
$150 Cheap flight deals from Chicago (CHI) to Calistoga (OAK)
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This Weekend's Flight Deals from Chicago to Calistoga
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 $150 One Way, $314 Round Trip from Chicago to Calistoga
Prices starting at $314 for return flights and $150 for one-way flights to Calistoga were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Calistoga economy flight packages

the cottages of napa valley
Aug 7 - Aug 9
Chicago (CHI) to Oakland (OAK)
Reviewed on Jan 16, 2026

Bardessono Hotel and Spa
Jul 22 - Jul 25
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on Jun 28, 2025

White House Napa
Jul 24 - Jul 27
Chicago (CHI) to Oakland (OAK)
Reviewed on Nov 7, 2023
Calistoga business class flight packages

AC Hotel by Marriott Oakland Downtown
Aug 12 - Aug 16
Chicago (CHI) to Oakland (OAK)
Reviewed on Oct 25, 2025

Courtyard San Francisco Larkspur Landing/Marin County
Aug 12 - Aug 16
Chicago (CHI) to Oakland (OAK)
Reviewed on Sep 12, 2025
Calistoga first class flight packages

Hotel Shattuck Plaza
Aug 7 - Aug 10
Chicago (ORD) to Oakland (OAK)
Reviewed on Dec 8, 2025

Residence Inn by Marriott Berkeley
Aug 7 - Aug 10
Chicago (ORD) to Oakland (OAK)
Reviewed on Aug 28, 2024
More About Flying To Calistoga from Chicago
Route Information for Flights from Chicago to Calistoga
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | OAK |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Calistoga
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Find Low Prices in One Place
Booking a trip from Chicago to Calistoga has never been easier. Not only will you find great deals on flights, we offer bargains on cruises, car rentals, top-notch hotels, and more. You can also research and add local activities in Calistoga to your flight or hotel reservation to keep the kids happy and active.
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Use our mobile app for your iPhone, iPad, or Android phone—or our mobile website m.orbitz.com—to find bargains on flights from Chicago to Calistoga wherever you are. Book your cheap Chicago to Calistoga flights and a hotel room too—even at the last minute. Orbitz also makes your life easier with free alerts that are sent to your mobile phone or email about delays to your upcoming flights from Chicago to Calistoga.
Don’t Miss out on Miles
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Calistoga Airports
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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.


