$133+ Cheap flights from San Francisco (SFO) to Illinois
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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — ORD
May 31 — Jun 71
Round-trip
1 adult, Economy
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Find cheap flights from San Francisco to Illinois with Cheapflights
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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
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Cheapest flights from San Francisco to IllinoisExplore the most affordable flight options available from San Francisco to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2026.
Explore the most affordable flight options available from San Francisco to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2026.
This American Airlines deal was found by Cheapflights users on 4/26. 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 7/42:35 pm
SFO
- ORD
Nonstop4h 51m
American Airlines
Sat 7/259:10 pm
ORD
- SFO
Nonstop4h 42m
American Airlines
Deal found 4/26![American Airlines logo]()
$273
This CheapOair deal was found by Cheapflights users on 4/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:16 am
SFO
- ORD
1 stop10h 34m
Alaska Airlines
Sat 5/239:00 am
ORD
- SFO
1 stop10h 01m
Alaska Airlines
Deal found 4/26![Alaska Airlines logo]()
$274
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2611:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Tue 6/212:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 4/27![Southwest logo]()
$275
This Southwest deal was found by Cheapflights users on 4/27. 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 6/110:55 pm
SFO
- MDW
1 stop7h 30m
Southwest
Wed 6/312:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 4/27![Southwest logo]()
$276
This Mytrip deal was found by Cheapflights users on 4/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:38 pm
SFO
- ORD
1 stop6h 05m
Frontier
Wed 6/177:12 am
ORD
- SFO
1 stop27h 39m
Frontier
Deal found 4/26![Frontier logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Tue 7/2812:33 pm
SFO
- ORD
1 stop6h 19m
Frontier
Sat 8/87:05 am
ORD
- SFO
1 stop14h 08m
Frontier
Deal found 4/27![Frontier logo]()
$278
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Sun 5/1711:59 pm
SFO
- ORD
1 stop14h 17m
Frontier
Wed 5/279:37 pm
ORD
- SFO
1 stop16h 10m
Frontier
Deal found 4/30![Frontier logo]()
$279
This Trip.com deal was found by Cheapflights users on 4/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/210:10 pm
SFO
- MDW
1 stop10h 59m
Frontier
Thu 6/43:07 pm
MDW
- SFO
1 stop9h 57m
Frontier
Deal found 4/30![Frontier logo]()
$280
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 5/286:16 am
SFO
- ORD
1 stop10h 34m
Alaska Airlines
Mon 6/17:59 pm
ORD
- SFO
1 stop15h 34m
Alaska Airlines
Deal found 4/28![Alaska Airlines logo]()
$280
This Priceline deal was found by Cheapflights users on 4/29. 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 5/1310:15 pm
SFO
- MDW
1 stop10h 54m
Frontier
Fri 5/153:07 pm
MDW
- SFO
1 stop9h 57m
Frontier
Deal found 4/29![Frontier logo]()
$281
This Frontier deal was found by Cheapflights users on 4/29. 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.
Mon 5/116:00 am
SFO
- ORD
1 stop12h 32m
Frontier
Wed 5/136:55 am
ORD
- SFO
1 stop14h 39m
Frontier
Deal found 4/29![Frontier logo]()
$281
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/271:48 pm
SFO
- ORD
Nonstop4h 47m
American Airlines
Wed 6/36:45 am
ORD
- SFO
Nonstop4h 40m
American Airlines
Deal found 4/30![American Airlines logo]()
$282
Best flights from San Francisco to IllinoisDiscover carefully curated flight deals from San Francisco to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 1, 2026.
Discover carefully curated flight deals from San Francisco to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 1, 2026.
