$118+ Cheap flights from Chicago (CHI) to Sonoma, CA
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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Mar 14 — Mar 211
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Sonoma 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.Cheapflights Tip: The best prices from Chicago to Sonoma are usually found in July or May, booked 83 days in advance, depart on a Thursday or Friday and return on a Wednesday
Cheap flight deals from Chicago to Sonoma
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to SonomaExplore the most affordable flight options available from Chicago to Sonoma. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
Explore the most affordable flight options available from Chicago to Sonoma. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/21:35 pm
MDW
- SFO
2 stops10h 20m
Southwest
Wed 3/46:05 am
SFO
- MDW
1 stop7h 20m
Southwest
Deal found 2/9![Southwest logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:30 pm
ORD
- SFO
1 stop7h 58m
Frontier
Tue 3/108:09 pm
SFO
- ORD
1 stop6h 40m
Frontier
Deal found 2/10![Frontier logo]()
$242
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:39 pm
ORD
- SFO
1 stop27h 59m
Frontier
Thu 3/199:04 pm
SFO
- ORD
1 stop25h 53m
Frontier
Deal found 2/11![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:00 am
MDW
- SFO
1 stop12h 54m
Frontier
Sat 4/186:00 am
SFO
- MDW
2 stops14h 19m
Frontier
Deal found 2/9![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:05 am
ORD
- SFO
1 stop18h 34m
Frontier
Mon 3/98:09 pm
SFO
- ORD
1 stop6h 40m
Frontier
Deal found 2/9![Frontier logo]()
$244
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:05 am
MDW
- SFO
1 stop7h 10m
Southwest
Tue 3/245:40 am
SFO
- MDW
Nonstop4h 00m
Southwest
Deal found 2/8![Southwest logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:16 pm
ORD
- SFO
1 stop10h 12m
Multiple Airlines
Tue 3/38:25 am
SFO
- ORD
2 stops23h 14m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:15 am
MDW
- SFO
1 stop13h 31m
Frontier
Mon 4/206:00 am
SFO
- MDW
2 stops14h 19m
Frontier
Deal found 2/9![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:16 pm
ORD
- SFO
2 stops28h 05m
Multiple Airlines
Mon 3/96:00 am
SFO
- ORD
1 stop16h 57m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 2/9. 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.
Sat 3/71:29 pm
MDW
- SFO
1 stop7h 07m
Delta
Mon 3/911:35 pm
SFO
- MDW
1 stop8h 21m
Delta
Deal found 2/9![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 2/10. 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 3/127:25 am
ORD
- SFO
1 stop10h 38m
Delta
Wed 3/182:55 pm
SFO
- ORD
1 stop6h 57m
Delta
Deal found 2/10![Delta logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:05 am
MDW
- SFO
1 stop15h 09m
Frontier
Tue 3/1710:40 pm
SFO
- MDW
1 stop21h 39m
Frontier
Deal found 2/9![Frontier logo]()
$248
Best flights from Chicago to SonomaDiscover carefully curated flight deals from Chicago to Sonoma that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
Discover carefully curated flight deals from Chicago to Sonoma that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 12, 2026.
This Delta deal was found by Cheapflights users on 2/9. 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 4/301:23 pm
MDW
- SFO
1 stop7h 40m
Delta
Wed 5/611:59 pm
SFO
- MDW
1 stop6h 43m
Delta
Deal found 2/9![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:45 pm
MDW
- SFO
Nonstop4h 35m
Southwest
Sun 4/195:20 am
SFO
- MDW
Nonstop4h 10m
Southwest
Deal found 2/10![Southwest logo]()
$247
This Alaska Airlines deal was found by Cheapflights users on 2/9. 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 3/108:20 am
ORD
- SFO
2 stops12h 24m
Alaska Airlines
Tue 3/174:21 pm
SFO
- ORD
1 stop12h 18m
Alaska Airlines
Deal found 2/9![Alaska Airlines logo]()
$261
This United Airlines deal was found by Cheapflights users on 2/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:17 am
ORD
- SFO
Nonstop5h 05m
United Airlines
Tue 3/175:15 pm
SFO
- ORD
Nonstop4h 23m
United Airlines
Deal found 2/10![United Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 2/9. 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.
