Marriott Anaheim Resort
Mar 22 - Mar 28
Chicago (ORD) to Los Angeles (LAX)
Reviewed on Nov 24, 2025
Redwood City first class flight packages

The Sofia Hotel
Mar 25 - Mar 28
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
Reviewed on Jan 5, 2026

The Bristol Hotel San Diego
Mar 25 - Mar 28
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
Reviewed on Feb 5, 2026

Kona Kai San Diego
Mar 25 - Mar 28
Chicago (ORD) to San Diego (SAN)
San Diego (SAN) to Chicago (ORD)
Reviewed on Oct 20, 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
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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.





