$109 Find Cheap Flights from Santa Rosa to Chicago

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Find cheap flights from Santa Rosa to Chicago starting at $109.

Book one-way or return flights from Santa Rosa to Chicago from as little as $109. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Santa Rosa to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Santa Rosa to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Santa Rosa to Chicago

View airlines operating flights from Santa Rosa to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Avelo Airlines

From $109

Alaska Airlines

From $143

American Airlines

From $368

ANA airlines

Find more flights and airlines

Find cheap flights from Santa Rosa to Chicago by different airports

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Santa Rosa to Chicago.

Cheapest
STS
16:40
16h 56m
1 transfer
MDW
11:36
Charles M. Schulz Sonoma County Airport - Midway International Airport
Mon, Apr 29Avelo Airlines
$109
STS
06:30
20h 30m
1 transfer
ORD
05:00
Charles M. Schulz Sonoma County Airport - O'Hare International Airport
Thu, May 30Avelo Airlines
$132
STS
08:15
10h 53m
1 transfer
RFD
21:08
Charles M. Schulz Sonoma County Airport - Chicago Rockford International Airport
Thu, May 2Avelo Airlines
$246
STS
08:15
10h 53m
1 transfer
RFD
21:08
Charles M. Schulz Sonoma County Airport - Chicago Rockford International Airport
Thu, May 2Avelo Airlines
$246
Find More Flights

Frequently Asked Questions

When are flight tickets from Santa Rosa (STS) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Santa Rosa to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Santa Rosa (STS) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around $517.
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
- The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

How to find a cheap flight from Santa Rosa to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Santa Rosa to Chicago. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

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