$114 Cheap flight deals from Chicago (CHI) to San Mateo (SJC)
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This Weekend's Flight Deals from Chicago to San Mateo
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 $114 One Way, $215 Round Trip from Chicago to San Mateo
Prices starting at $215 for return flights and $114 for one-way flights to San Mateo were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
San Mateo economy flight packages
Stanford Court San Francisco
Jul 9 - Jul 12
Chicago (CHI) to San Francisco (SFO)
San Francisco (SFO) to Chicago (CHI)
Reviewed on Oct 5, 2025
Claremont Resort & Club
Jul 1 - Jul 7
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on May 25, 2024
1 Hotel San Francisco
Jul 1 - Jul 7
Chicago (CHI) to San Francisco (SFO)
San Francisco (SFO) to Chicago (CHI)
Reviewed on Sep 23, 2024
More About Flying To San Mateo from Chicago
Route Information for Flights from Chicago to San Mateo
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | SJC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to San Mateo
Looking for cheap Chicago to San Mateo flights? Orbitz has the cheapest air fares for flights from Chicago to San Mateo. Plus, with our cutting-edge mobile tools, travel planning has never been easier or more wallet-friendly.
Mobile Deals and Steals
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Book Hotels With Confidence
When you’re looking for hotel rooms to go with your bargain flights from Chicago to San Mateo, Orbitz provides you descriptions, photos, reviews, and location maps so you know exactly what you are booking. With easy-to-use Orbitz map tools, you can search for nearby hotels on your mobile device.
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Use the Orbitz app or the mobile Orbitz site, m.orbtiz.com, to see information about your Chicago to San Mateo flights anytime you need it. Your itinerary is also sent to your email address for reference. Access updates on your flights from Chicago to San Mateo on your mobile device too, including delays and baggage claim details.
Cheap Air Ticket Prices Guaranteed
Orbitz is your number one source for low fares for Chicago to San Mateo flights. Our low price guarantee on domestic and international air tickets give you great savings for a perfect trip to San Mateo. Need hotels too? You can book them last minute on your mobile phone.
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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.