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 5/277:40 pm
SFO
- MDW
1 stop6h 55m
Southwest
Tue 6/212:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 4/28![Southwest logo]()
$290
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/266:34 pm
SFO
- ORD
Nonstop4h 25m
United Airlines
Fri 5/293:26 pm
ORD
- SFO
Nonstop4h 52m
United Airlines
Deal found 4/29![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 4/26. 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 6/26:20 pm
SFO
- ORD
2 stops12h 16m
Delta
Mon 6/87:01 am
ORD
- SFO
1 stop9h 15m
Delta
Deal found 4/26![Delta logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 7/167:11 pm
SFO
- RFD
1 stop23h 12m
Multiple Airlines
Sun 7/261:14 pm
RFD
- SFO
1 stop21h 29m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/127:00 am
SFO
- PIA
1 stop8h 09m
American Airlines
Wed 5/276:58 pm
PIA
- SFO
1 stop6h 49m
American Airlines
Deal found 4/29![American Airlines logo]()
$392
This Southwest deal was found by Cheapflights users on 4/26. 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 5/185:15 am
SFO
- MDW
Nonstop4h 10m
Southwest
Wed 5/275:15 pm
MDW
- SFO
1 stop6h 50m
Southwest
Deal found 4/26![Southwest logo]()
$306
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/2210:35 pm
SFO
- ORD
Nonstop4h 23m
United Airlines
Thu 5/287:40 am
ORD
- SFO
Nonstop4h 49m
United Airlines
Deal found 4/28![United Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 7/97:11 pm
SFO
- RFD
1 stop23h 12m
Multiple Airlines
Wed 7/158:49 pm
RFD
- SFO
2 stops20h 09m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 4/28. 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 10/710:30 pm
SFO
- MLI
1 stop9h 56m
Delta
Sat 10/1711:00 am
MLI
- SFO
1 stop10h 37m
Delta
Deal found 4/28![Delta logo]()
$350
This Southwest deal was found by Cheapflights users on 4/27. 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 5/266:20 am
SFO
- ORD
1 stop6h 40m
Southwest
Tue 6/210:30 am
ORD
- SFO
2 stops11h 25m
Southwest
Deal found 4/27![Southwest logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/25:05 am
SFO
- ORD
Nonstop4h 26m
United Airlines
Wed 6/39:33 pm
ORD
- SFO
Nonstop4h 57m
United Airlines
Deal found 4/27![United Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/1211:15 am
SFO
- PIA
2 stops9h 58m
American Airlines
Thu 5/284:46 pm
PIA
- SFO
1 stop10h 02m
American Airlines
Deal found 4/29![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 4/27. 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 7/1810:45 pm
SFO
- MDW
1 stop9h 20m
Delta
Fri 8/71:16 pm
MDW
- SFO
1 stop9h 39m
Delta
Deal found 4/27![Delta logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 6/127:07 pm
SFO
- RFD
1 stop15h 07m
Multiple Airlines
Mon 6/159:10 pm
RFD
- SFO
1 stop21h 11m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2310:55 pm
SFO
- ORD
1 stop13h 00m
Southwest
Wed 5/2710:30 am
ORD
- SFO
2 stops10h 35m
Southwest
Deal found 4/27![Southwest logo]()
$336
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 5/2512:50 am
SFO
- ORD
Nonstop4h 26m
United Airlines
Mon 6/19:33 pm
ORD
- SFO
Nonstop4h 57m
United Airlines
Deal found 4/28![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 4/28. 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 7/2011:59 pm
SFO
- MDW
1 stop8h 06m
Delta
Fri 7/319:19 am
MDW
- SFO
1 stop6h 58m
Delta
Deal found 4/28![Delta logo]()
$364
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Sun 5/2412:26 am
SFO
- PIA
1 stop9h 28m
American Airlines
Mon 6/16:58 pm
PIA
- SFO
1 stop6h 49m
American Airlines
Deal found 4/28![American Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 4/28. 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 5/2310:55 pm
SFO
- MDW
1 stop6h 55m
Southwest
Wed 5/2712:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 4/28![Southwest logo]()
$343
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/2810:35 pm