Sat 5/96:30 am
MDW
- SFO
1 stop10h 23m
Delta
Sun 5/108:30 am
SFO
- MDW
1 stop10h 39m
Delta
Deal found 2/9![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:25 pm
MDW
- SFO
Nonstop4h 40m
Southwest
Wed 3/1811:25 pm
SFO
- MDW
Nonstop4h 05m
Southwest
Deal found 2/9![Southwest logo]()
$250
This Delta deal was found by Cheapflights users on 2/9. 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 3/315:30 am
ORD
- SFO
1 stop9h 19m
Delta
Wed 4/812:10 am
SFO
- ORD
1 stop6h 30m
Delta
Deal found 2/9![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:10 am
MDW
- SFO
Nonstop4h 35m
Southwest
Sun 5/105:20 am
SFO
- MDW
Nonstop4h 10m
Southwest
Deal found 2/8![Southwest logo]()
$250
This United Airlines deal was found by Cheapflights users on 2/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:20 pm
ORD
- SFO
Nonstop5h 00m
United Airlines
Wed 5/612:45 am
SFO
- ORD
Nonstop4h 22m
United Airlines
Deal found 2/9![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 2/10. 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 4/97:25 am
ORD
- SFO
1 stop8h 40m
Delta
Mon 4/1310:35 pm
SFO
- ORD
1 stop8h 05m
Delta
Deal found 2/10![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/34:05 pm
MDW
- SFO
2 stops8h 30m
Southwest
Wed 4/811:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Deal found 2/9![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/283:45 pm
ORD
- SFO
Nonstop4h 53m
United Airlines
Sun 5/36:29 pm
SFO
- ORD
Nonstop4h 30m
United Airlines
Deal found 2/9![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 2/11. 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.
Wed 3/47:20 pm
MDW
- SFO
1 stop6h 27m
Delta
Wed 3/1110:40 pm
SFO
- MDW
1 stop8h 13m
Delta
Deal found 2/11![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/149:40 pm
MDW
- SFO
Nonstop4h 40m
Southwest
Wed 3/189:20 pm
SFO
- MDW
1 stop8h 30m
Southwest
Deal found 2/9![Southwest logo]()
$257
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/149:15 pm
ORD
- SFO
Nonstop5h 01m
United Airlines
Fri 3/206:44 pm
SFO
- ORD
Nonstop4h 15m
United Airlines
Deal found 2/11![United Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 2/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/59:25 pm
MDW
- SFO
Nonstop4h 40m
Southwest
Wed 3/115:40 am
SFO
- MDW
Nonstop4h 00m
Southwest
Deal found 2/12![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 2/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:31 pm
ORD
- SFO
Nonstop4h 59m
United Airlines
Mon 5/46:29 pm
SFO
- ORD
Nonstop4h 30m
United Airlines
Deal found 2/10![United Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 2/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/59:25 pm
MDW
- SFO
Nonstop4h 40m
Southwest
Mon 3/95:10 am
SFO
- MDW
Nonstop4h 00m
Southwest
Deal found 2/12![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 2/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/103:45 pm
ORD
- SFO
Nonstop4h 53m
United Airlines
Mon 4/134:55 pm
SFO
- ORD
Nonstop4h 34m
United Airlines
Deal found 2/11![United Airlines logo]()
$303
This United Airlines deal was found by Cheapflights users on 2/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1012:52 pm
ORD
- SFO
Nonstop5h 05m
United Airlines
Tue 3/1011:59 pm
SFO
- ORD
Nonstop4h 18m
United Airlines
Deal found 2/8![United Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:15 am
ORD
- SFO
2 stops13h 10m
Southwest
Tue 4/217:20 am
SFO
- ORD
2 stops9h 30m
Southwest
Deal found 2/10![Southwest logo]()
$301
Last-minute flights from Chicago to SonomaDiscover last-minute flight deals from Chicago to Sonoma. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Sonoma. Data last updated February 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:10 am
ORD
- SFO
1 stop25h 10m
Frontier
Tue 3/310:55 pm
SFO
- ORD
1 stop9h 56m
Frontier
Deal found 2/9![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:16 pm
ORD
- SFO
1 stop10h 12m
Multiple Airlines
Tue 3/38:25 am
SFO
- ORD
2 stops23h 14m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:16 pm
ORD
- SFO
2 stops28h 05m
Multiple Airlines
Mon 3/96:00 am
SFO
- ORD
1 stop16h 57m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$246
This Southwest deal was found by Cheapflights users on 2/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/21:35 pm
MDW
- SFO
2 stops10h 20m
Southwest
Wed 3/46:05 am
SFO
- MDW
1 stop7h 20m
Southwest
Deal found 2/9![Southwest logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:05 am
ORD
- SFO
1 stop18h 34m
Frontier
Mon 3/98:09 pm
SFO
- ORD
1 stop6h 40m
Frontier
Deal found 2/9![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:30 pm
ORD
- SFO
1 stop7h 58m
Frontier
Tue 3/108:09 pm
SFO
- ORD
1 stop6h 40m
Frontier
Deal found 2/10![Frontier logo]()
$242
This Delta deal was found by Cheapflights users on 2/9. 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.
