$150+ Cheap flights from Chicago (CHI) to Santa Rosa (STS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — STS
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Santa Rosa with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Santa Rosa
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Cheapest flights from Chicago to Santa RosaExplore the most affordable flight options available from Chicago to Santa Rosa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
Explore the most affordable flight options available from Chicago to Santa Rosa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
1 stop8h 09m
Sat 10/31:08 pm -
1 stop7h 23m
Deal found 8/17![American Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:00 am -
1 stop9h 28m
Sat 9/121:08 pm -
1 stop7h 23m
Deal found 8/20![American Airlines logo]()
$300
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:20 am -
1 stop8h 52m
Sat 9/196:16 am -
1 stop11h 05m
Deal found 8/19![Alaska Airlines logo]()
$301
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:18 pm -
1 stop11h 36m
Sat 9/196:16 am -
1 stop11h 05m
Deal found 8/19![Alaska Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:59 am -
2 stops8h 07m
Wed 1/612:39 pm -
1 stop7h 14m
Deal found 8/19![Delta logo]()
$304
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:20 am -
1 stop8h 52m
Mon 9/216:47 pm -
1 stop16h 35m
Deal found 8/19![Alaska Airlines logo]()
$311
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:18 pm -
1 stop11h 36m
Mon 9/216:47 pm -
1 stop16h 35m
Deal found 8/19![Alaska Airlines logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:52 pm -
1 stop8h 07m
Thu 9/246:47 pm -
1 stop16h 35m
Deal found 8/18![Alaska Airlines logo]()
$324
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:21 pm -
1 stop7h 29m
Wed 10/286:19 am -
1 stop10h 34m
Deal found 8/18![Alaska Airlines logo]()
$331
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:17 pm -
1 stop15h 37m
Tue 9/226:47 pm -
1 stop16h 35m
Deal found 8/19![Alaska Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:30 am -
2 stops11h 35m
Mon 11/911:29 am -
1 stop8h 18m
Deal found 8/21![Delta logo]()
$334
Best flights from Chicago to Santa RosaDiscover carefully curated flight deals from Chicago to Santa Rosa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
Discover carefully curated flight deals from Chicago to Santa Rosa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:20 am -
1 stop14h 30m
Mon 10/264:35 pm -
1 stop18h 50m
Deal found 8/21![Alaska Airlines logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:52 pm -
1 stop8h 07m
Thu 9/246:47 pm -
1 stop16h 35m
Deal found 8/18![Alaska Airlines logo]()
$324
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:21 pm -
1 stop7h 29m
Wed 10/286:19 am -
1 stop10h 34m
Deal found 8/20![Alaska Airlines logo]()
$331
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:20 am -
2 stops11h 19m
Sat 9/196:16 am -
1 stop11h 05m
Deal found 8/17![Alaska Airlines logo]()
$356
This Alaska Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am -
1 stop8h 46m
Wed 9/2310:34 am -
1 stop6h 47m
Deal found 8/16![Alaska Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:52 pm -
1 stop8h 07m
Mon 10/56:19 am -
1 stop15h 40m
Deal found 8/20![Alaska Airlines logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:15 pm -
1 stop10h 10m
Sun 11/86:00 am -
1 stop29h 17m
Deal found 8/17![Alaska Airlines logo]()
$391
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
2 stops14h 07m
Tue 10/66:19 am -
1 stop10h 34m
Deal found 8/20![Alaska Airlines logo]()
$408
Last-minute flights from Chicago to Santa RosaDiscover last-minute flight deals from Chicago to Santa Rosa. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Santa Rosa. Data last updated August 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:00 am -
1 stop9h 28m
Sat 9/121:08 pm -
1 stop7h 23m
Deal found 8/20![American Airlines logo]()
$300
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:52 pm -
1 stop8h 07m
Thu 9/246:47 pm -
1 stop16h 35m
Deal found 8/18![Alaska Airlines logo]()
$324
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:20 am -
1 stop8h 52m
Sat 9/196:16 am -
1 stop11h 05m
Deal found 8/19![Alaska Airlines logo]()
$301
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:20 am -
1 stop8h 52m
Mon 9/216:47 pm -
1 stop16h 35m
Deal found 8/19![Alaska Airlines logo]()
$311
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:20 am -
1 stop8h 52m
Thu 9/246:16 am -
1 stop11h 05m
Deal found 8/19![Alaska Airlines logo]()
$341
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:18 pm -
1 stop11h 36m
Sat 9/196:16 am -
1 stop11h 05m
Deal found 8/19![Alaska Airlines logo]()
$303
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:18 pm -
1 stop11h 36m
Mon 9/216:47 pm -
1 stop16h 35m
Deal found 8/19![Alaska Airlines logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:52 pm -
1 stop8h 07m
Tue 9/2210:34 am -
1 stop6h 47m
Deal found 8/19![Alaska Airlines logo]()
$340
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/183:52 pm -
1 stop8h 07m
Wed 9/236:16 am -
1 stop11h 05m
Deal found 8/19![Alaska Airlines logo]()
$342
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:17 pm -
1 stop15h 37m
Tue 9/226:47 pm -
1 stop16h 35m
Deal found 8/19![Alaska Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
1 stop8h 09m
Sat 10/31:08 pm -
1 stop7h 23m
Deal found 8/17![American Airlines logo]()
$299
One-way flights from Chicago to Santa RosaSearch for one-way flight options from Chicago to Santa Rosa. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
Search for one-way flight options from Chicago to Santa Rosa. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Priceline deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:20 am -