SFO
- ORD
Nonstop4h 23m
United Airlines
Tue 6/29:33 pm
ORD
- SFO
Nonstop4h 57m
United Airlines
Deal found 4/28![United Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/209:26 pm
SFO
- PIA
2 stops20h 04m
Multiple Airlines
Mon 6/112:53 pm
PIA
- SFO
1 stop23h 37m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 4/26. 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 7/911:56 pm
SFO
- MDW
1 stop7h 12m
Delta
Mon 7/137:06 pm
MDW
- SFO
1 stop6h 40m
Delta
Deal found 4/26![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 4/28. 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 7/306:45 pm
SFO
- MDW
1 stop8h 25m
Southwest
Tue 8/48:30 pm
MDW
- SFO
Nonstop4h 35m
Southwest
Deal found 4/28![Southwest logo]()
$345
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 6/1211:10 pm
SFO
- MLI
1 stop9h 31m
American Airlines
Sat 6/134:42 pm
MLI
- SFO
1 stop10h 06m
American Airlines
Deal found 4/29![American Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 7/810:56 pm
SFO
- RFD
1 stop11h 28m
Multiple Airlines
Sun 7/121:14 pm
RFD
- SFO
1 stop21h 29m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Sun 5/2412:50 am
SFO
- ORD
Nonstop4h 26m
United Airlines
Thu 5/288:09 pm
ORD
- SFO
Nonstop4h 53m
United Airlines
Deal found 4/26![United Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 4/29. 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 5/281:15 pm
SFO
- MDW
2 stops8h 40m
Southwest
Tue 6/212:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 4/29![Southwest logo]()
$348
This Delta deal was found by Cheapflights users on 4/28. 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 6/2311:59 pm
SFO
- BMI
1 stop9h 27m
Delta
Fri 7/312:09 pm
BMI
- SFO
1 stop9h 45m
Delta
Deal found 4/28![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 7/2711:16 pm
SFO
- PIA
1 stop8h 01m
American Airlines
Mon 8/34:22 pm
PIA
- SFO
1 stop8h 26m
American Airlines
Deal found 4/29![American Airlines logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/218:44 pm
SFO
- RFD
2 stops34h 37m
Multiple Airlines
Mon 6/89:10 pm
RFD
- SFO
1 stop21h 11m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$402
Last-minute flights from San Francisco to IllinoisDiscover last-minute flight deals from San Francisco to Illinois. Data last updated May 1, 2026 and is based on user searches.
Discover last-minute flight deals from San Francisco to Illinois. Data last updated May 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/96:00 am
SFO
- ORD
1 stop12h 32m
Frontier
Tue 5/1912:40 pm
ORD
- SFO
1 stop12h 24m
Frontier
Deal found 4/28![Frontier logo]()
$283
This Frontier deal was found by Cheapflights users on 4/29. 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.
Mon 5/116:00 am
SFO
- ORD
1 stop12h 32m
Frontier
Wed 5/136:55 am
ORD
- SFO
1 stop14h 39m
Frontier
Deal found 4/29![Frontier logo]()
$281
This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:15 pm
SFO
- MDW
1 stop10h 54m
Frontier
Wed 5/133:07 pm
MDW
- SFO
1 stop9h 57m
Frontier
Deal found 4/28![Frontier logo]()
$283
This Frontier deal was found by Cheapflights users on 4/29. 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 5/1310:15 pm
SFO
- MDW
1 stop10h 54m
Frontier
Tue 5/193:07 pm
MDW
- SFO
1 stop9h 57m
Frontier
Deal found 4/29![Frontier logo]()
$281
This CheapOair deal was found by Cheapflights users on 4/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:16 am
SFO
- ORD
1 stop10h 34m
Alaska Airlines
Sat 5/239:00 am
ORD
- SFO
1 stop10h 01m
Alaska Airlines
Deal found 4/26![Alaska Airlines logo]()
$274
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Sun 5/1711:59 pm
SFO
- ORD
1 stop14h 17m
Frontier
Wed 5/279:37 pm
ORD
- SFO
1 stop16h 10m
Frontier
Deal found 4/30![Frontier logo]()
$279
This Southwest deal was found by Cheapflights users on 4/26. 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 5/185:15 am
