Chicago

$135+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
Jun 21 — Jun 281
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Cheapflights Tip: The best prices from Fremont to Chicago are usually found in September or February, booked 90 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Fremont to Chicago

Cheapest flights from Fremont to Chicago
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 May 22, 2026.

This CheapOair deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:20 am
SFO
-
ORD
1 stop8h 33m
Alaska Airlines
Mon 10/197:20 am
ORD
-
SFO
1 stop7h 21m
Alaska Airlines
Deal found 5/18$300
This Cheapflightsfares deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1512:33 pm
SFO
-
ORD
1 stop6h 19m
Frontier
Sun 8/239:48 pm
ORD
-
SFO
1 stop28h 34m
Frontier
Deal found 5/17$301
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:40 pm
SFO
-
MDW
2 stops8h 40m
Southwest
Wed 8/128:50 am
MDW
-
SFO
2 stops9h 35m
Southwest
Deal found 5/17$302
This Gotogate deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/82:23 pm
SFO
-
ORD
1 stop7h 32m
Multiple Airlines
Tue 6/166:55 am
ORD
-
SFO
1 stop15h 00m
Multiple Airlines
Deal found 5/18$302
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/211:59 pm
SFO
-
ORD
1 stop13h 41m
Frontier
Tue 6/96:55 am
ORD
-
SFO
1 stop15h 00m
Frontier
Deal found 5/17$303
This Orbitz deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:10 pm
SFO
-
MDW
1 stop10h 57m
Frontier
Sun 8/166:00 am
MDW
-
SFO
1 stop15h 13m
Frontier
Deal found 5/18$304
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/83:43 pm
SFO
-
ORD
1 stop11h 45m
Frontier
Fri 8/147:05 am
ORD
-
SFO
1 stop14h 08m
Frontier
Deal found 5/18$304
This Frontier deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier 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
Wed 6/33:07 pm
MDW
-
SFO
1 stop9h 57m
Frontier
Deal found 5/17$305
This American Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/88:24 pm
SFO
-
ORD
1 stop6h 36m
American Airlines
Tue 6/169:00 pm
ORD
-
SFO
Nonstop4h 58m
American Airlines
Deal found 5/18$305
This Southwest deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/611:40 pm
SFO
-
MDW
Nonstop4h 15m
Southwest
Wed 7/86:00 am
MDW
-
SFO
1 stop9h 40m
Southwest
Deal found 5/17$306
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:29 am
SFO
-
ORD
1 stop8h 22m
American Airlines
Tue 7/289:00 pm
ORD
-
SFO
Nonstop4h 42m
American Airlines
Deal found 5/21$306
This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:59 pm
SFO
-
MDW
1 stop8h 18m
Delta
Mon 8/2410:54 am
MDW
-
SFO
1 stop10h 45m
Delta
Deal found 5/18$307

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 May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$300
(CheapOair)

One-way from

$135
(Priceline)

Popular in

March

Cheapest in

September

Average price

$453
Provider with most accurate pricing for San Francisco-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for San Francisco-Chicago (CHI) flights.
From Fremont to Chicago (CHI)
One-way flight from Fremont to Chicago (CHI)
Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 22, 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

Price

Cheapest round-trip

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Thu 8/6

12:40 pm-11:20 pm

2 stops8h 40m

Chicago Midway

Wed 8/12

8:50 am-4:25 pm

2 stops9h 35m

$302

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Thu 8/6

12:40 pm-11:20 pm

2 stops8h 40m

Chicago Midway

Mon 8/10

5:30 am-11:35 am

1 stop8h 05m

$312

San FranciscoChicago

SFO - RFD

SFORFD

San Francisco

Thu 8/6

7:11 pm-8:34 pm

1 stop23h 23m

Chicago Greater Rockford

Mon 8/10

9:24 pm-4:06 pm

1 stop20h 42m

$322

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Tue 9/29

10:45 pm-8:42 am

1 stop7h 57m

Chicago Midway

Fri 10/2

5:25 pm-12:02 am

1 stop8h 37m

$325
Quickest round-trip

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Mon 7/6

11:40 pm-5:55 am

Nonstop4h 15m

Chicago Midway

Thu 7/9

9:30 pm-12:10 am

Nonstop4h 40m

$335

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 7/10

10:38 pm-5:01 am

Nonstop4h 23m

Chicago O'Hare Intl

Thu 7/16

6:10 am-8:47 am

Nonstop4h 37m

$344

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 6/30

6:34 pm-12:59 am

Nonstop4h 25m

Chicago O'Hare Intl

Fri 7/3

6:10 am-8:47 am

Nonstop4h 37m

$344

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Fri 7/10

11:40 pm-5:55 am

Nonstop4h 15m

Chicago Midway

Thu 7/16

9:30 pm-12:10 am

Nonstop4h 40m

$344

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Mon 7/6

11:40 pm-5:55 am

Nonstop4h 15m

Chicago Midway

Tue 7/14

9:30 pm-12:10 am

Nonstop4h 40m

$344

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Mon 7/6

5:50 am-12:00 pm

Nonstop4h 10m

Chicago Midway

Tue 7/7

5:35 am-11:35 am

1 stop8h 00m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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.
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

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 May 22, 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 23% versus a flight at noon.

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 May 22, 2026.

The most flights from FR8 to CHI are scheduled on a Thursday (94 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 on average).

How much does it cost to fly round-trip from Fremont to Chicago?

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 May 16, 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.

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 May 22, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Southwest, 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.

Entertainment

7.0

Food

7.0

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Entertainment

7.0

Food

7.0

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Entertainment

7.0

Food

7.0

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Entertainment

7.0

Food

7.0

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Entertainment

7.0

Food

7.0

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Entertainment

7.0

Food

7.0

Crew

8.5

Comfort

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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.
  • How long is the flight from Fremont to Chicago?

    For as low as $344, Southwest can have you in Chicago from Fremont in 4h 23m. There are 1841 mi between Fremont and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Fremont to Chicago one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $76. However, be on the lookout for offers from JetBlue and Alaska Airlines, as they are both options that can get you from Fremont to Chicago for a low price.

  • What are the most popular routes from Fremont to Chicago?

  • What are the most reliable airlines from Fremont to Chicago?

    No one likes to see their flight delayed. When booking a flight from Fremont to Chicago consider choosing ITA Airways (100%), Brussels Airlines (89%) or Austrian Airlines (85%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Fremont to Chicago?

    On average you can expect to pay $1,120 for a flight from Fremont to Chicago. The cheapest flight overall is $142 while the most popular route, (San Francisco - Chicago O'Hare Intl) is currently priced at $122.

  • Can I find deals for flights from Fremont to Chicago that include hotel bookings?

    Yes. In addition to deals on Fremont to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Fremont to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Fremont to Chicago.

  • Can I find deals for business class flights from Fremont to Chicago?

    Yes. Cheapflights offers flight deals from Fremont to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Fremont to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

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 May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$97Average$230FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$108Average$217FlexibilityNo cancel feeOn-time85%
DeltaCheapest$122Average$384FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$130Average$277FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$179Average$397FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$185Average$432FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$200Average$403FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$207Average$461FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$224Average$321FlexibilityNo cancel feeOn-time62%

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