Sat 3/71:29 pm
MDW
- SFO
1 stop7h 07m
Delta
Tue 3/108:00 am
SFO
- MDW
1 stop7h 22m
Delta
Deal found 2/9![Delta logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:39 pm
ORD
- SFO
1 stop27h 59m
Frontier
Thu 3/199:04 pm
SFO
- ORD
1 stop25h 53m
Frontier
Deal found 2/11![Frontier logo]()
$243
This Southwest deal was found by Cheapflights users on 2/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:25 pm
MDW
- SFO
Nonstop4h 40m
Southwest
Tue 3/2410:55 pm
SFO
- MDW
1 stop7h 55m
Southwest
Deal found 2/10![Southwest logo]()
$244
This Delta deal was found by Cheapflights users on 2/10. 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 3/127:25 am
ORD
- SFO
1 stop10h 38m
Delta
Wed 3/182:55 pm
SFO
- ORD
1 stop6h 57m
Delta
Deal found 2/10![Delta logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:05 am
MDW
- SFO
1 stop15h 09m
Frontier
Tue 3/1710:40 pm
SFO
- MDW
1 stop21h 39m
Frontier
Deal found 2/9![Frontier logo]()
$248
This Southwest deal was found by Cheapflights users on 2/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:05 am
MDW
- SFO
1 stop7h 10m
Southwest
Tue 3/245:40 am
SFO
- MDW
Nonstop4h 00m
Southwest
Deal found 2/8![Southwest logo]()
$245
One-way flights from Chicago to SonomaSearch for one-way flight options from Chicago to Sonoma. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
Search for one-way flight options from Chicago to Sonoma. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:15 am
MDW
- SFO
2 stops19h 13m
Frontier
Deal found 2/11![Frontier logo]()
$118
This Delta deal was found by Cheapflights users on 2/9. 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 3/126:07 pm
MDW
- SFO
1 stop8h 28m
Delta
Deal found 2/9![Delta logo]()
$119
This Delta deal was found by Cheapflights users on 2/9. 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 3/127:25 am
ORD
- SFO
1 stop10h 38m
Delta
Deal found 2/9![Delta logo]()
$119
This Super.com deal was found by Cheapflights users on 2/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:00 am
MDW
- SFO
1 stop15h 14m
Frontier
Deal found 2/11![Frontier logo]()
$120
This Super.com deal was found by Cheapflights users on 2/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
ORD
- SFO
1 stop13h 58m
Frontier
Deal found 2/10![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
MDW
- SFO
2 stops19h 25m
Frontier
Deal found 2/10![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 2/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:05 am
MDW
- SFO
1 stop15h 09m
Frontier
Deal found 2/11![Frontier logo]()
$122
This Alaska Airlines deal was found by Cheapflights users on 2/11. 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 4/24:13 pm
ORD
- SFO
1 stop8h 39m
Alaska Airlines
Deal found 2/11![Alaska Airlines logo]()
$122
This Super.com deal was found by Cheapflights users on 2/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:05 am
MDW
- SFO
1 stop15h 09m
Frontier
Deal found 2/11![Frontier logo]()
$123
This Super.com deal was found by Cheapflights users on 2/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/45:53 pm
ORD
- SFO
1 stop8h 30m
Frontier
Deal found 2/10![Frontier logo]()
$123
This Delta deal was found by Cheapflights users on 2/9. 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.
Mon 3/231:10 pm
MDW
- SFO
1 stop7h 57m
Delta
Deal found 2/9![Delta logo]()
$124
This Delta deal was found by Cheapflights users on 2/9. 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.
Mon 3/95:59 pm
ORD
- SFO
1 stop8h 36m
Delta
Deal found 2/9![Delta logo]()
$124
Find flight deals from Chicago to Sonoma
Keep the following information in mind while searching for Chicago to Sonoma flight deals. Data was last updated February 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $242 (Southwest) |
One-way from | $118 (Kiwi.com) |
Popular in | December |
Cheapest in | July |
Average price | $397 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Sonoma 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 2,558,603 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Chicago to Sonoma that are best for you.