SFO
- MDW
Nonstop4h 10m
Southwest
Sat 5/236:10 pm
MDW
- SFO
Nonstop4h 35m
Southwest
Deal found 4/26![Southwest logo]()
$284
This Southwest deal was found by Cheapflights users on 4/29. 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 5/2311:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Wed 5/2712:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 4/29![Southwest logo]()
$280
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2611:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Tue 6/212:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 4/27![Southwest logo]()
$275
This eDestinos deal was found by Cheapflights users on 4/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:26 pm
SFO
- ORD
2 stops24h 15m
Frontier
Tue 6/24:05 pm
ORD
- SFO
2 stops20h 25m
Frontier
Deal found 4/28![Frontier logo]()
$284
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/271:48 pm
SFO
- ORD
Nonstop4h 47m
American Airlines
Wed 6/36:45 am
ORD
- SFO
Nonstop4h 40m
American Airlines
Deal found 4/30![American Airlines logo]()
$282
This Alaska Airlines deal was found by Cheapflights users on 4/28. 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 5/286:16 am
SFO
- ORD
1 stop10h 34m
Alaska Airlines
Mon 6/17:59 pm
ORD
- SFO
1 stop15h 34m
Alaska Airlines
Deal found 4/28![Alaska Airlines logo]()
$280
One-way flights from San Francisco to IllinoisSearch for one-way flight options from San Francisco to Illinois. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
Search for one-way flight options from San Francisco to Illinois. Find affordable one-way fares based on user searches. Data last updated May 1, 2026.
This Southwest deal was found by Cheapflights users on 4/26. 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.
Wed 5/205:25 am
SFO
- MDW
Nonstop4h 10m
Southwest
Deal found 4/26![Southwest logo]()
$133
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/2311:14 pm
SFO
- ORD
Nonstop4h 47m
American Airlines
Deal found 4/27![American Airlines logo]()
$133
This Trip.com deal was found by Cheapflights users on 4/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:10 pm
SFO
- MDW
1 stop10h 57m
Frontier
Deal found 4/30![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/156:00 am
SFO
- ORD
1 stop12h 32m
Frontier
Deal found 4/25![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 5/2312:52 pm
SFO
- ORD
2 stops17h 03m
Frontier
Deal found 4/26![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 7/97:11 pm
SFO
- RFD
1 stop23h 12m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$136
This Frontier deal was found by Cheapflights users on 5/1. 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.
Fri 5/1511:59 pm
SFO
- MDW
1 stop12h 13m
Frontier
Deal found 5/1![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Mon 6/810:40 pm
SFO
- ORD
2 stops24h 08m
Frontier
Deal found 4/28![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Tue 5/2611:15 am
SFO
- MDW
2 stops48h 57m
Frontier
Deal found 4/26![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Tue 6/23:21 pm
SFO
- RFD
2 stops26h 39m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/510:01 pm
SFO
- ORD
2 stops15h 58m
Frontier
Deal found 4/30![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Mon 5/253:33 pm
SFO
- MDW
2 stops28h 29m
Frontier
Deal found 4/28![Frontier logo]()
$139
Find flight deals from San Francisco to Illinois
Keep the following information in mind while searching for San Francisco to Illinois flight deals. Data was last updated May 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $275 (Southwest) |
One-way from | $133 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $374 |
Good round-trip deal | $393 or less |
Good one-way deal | $208 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San Francisco to Illinois 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 May 1, 2026.
