$111+ Cheap flights from Fremont, CA to Chicago (CHI)
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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
Apr 26 — May 31
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Fremont to Chicago 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 Fremont to Chicago are usually found in September or April, booked 52 days in advance, depart on a Wednesday or Tuesday and return on a Thursday
Cheap flight deals from Fremont to Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Fremont to ChicagoExplore the most affordable flight options available from Fremont to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2026.
Explore the most affordable flight options available from Fremont to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2026.
This Kissandfly.com deal was found by Cheapflights users on 3/22. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2110:38 pm
SFO
- ORD
1 stop9h 24m
Frontier
Tue 4/283:45 pm
ORD
- SFO
Nonstop4h 53m
Frontier
Deal found 3/22![Frontier logo]()
$248
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 5/76:00 am
SFO
- ORD
1 stop12h 37m
Frontier
Mon 5/118:56 pm
ORD
- SFO
1 stop26h 08m
Frontier
Deal found 3/23![Frontier logo]()
$249
This Frontier deal was found by Cheapflights users on 3/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:52 pm
SFO
- MDW
1 stop12h 15m
Frontier
Sat 6/273:02 pm
MDW
- SFO
1 stop9h 55m
Frontier
Deal found 3/26![Frontier logo]()
$250
This Frontier deal was found by Cheapflights users on 3/23. 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 5/2911:59 pm
SFO
- ORD
1 stop14h 17m
Frontier
Tue 6/29:42 pm
ORD
- SFO
1 stop12h 19m
Frontier
Deal found 3/23![Frontier logo]()
$250
This Southwest deal was found by Cheapflights users on 3/26. 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.
Thu 4/165:15 am
SFO
- MDW
Nonstop4h 10m
Southwest
Wed 4/224:00 pm
MDW
- SFO
2 stops9h 15m
Southwest
Deal found 3/26![Southwest logo]()
$251
This CheapOair deal was found by Cheapflights users on 3/26. 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.
Fri 6/1911:52 pm
SFO
- ORD
1 stop14h 18m
Frontier
Sun 6/219:48 pm
ORD
- SFO
1 stop25h 02m
Frontier
Deal found 3/26![Frontier logo]()
$251
This Southwest deal was found by Cheapflights users on 3/23. 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 4/1311:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Tue 4/2112:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 3/23![Southwest logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Mon 4/2710:38 pm
SFO
- ORD
1 stop9h 24m
Multiple Airlines
Sat 6/272:30 pm
ORD
- SFO
1 stop8h 30m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$252
This Southwest deal was found by Cheapflights users on 3/24. 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 5/611:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Sat 5/96:00 am
MDW
- SFO
1 stop6h 25m
Southwest
Deal found 3/24![Southwest logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/2010:01 pm
SFO
- ORD
2 stops29h 49m
Frontier
Thu 4/238:58 pm
ORD
- SFO
1 stop13h 00m
Frontier
Deal found 3/24![Frontier logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Sun 5/1010:04 pm
SFO
- ORD
2 stops20h 33m
Frontier
Thu 5/149:42 pm
ORD
- SFO
1 stop28h 41m
Frontier
Deal found 3/26![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Thu 4/1611:56 am
SFO
- ORD
2 stops10h 56m
Multiple Airlines
Sun 4/1910:07 pm
ORD
- SFO
1 stop11h 51m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$255
Best flights from Fremont to ChicagoDiscover carefully curated flight deals from Fremont to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 27, 2026.
Discover carefully curated flight deals from Fremont to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 27, 2026.
This Southwest deal was found by Cheapflights users on 3/23. 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 4/1311:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Tue 4/2112:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 3/23![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 3/26. 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.
Mon 6/812:48 am
SFO
- MDW
1 stop5h 49m
Delta
Tue 6/309:54 am
MDW
- SFO
1 stop9h 21m
Delta
Deal found 3/26![Delta logo]()
$296
This United Airlines deal was found by Cheapflights users on 3/27. 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.
Fri 4/244:55 pm
SFO
- ORD
Nonstop4h 34m
United Airlines
Mon 4/2710:45 pm
ORD
- SFO
Nonstop4h 50m
United Airlines
Deal found 3/27![United Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 6/127:12 pm
SFO
- RFD
1 stop15h 02m
Multiple Airlines
Mon 6/159:10 pm
RFD
- SFO
1 stop21h 06m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$323
This Southwest deal was found by Cheapflights users on 3/25. 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 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
Sat 5/305:10 am
MDW
- SFO
1 stop8h 40m
Southwest
Deal found 3/25![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 3/26. 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.
