$112 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.

Fri, Feb 6 - Sun, Feb 8
ORD
O'Hare Intl.
OAK
Oakland Intl.
$493 Roundtrip, found 5 days ago
$493
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Feb 6 from O'Hare Intl. to Oakland Intl., returning Sun, Feb 8, priced at $493 found 5 days ago
Fri, Feb 6 - Sun, Feb 8
ORD
O'Hare Intl.
STS
Sonoma County
$597 Roundtrip, found 4 days ago
$597
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Fri, Feb 6 from O'Hare Intl. to Sonoma County, returning Sun, Feb 8, priced at $597 found 4 days ago

Airfares from $112 One Way, $218 Round Trip from Chicago to Calistoga

Prices starting at $218 for return flights and $112 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.

Wed, Feb 25 - Sat, Feb 28
ORD
Chicago
OAK
Oakland
$218 Roundtrip, found 5 hours ago
$218
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Wed, Feb 25 from Chicago to Oakland, returning Sat, Feb 28, priced at $218 found 5 hours ago
Mon, May 4 - Sun, May 10
ORD
Chicago
OAK
Oakland
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Mon, May 4 from Chicago to Oakland, returning Sun, May 10, priced at $220 found 1 day ago
Wed, Feb 25 - Sat, Feb 28
ORD
Chicago
OAK
Oakland
$223 Roundtrip, found 5 hours ago
$223
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Feb 25 from Chicago to Oakland, returning Sat, Feb 28, priced at $223 found 5 hours ago
Thu, Apr 30 - Wed, May 6
ORD
Chicago
STS
Santa Rosa
$223 Roundtrip, found 16 hours ago
$223
Roundtrip
found 16 hours ago
Select Alaska Airlines flight, departing Thu, Apr 30 from Chicago to Santa Rosa, returning Wed, May 6, priced at $223 found 16 hours ago
Tue, Mar 24 - Tue, Mar 31
MDW
Chicago
OAK
Oakland
$225 Roundtrip, found 4 days ago
$225
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Mar 24 from Chicago to Oakland, returning Tue, Mar 31, priced at $225 found 4 days ago

Calistoga economy flight packages

Price found within the past 48 hours. Click for updated prices.
Lafayette Park Hotel & Spa
4.0-star property

Lafayette Park Hotel & Spa

9.4/10 Exceptional! (1,002 reviews)

Mar 21 - Mar 24

3 night stay

Chicago (ORD) to Oakland (OAK)

United • Roundtrip • Coach
Price was $794, price is now $673 per person
$673
per person
found 13 hours ago
Our stay was wonderful. The staff was very accommodating and attentive. We will definitely stay here again in the future.

Reviewed on Jul 19, 2024

Claremont Resort & Club
5.0-star property

Claremont Resort & Club

8.8/10 Excellent! (1,003 reviews)

Mar 5 - Mar 8

3 night stay

Chicago (CHI) to Oakland (OAK)

American Airlines • Coach

Oakland (OAK) to Chicago (CHI)

Southwest Airlines • Coach
Price was $978, price is now $801 per person
$801
per person
found 1 day ago
50$/night facility fee is charged for every night I stayed there. This was not clear to me at the time of booking. Overall a good hotel.

Reviewed on May 25, 2024

Bardessono Hotel and Spa
5.0-star property

Bardessono Hotel and Spa

9.8/10 Exceptional! (660 reviews)

Mar 29 - Apr 1

3 night stay

Chicago (CHI) to Oakland (OAK)

American Airlines • Coach

Oakland (OAK) to Chicago (CHI)

Delta • Coach
Price was $1,903, price is now $1,618 per person
$1,618
per person
found 12 hours ago
Fantastic hotel and location. Rooms are very nice and the hotel grounds are excellent.

Reviewed on Jun 28, 2025

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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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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.