Fly from
Chicago
Fly to
Sonoma
Route
Depart
Return
Price
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Thu 4/30
1:23 pm-7:03 pm
1 stop7h 40m
San Francisco
Wed 5/6
11:59 pm-8:42 am
1 stop6h 43m
$247
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Thu 4/16
9:45 pm-12:20 am
Nonstop4h 35m
San Francisco
Sun 4/19
5:20 am-11:30 am
Nonstop4h 10m
$247
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Sat 5/9
6:30 am-2:53 pm
1 stop10h 23m
San Francisco
Sun 5/10
8:30 am-9:09 pm
1 stop10h 39m
$247
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Tue 3/31
5:30 am-12:49 pm
1 stop9h 19m
San Francisco
Wed 4/8
12:10 am-8:40 am
1 stop6h 30m
$247
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Thu 4/9
7:25 am-2:05 pm
1 stop8h 40m
San Francisco
Mon 4/13
10:35 pm-8:40 am
1 stop8h 05m
$247
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Thu 3/12
9:25 pm-12:05 am
Nonstop4h 40m
San Francisco
Wed 3/18
11:25 pm-5:30 am
Nonstop4h 05m
$250
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Fri 5/8
10:10 am-12:45 pm
Nonstop4h 35m
San Francisco
Sun 5/10
5:20 am-11:30 am
Nonstop4h 10m
$250
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Fri 4/3
4:05 pm-10:35 pm
2 stops8h 30m
San Francisco
Wed 4/8
11:25 pm-5:40 am
Nonstop4h 15m
$252
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Wed 3/4
7:20 pm-11:47 pm
1 stop6h 27m
San Francisco
Wed 3/11
10:40 pm-8:53 am
1 stop8h 13m
$257
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Sat 3/14
9:40 pm-12:20 am
Nonstop4h 40m
San Francisco
Wed 3/18
9:20 pm-7:50 am
1 stop8h 30m
$257
Showing 1-10 of 43 results
Best time to book a flight from Chicago to Sonoma
Have a flexible travel schedule? Discover the best time to fly to Sonoma from Chicago with our price prediction graph.
MDW-SFO
ORD-SFO
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 Sonoma
CHI-SN9
MDW-SFO
ORD-SFO
How far ahead should I book a flight from Chicago to Sonoma?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sonoma. Price data was last updated on February 6, 2026.
The best time to book flights from Chicago to Sonoma is 83 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Chicago to Sonoma?
Currently, May is the cheapest month in which you can book a flight from Chicago to Sonoma (average of $134). Flying from Chicago to Sonoma in February is currently the most expensive (average of $208). 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.
What is the cheapest time of day to fly from CHI to SN9?
Find hourly flight availability from Chicago to Sonoma. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 12, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 25% on flights from Chicago to Sonoma by exploring options for tickets in the evening.
What is the cheapest day to fly from Chicago to Sonoma?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Sonoma. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Chicago to Sonoma flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Sonoma
Explore weekly flight availability from Chicago to Sonoma. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 12, 2026.
The most flights from CHI to SN9 are scheduled on a Wednesday (48 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Chicago to Sonoma?
Reviews of airlines servicing Sonoma
Get insights into the airlines that provide service to Sonoma. 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 Sonoma. Reviews last updated February 12, 2026.
See what other customers who have flown with Alaska Airlines, Southwest, and United Airlines from Chicago to Sonoma have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Entertainment
7.0
Overall
8.0
Food
7.1
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Entertainment
7.0
Overall
8.0
Food
7.1
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Entertainment
7.0
Overall
8.0
Food
7.1
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Entertainment
7.0
Overall
8.0
Food
7.1
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Entertainment
7.0
Overall
8.0
Food
7.1
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Crew
8.5
Entertainment
7.0
Overall
8.0
Food
7.1
Boarding
8.1
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 Sonoma. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Alternative routes for Chicago to Sonoma
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Sonoma by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Sonoma by cabin class
Find flights from Chicago to Sonoma, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Sonoma flights
Browse other Chicago and Sonoma flight options. Last updated on February 12, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on February 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 10 airlines flying from Chicago to Sonoma
Discover the top 10 airlines that operate flights from Chicago to Sonoma. 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 2,558,603 searches. Data last updated February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$224 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$382 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$110 | Average$203 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$374 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$128 | Average$365 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$421 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$181 | Average$484 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$183 | Average$304 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$186 | Average$277 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$207 | Average$442 | FlexibilityNo cancel fee | On-time69% |