
$93 Cheap flight deals from Chicago (CHI) to Healdsburg (SFO)
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This Weekend's Flight Deals from Chicago to Healdsburg
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 $93 One Way, $165 Round Trip from Chicago to Healdsburg
Prices starting at $165 for return flights and $93 for one-way flights to Healdsburg were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Healdsburg economy flight packages

The Andrews Hotel
Nov 7 - Nov 10
Chicago (CHI) to San Francisco (SFO)
Reviewed on Sep 12, 2025

1 Hotel San Francisco
Oct 22 - Oct 26
Chicago (ORD) to San Francisco (SFO)
San Francisco (SFO) to Chicago (ORD)
Reviewed on Sep 23, 2024

Appellation Healdsburg
Nov 6 - Nov 9
Chicago (CHI) to San Francisco (SFO)
San Francisco (SFO) to Chicago (CHI)
Healdsburg first class flight packages

Glen Ellen Inn
Oct 28 - Nov 1
Chicago (ORD) to San Francisco (SFO)
Reviewed on May 9, 2025
More About Flying To Healdsburg from Chicago
Route Information for Flights from Chicago to Healdsburg
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | SFO |
Distance | 1842 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, JAL, Air Canada, Austrian, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Qantas, China Southern Airlines, Royal Jordanian, ITA Airways, Iberia, ANA, Brussels Airlines, Lufthansa, Gulf Air, British Airways |
Earliest Flight Arrival | 3:56PM UTC |
Latest Flight Arrival | 6:59AM UTC |
Chicago to Healdsburg
Orbitz gives you great deals on your flights from Chicago to Healdsburg. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.
We Offer Great Travel Deals and Discounts
When you book flights from Chicago to Healdsburg with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Chicago to Healdsburg flights for your trip—whether you are traveling for business or for fun with your family.
Enjoy Savings on Last-Minute Flights
If you are looking for a discount price on last-minute flights from Chicago to Healdsburg, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Chicago to Healdsburg flights that fit your budget and your itinerary for the perfect trip.
Full-Service Mobile Apps
Need more mobility when it comes to travel planning? Orbitz has easy-to-use mobile apps for iPhone, iPad, and Android, to help the traveler on the go. Not only can use the apps to find huge savings on Chicago to Healdsburg flights wherever you are, but you can also check out and book discount hotel rooms too. The apps will also keep you up-to-date when it’s time to fly. Get easy access to your itinerary for flights from Chicago to Healdsburg and review gate and baggage claim details too.
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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.