Sun 5/3112:15 am
SFO
- MDW
1 stop6h 27m
Delta
Mon 6/87:16 pm
MDW
- SFO
1 stop6h 37m
Delta
Deal found 3/26![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 3/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:29 pm
SFO
- ORD
Nonstop4h 30m
United Airlines
Sun 4/1910:45 pm
ORD
- SFO
Nonstop4h 50m
United Airlines
Deal found 3/25![United Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 3/24. 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 5/111:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Wed 5/612:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 3/24![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:15 am
SFO
- MDW
1 stop6h 27m
Delta
Sat 5/231:59 pm
MDW
- SFO
1 stop8h 38m
Delta
Deal found 3/25![Delta logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 6/127:12 pm
SFO
- RFD
1 stop15h 02m
Multiple Airlines
Fri 6/2610:05 pm
RFD
- SFO
1 stop20h 11m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$361
This Southwest deal was found by Cheapflights users on 3/26. 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.
Fri 5/2911:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Mon 6/16:25 pm
MDW
- SFO
1 stop7h 20m
Southwest
Deal found 3/26![Southwest logo]()
$300
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Fri 8/216:34 pm
SFO
- ORD
Nonstop4h 21m
United Airlines
Mon 8/243:55 pm
ORD
- SFO
Nonstop4h 49m
United Airlines
Deal found 3/26![United Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 6/127:12 pm
SFO
- RFD
1 stop15h 02m
Multiple Airlines
Sun 6/141:13 pm
RFD
- SFO
1 stop21h 33m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 3/23. 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 6/61:30 pm
SFO
- MDW
1 stop7h 35m
Southwest
Sat 6/138:50 pm
MDW
- SFO
Nonstop4h 40m
Southwest
Deal found 3/23![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 3/22. 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 6/812:48 am
SFO
- MDW
1 stop5h 49m
Delta
Wed 6/171:16 pm
MDW
- SFO
1 stop9h 43m
Delta
Deal found 3/22![Delta logo]()
$355
This Southwest deal was found by Cheapflights users on 3/26. 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 5/1811:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Tue 5/193:00 pm
MDW
- SFO
1 stop7h 55m
Southwest
Deal found 3/26![Southwest logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 6/2410:50 pm
SFO
- RFD
1 stop11h 33m
Multiple Airlines
Mon 6/2910:05 pm
RFD
- SFO
2 stops25h 16m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 3/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:05 am
SFO
- ORD
Nonstop4h 26m
United Airlines
Sat 5/239:33 pm
ORD
- SFO
Nonstop4h 57m
United Airlines
Deal found 3/25![United Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 3/22. 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 4/166:20 am
SFO
- MDW
1 stop9h 30m
Southwest
Thu 4/239:45 pm
MDW
- SFO
Nonstop4h 35m
Southwest
Deal found 3/22![Southwest logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Wed 6/1710:50 pm
SFO
- RFD
1 stop11h 33m
Multiple Airlines
Fri 6/2610:05 pm
RFD
- SFO
1 stop20h 11m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 3/26. 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 5/41:25 pm
SFO
- ORD
2 stops8h 30m
Southwest
Thu 5/78:00 am
ORD
- SFO
2 stops8h 35m
Southwest
Deal found 3/26![Southwest logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Wed 5/610:40 pm
SFO
- RFD
1 stop11h 20m
Multiple Airlines
Sun 5/1012:50 pm
RFD
- SFO
1 stop23h 51m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$421
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/911:40 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Wed 6/179:30 pm
MDW
- SFO
Nonstop4h 40m
Southwest
Deal found 3/25![Southwest logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 6/2410:50 pm
SFO
- RFD
1 stop11h 33m
Multiple Airlines
Sun 6/281:13 pm
RFD
- SFO
1 stop8h 43m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 3/22. 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 5/196:20 am
SFO
- ORD
1 stop6h 40m
Southwest
Tue 5/267:45 am
ORD
- SFO
2 stops9h 35m
Southwest
Deal found 3/22![Southwest logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 5/215:25 pm
SFO
- RFD
2 stops23h 48m
Multiple Airlines
Mon 5/259:13 pm
RFD
- SFO
1 stop21h 17m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 6/1310:50 pm
SFO
- RFD
1 stop11h 33m
Multiple Airlines
Fri 6/199:10 pm
RFD
- SFO
1 stop21h 06m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 3/23. 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 5/281:25 pm
SFO
- ORD
2 stops8h 30m
Southwest
Tue 6/210:30 am
ORD
- SFO
2 stops10h 35m
Southwest
Deal found 3/23![Southwest logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/217:15 pm
SFO
- RFD
1 stop23h 08m
Multiple Airlines
Sun 5/241:11 pm
RFD
- SFO
1 stop8h 38m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 3/22. 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 5/207:40 am
SFO
- ORD
2 stops13h 15m
Southwest
Tue 5/267:45 am
ORD
- SFO
2 stops9h 35m
Southwest
Deal found 3/22![Southwest logo]()
$369
Last-minute flights from Fremont to ChicagoDiscover last-minute flight deals from Fremont to Chicago. Data last updated March 27, 2026 and is based on user searches.