1 stop9h 32m
Deal found 8/17![Alaska Airlines logo]()
$150
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:17 pm -
1 stop15h 37m
Deal found 8/17![Alaska Airlines logo]()
$155
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:52 pm -
1 stop8h 07m
Deal found 8/19![Alaska Airlines logo]()
$175
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am -
1 stop8h 46m
Deal found 8/18![Alaska Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:59 am -
2 stops8h 06m
Deal found 8/20![Delta logo]()
$185
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:17 pm -
1 stop15h 37m
Deal found 8/20![Alaska Airlines logo]()
$187
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:22 pm -
1 stop8h 37m
Deal found 8/19![Alaska Airlines logo]()
$191
This American Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:00 am -
1 stop9h 38m
Deal found 8/20![American Airlines logo]()
$193
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:00 am -
1 stop9h 40m
Deal found 8/21![American Airlines logo]()
$200
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
2 stops19h 54m
Deal found 8/20![Alaska Airlines logo]()
$203
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:20 am -
1 stop28h 34m
Deal found 8/20![Alaska Airlines logo]()
$217
Find flight deals from Chicago to Santa Rosa
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santa Rosa (STS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (American Airlines) |
One-way from | $150 (Priceline) |
Popular in | February |
Cheapest in | March |
Average price | $487 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Santa Rosa that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 22, 2026.
Use the filters below to find and compare flights from Chicago to Santa Rosa that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Wed 10/7
7:20 am-7:50 pm
1 stop14h 30m
Santa Rosa Sonoma County
Mon 10/26
4:35 pm-1:25 pm
1 stop18h 50m
$313
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Thu 9/10
3:52 pm-9:59 pm
1 stop8h 07m
Santa Rosa Sonoma County
Thu 9/24
6:47 pm-1:22 pm
1 stop16h 35m
$324
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Sat 10/24
2:21 pm-7:50 pm
1 stop7h 29m
Santa Rosa Sonoma County
Wed 10/28
6:19 am-6:53 pm
1 stop10h 34m
$331
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Tue 9/15
7:20 am-4:39 pm
2 stops11h 19m
Santa Rosa Sonoma County
Sat 9/19
6:16 am-7:21 pm
1 stop11h 05m
$356
Quickest round-trip
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Tue 9/22
6:00 am-12:46 pm
1 stop8h 46m
Santa Rosa Sonoma County
Wed 9/23
10:34 am-7:21 pm
1 stop6h 47m
$359
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Thu 10/1
3:52 pm-9:59 pm
1 stop8h 07m
Santa Rosa Sonoma County
Mon 10/5
6:19 am-11:59 pm
1 stop15h 40m
$382
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Wed 11/4
2:15 pm-10:25 pm
1 stop10h 10m
Santa Rosa Sonoma County
Sun 11/8
6:00 am-1:17 pm
1 stop29h 17m
$391
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Thu 10/1
6:00 am-6:07 pm
2 stops14h 07m
Santa Rosa Sonoma County
Tue 10/6
6:19 am-6:53 pm
1 stop10h 34m
$408
Cheapest one-way
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Wed 11/11
6:45 am-4:06 pm
2 stops11h 21m
$155
ChicagoSanta Rosa
ORD Chicago O'Hare Intl - STS Santa Rosa Sonoma County
ORDSTS
Chicago O'Hare Intl
Thu 10/1
8:17 pm-9:54 am
1 stop15h 37m
$155
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Chicago to Santa Rosa
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Santa Rosa in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Santa Rosa flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Santa Rosa flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Santa Rosa flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Santa Rosa flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Santa Rosa flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Santa Rosa
Have a flexible travel schedule? Discover the best time to fly to Santa Rosa from Chicago with our price prediction graph.
CHI-STS
ORD-STS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Santa Rosa
CHI-STS
ORD-STS
What is the cheapest month to book a flight from Chicago to Santa Rosa?
Currently, December is the cheapest month in which you can book a flight from Chicago to Santa Rosa (average of $239). Flying from Chicago to Santa Rosa in February is currently the most expensive (average of $749). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Santa Rosa
Get insights into the airlines that provide service to Santa Rosa. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santa Rosa. Reviews last updated August 22, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines and American Airlines from Chicago to Santa Rosa to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.0
Boarding
8.1
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Santa Rosa. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Santa Rosa?
Book flights to Santa Rosa if you plan to visit one of these locationsFort Bragg
Ukiah
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Chicago and Santa Rosa flights
Browse other Chicago and Santa Rosa flight options. Last updated on August 22, 2026.
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Other flights to Santa Rosa
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Top 2 airlines flying from Chicago to Santa Rosa
Discover the top 2 airlines that operate flights from Chicago to Santa Rosa. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$285 | Average$478 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$412 | Average$563 | FlexibilityNo cancel fee | On-time71% |