Use the filters below to find and compare flights from San Francisco to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Wed 5/27
7:40 pm-4:35 am
1 stop6h 55m
Chicago Midway
Tue 6/2
12:50 pm-9:25 pm
2 stops10h 35m
$290
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 5/26
6:34 pm-12:59 am
Nonstop4h 25m
Chicago O'Hare Intl
Fri 5/29
3:26 pm-6:18 pm
Nonstop4h 52m
$295
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Mon 5/18
5:15 am-11:25 am
Nonstop4h 10m
Chicago Midway
Wed 5/27
5:15 pm-10:05 pm
1 stop6h 50m
$306
Quickest round-trip
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 5/22
10:35 pm-4:58 am
Nonstop4h 23m
Chicago O'Hare Intl
Thu 5/28
7:40 am-10:29 am
Nonstop4h 49m
$309
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 6/2
6:20 pm-8:36 am
2 stops12h 16m
Chicago O'Hare Intl
Mon 6/8
7:01 am-2:16 pm
1 stop9h 15m
$319
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 5/26
6:20 am-3:00 pm
1 stop6h 40m
Chicago O'Hare Intl
Tue 6/2
10:30 am-7:55 pm
2 stops11h 25m
$321
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Sat 5/23
10:55 pm-1:55 pm
1 stop13h 00m
Chicago O'Hare Intl
Wed 5/27
10:30 am-7:05 pm
2 stops10h 35m
$336
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 6/2
5:05 am-11:31 am
Nonstop4h 26m
Chicago O'Hare Intl
Wed 6/3
9:33 pm-12:30 am
Nonstop4h 57m
$337
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Sat 5/23
10:55 pm-7:50 am
1 stop6h 55m
Chicago Midway
Wed 5/27
12:50 pm-9:25 pm
2 stops10h 35m
$343
San FranciscoChicago
SFO - RFD
SFORFD
San Francisco
Thu 7/16
7:11 pm-8:23 pm
1 stop23h 12m
Chicago Greater Rockford
Sun 7/26
1:14 pm-8:43 am
1 stop21h 29m
$345
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Francisco to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from San Francisco with our price prediction graph.
SFO-MDW
SFO-ORD
SFO-RFD
SFO-PIA
SFO-MLI
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 San Francisco to Illinois
SFO-USIL
SFO-MDW
SFO-ORD
SFO-RFD
SFO-PIA
How far ahead should I book a flight from San Francisco to Illinois?
Booking 66 days in advance of your planned departure date is, on average, the best time to get cheap flights from San Francisco to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from San Francisco to Illinois?
Currently, September is the cheapest month in which you can book a flight from San Francisco to Illinois (average of $288). Flying from San Francisco to Illinois in January is currently the most expensive (average of $1,041). 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 SFO to IL?
Find hourly flight availability from San Francisco to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2026.
It’s optimal to fly from San Francisco to Illinois in the afternoon. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight at noon.
What is the cheapest day to fly from San Francisco to Illinois?
Use this chart to determine the cheapest time to fly round-trip from San Francisco to Illinois. Price data was last updated on April 25, 2026.
Travelers seeking maximum savings on their San Francisco to Illinois flight should consider departing on Saturday 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 San Francisco to Illinois
Explore weekly flight availability from San Francisco to Illinois. 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 May 1, 2026.
The most flights from SFO to USIL are scheduled on a Thursday (91 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (56 on average).
How much does it cost to fly round-trip from San Francisco to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated May 1, 2026.
Get a feel of what it's like to fly with Southwest,Alaska Airlines, andUnited Airlines from San Francisco to Illinois by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from San Francisco to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for San Francisco to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Francisco to Illinois by cabin class
Find flights from San Francisco to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Francisco and Illinois flights
Browse other San Francisco and Illinois flight options. Last updated on May 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Francisco to Illinois flights
Consider these flights traveling from San Francisco to Illinois.
Top 8 airlines flying from San Francisco to Illinois
Discover the top 8 airlines that operate flights from San Francisco to Illinois. 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 May 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$270 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$122 | Average$341 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$127 | Average$252 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$492 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$179 | Average$326 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$185 | Average$351 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$198 | Average$516 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$225 | Average$321 | FlexibilityNo cancel fee | On-time62% |