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Fares from $39 One Way, $113 Round Trip from Santa Rosa to Chicago

Prices starting at $113 for return flights and $39 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Chicago from Santa Rosa

Route Information for Flights from Santa Rosa to Chicago

Origin Airport IATA CodeSFO
Destination Airport IATA CodeCHI
Distance1842 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, Air Canada, LOT - Polish Airlines, Austrian, Aer Lingus, Asiana Airlines, Air New Zealand, United Airlines, Qantas, SAS, ANA, Lufthansa, Air China LTD, Gulf Air, British Airways
Earliest Flight Arrival8:12PM UTC
Latest Flight Arrival12:58PM UTC

Flights Review

Jan 27, 2020

The chargers did not work, so while watching entertainment on my phone was convenient, I ran out of battery power.

Jan 18, 2020

Flew first class. It was worth the extra money, but airlines should figure out how to make seats adjustable to accommodate smaller Passengers (ii.e., women). My feet didn’t touch the floor comfortably and the seat was too large. I made do - stacked two blankets under my feet and kept my winter coat as a cushion. C’mon air travel industry!

Jan 4, 2020

WiFi didn’t work. ☹️

Dec 18, 2019

Great descent - no plugged ears!

Nov 25, 2019

webchat with attendent was very helpful in resolving TSA precheck issue.

Nov 23, 2019

If wifi service can work more efficiently

Nov 17, 2019

Got to watch a movie free!!!

Oct 16, 2019

Overall was very nice with United. The TSA personnel not so much. They were super rude and demeaning to flyers.

Aug 9, 2019

New airplane. Best flight ever.

Aug 2, 2019

When booked. My flight I accidentally spelled my last name wrong. Alaska airlines corrected it with no problem and no charge.

Santa Rosa to Chicago

If you are looking to find the best deals on Santa Rosa to Chicago flights, look no further than Orbitz. Orbitz offers guaranteed low prices as well as cutting-edge mobile tools to help you book cheap flights from Santa Rosa to Chicago.

Mobile Apps Make Life Easier

Our mobile apps for Android and iPhone phones as well as tablets and iPads let you find the cheapest flights from Santa Rosa to Chicago—whether you are at home or running errands. Use the apps to also keep track of delays to your Santa Rosa to Chicago flights and baggage claim information.

Get Miles for Your Flights From Santa Rosa to Chicago

It’s easy to earn points or miles for your frequent flyer or airline loyalty program on qualifying Santa Rosa to Chicago flights with Orbitz. You can add your frequent flyer number to your online flight booking, and even store your numbers in your Orbitz account profile so they automatically get added the next time you book a flight.

Stay Informed While You Travel

Orbitz keeps you updated on information that’s relevant to your flights from Santa Rosa to Chicago. We can send you and six of your personal contacts free travel alerts via SMS text, voicemail, or email, so you instantly know about flight delays or changes.

Keep More Money in Your Pocket With Discount Flights

Orbitz looks for the best deals on Santa Rosa to Chicago flights for you. Mix and match airlines for your departing and return flights to fit your travel schedule and budget.

Flights from Santa Rosa to Chicago - Frequently Asked Questions

What is the shortest flight from Santa Rosa to Chicago?

The fastest flight from Santa Rosa, CA (STS-Sonoma County) to Chicago, IL (MDW-Midway Intl.) is 4 hours and 43 minutes. Slip a few things into your carry-on to stop you from getting bored, like the latest edition of your favorite magazine or a sketch pad.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2019. Savings are subject to change based on departure location, date and destination.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.