Discover last-minute flight deals from Fremont to Chicago. Data last updated March 27, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/23. 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 4/16:00 am
SFO
- ORD
1 stop6h 19m
Frontier
Wed 4/83:29 pm
ORD
- SFO
1 stop10h 59m
Frontier
Deal found 3/23![Frontier logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/610:03 pm
SFO
- ORD
1 stop10h 41m
Frontier
Mon 4/139:06 pm
ORD
- SFO
1 stop18h 46m
Frontier
Deal found 3/24![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/610:03 pm
SFO
- ORD
1 stop10h 41m
Frontier
Wed 4/83:29 pm
ORD
- SFO
1 stop10h 59m
Frontier
Deal found 3/24![Frontier logo]()
$258
This Southwest deal was found by Cheapflights users on 3/23. 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 4/1311:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Tue 4/2112:50 pm
MDW
- SFO
2 stops10h 35m
Southwest
Deal found 3/23![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 3/26. 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.
Tue 4/145:25 am
SFO
- MDW
Nonstop4h 10m
Southwest
Tue 4/216:45 am
MDW
- SFO
1 stop7h 50m
Southwest
Deal found 3/26![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 3/23. 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 4/1410:55 pm
SFO
- MDW
1 stop7h 52m
Delta
Mon 4/207:16 pm
MDW
- SFO
1 stop6h 38m
Delta
Deal found 3/23![Delta logo]()
$264
This Southwest deal was found by Cheapflights users on 3/26. 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.
Thu 4/165:15 am
SFO
- MDW
Nonstop4h 10m
Southwest
Wed 4/224:00 pm
MDW
- SFO
2 stops9h 15m
Southwest
Deal found 3/26![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 3/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:55 pm
SFO
- MDW
1 stop7h 52m
Delta
Wed 4/227:16 pm
MDW
- SFO
1 stop6h 38m
Delta
Deal found 3/25![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Tue 4/219:00 pm
MDW
- SFO
Nonstop4h 35m
Southwest
Deal found 3/25![Southwest logo]()
$267
This Frontier deal was found by Cheapflights users on 3/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:16 pm
SFO
- MDW
1 stop11h 14m
Frontier
Mon 4/276:00 am
MDW
- SFO
1 stop13h 34m
Frontier
Deal found 3/27![Frontier logo]()
$250
This Southwest deal was found by Cheapflights users on 3/26. 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.
Sat 4/2511:25 pm
SFO
- MDW
Nonstop4h 15m
Southwest
Sat 5/26:10 pm
MDW
- SFO
Nonstop4h 35m
Southwest
Deal found 3/26![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 3/26. 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 4/2810:55 pm
SFO
- MDW
1 stop7h 52m
Delta
Mon 5/47:16 pm
MDW
- SFO
1 stop6h 38m
Delta
Deal found 3/26![Delta logo]()
$258
One-way flights from Fremont to ChicagoSearch for one-way flight options from Fremont to Chicago. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
Search for one-way flight options from Fremont to Chicago. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
This Frontier deal was found by Cheapflights users on 3/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2911:59 pm
SFO
- MDW
1 stop12h 13m
Frontier
Deal found 3/27![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 3/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:10 pm
SFO
- ORD
1 stop13h 10m
Frontier
Deal found 3/25![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 3/23. 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.
Tue 5/511:59 pm
SFO
- MDW
1 stop12h 13m
Frontier
Deal found 3/23![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 4/1611:56 am
SFO
- ORD
2 stops27h 04m
Frontier
Deal found 3/26![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/1911:59 pm
SFO
- ORD
1 stop7h 56m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Wed 4/227:40 pm
SFO
- MDW
2 stops24h 42m
Frontier
Deal found 3/25![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 4/157:40 pm
SFO
- ORD
2 stops13h 41m
Frontier
Deal found 3/26![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/216:29 pm
SFO
- MDW
2 stops42h 35m
Frontier
Deal found 3/23![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Thu 6/116:00 am
SFO
- ORD
1 stop12h 53m
Frontier
Deal found 3/25![Frontier logo]()
$116
This Southwest deal was found by Cheapflights users on 3/26. 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.
Tue 4/2810:40 pm
SFO
- MDW
1 stop7h 45m
Southwest
Deal found 3/26![Southwest logo]()
$117
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:20 am
SFO
- ORD
1 stop6h 40m
Southwest
Deal found 3/25![Southwest logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/277:15 pm
SFO
- MDW
2 stops13h 57m
Frontier
Deal found 3/26![Frontier logo]()
$118
Find flight deals from Fremont to Chicago
Keep the following information in mind while searching for Fremont to Chicago flight deals. Data was last updated March 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $248 (Kissandfly.com) |
One-way from | $111 (Frontier) |
Popular in | November |
Cheapest in | September |
Average price | $427 |
Cheapflights Fare Finder
Customize your flight search to find flights from Fremont to Chicago 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 March 27, 2026.
Use the filters below to find and compare flights from Fremont to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Mon 4/13
11:25 pm-5:40 am
Nonstop4h 15m
Chicago Midway
Tue 4/21
12:50 pm-9:25 pm
2 stops10h 35m
$252
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Sat 5/23
11:25 pm-5:40 am
Nonstop4h 15m
Chicago Midway
Sat 5/30
5:10 am-11:50 am
1 stop8h 40m
$269
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Fri 5/1
11:25 pm-5:40 am
Nonstop4h 15m
Chicago Midway
Wed 5/6
12:50 pm-9:25 pm
2 stops10h 35m
$282
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Mon 6/8
12:48 am-8:37 am
1 stop5h 49m
Chicago Midway
Tue 6/30
9:54 am-5:15 pm
1 stop9h 21m
$296
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Sun 5/31
12:15 am-8:42 am
1 stop6h 27m
Chicago Midway
Mon 6/8
7:16 pm-11:53 pm
1 stop6h 37m
$299
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Fri 5/29
11:25 pm-5:40 am
Nonstop4h 15m
Chicago Midway
Mon 6/1
6:25 pm-11:45 pm
1 stop7h 20m
$300
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Sat 6/6
1:30 pm-11:05 pm
1 stop7h 35m
Chicago Midway
Sat 6/13
8:50 pm-11:30 pm
Nonstop4h 40m
$307
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Mon 5/18
11:25 pm-5:40 am
Nonstop4h 15m
Chicago Midway
Tue 5/19
3:00 pm-8:55 pm
1 stop7h 55m
$307
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 4/24
4:55 pm-11:29 pm
Nonstop4h 34m
Chicago O'Hare Intl
Mon 4/27
10:45 pm-1:35 am
Nonstop4h 50m
$309
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Wed 4/15
6:29 pm-12:59 am
Nonstop4h 30m
Chicago O'Hare Intl
Sun 4/19
10:45 pm-1:35 am
Nonstop4h 50m
$310
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Fremont to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Fremont with our price prediction graph.
SFO-ORD
SFO-MDW
SFO-RFD
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 Fremont to Chicago
FR8-CHI
SFO-ORD
SFO-MDW
SFO-RFD
How far ahead should I book a flight from Fremont to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Fremont to Chicago. Price data was last updated on March 13, 2026.
Booking 52 days in advance of your planned departure date is, on average, the best time to get cheap flights from Fremont to Chicago. 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 Fremont to Chicago?
Currently, April is the cheapest month in which you can book a flight from Fremont to Chicago (average of $115). Flying from Fremont to Chicago in December is currently the most expensive (average of $233). 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 FR8 to CHI?
Find hourly flight availability from Fremont to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 27, 2026.
When flying from Fremont to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 33% versus a flight at noon.
What is the cheapest day to fly from Fremont to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Fremont to Chicago. Price data was last updated on March 23, 2026.
Travelers seeking maximum savings on their Fremont to Chicago 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 Fremont to Chicago
Explore weekly flight availability from Fremont to Chicago. 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 March 27, 2026.
The most flights from FR8 to CHI are scheduled on a Thursday (73 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (18 on average).
How much does it cost to fly round-trip from Fremont to Chicago?
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated March 27, 2026.
Get a feel of what it's like to fly with Southwest,Alaska Airlines, andUnited Airlines from Fremont to Chicago 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
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
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 Fremont to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Fremont to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 27, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Fremont to Chicago by cabin class
Find flights from Fremont to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Fremont and Chicago flights
Browse other Fremont and Chicago flight options. Last updated on March 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fremont to Chicago flights
Consider these flights traveling from Fremont to Chicago.
Top 9 airlines flying from Fremont to Chicago
Discover the top 9 airlines that operate flights from Fremont to Chicago. 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 March 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$260 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$108 | Average$230 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$118 | Average$261 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$366 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$133 | Average$431 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$170 | Average$385 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$185 | Average$429 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$197 | Average$386 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$234 | Average$316 | FlexibilityNo cancel fee | On-time62% |