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$120+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Fremont to Chicago are usually found in February or September, booked 71 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Fremont to Chicago

Keep the following information in mind while searching for Fremont to Chicago flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$280
(Alaska Airlines)

One-way from

$120
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$389
Provider with most accurate pricing for San Francisco-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for San Francisco-Chicago (CHI) flights.
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From Fremont to Chicago (CHI)
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One-way flight from Fremont to Chicago (CHI)
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Highest demand for flights based on searches. 9% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/810:23 pmSFO - ORD
1 stop10h 15mFrontier
Sat 11/156:00 amORD - SFO
2 stops18h 27mFrontier
Deal found 10/28$275
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/910:10 pmSFO - ORD
1 stop29h 54mMultiple Airlines
Thu 12/256:00 amORD - SFO
1 stop9h 13mMultiple Airlines
Deal found 10/28$276
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/55:28 pmSFO - ORD
1 stop12h 00mMultiple Airlines
Wed 11/126:05 pmORD - SFO
1 stop17h 28mMultiple Airlines
Deal found 10/27$277
This CheapOair deal was found by Cheapflights users on 10/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/310:23 pmSFO - MDW
1 stop11h 15mFrontier
Fri 11/71:37 pmMDW - SFO
1 stop9h 34mFrontier
Deal found 10/29$278
This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/612:43 pmSFO - ORD
1 stop9h 32mFrontier
Fri 11/1411:24 amORD - SFO
1 stop11h 47mFrontier
Deal found 10/28$278
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/810:23 pmSFO - ORD
1 stop10h 15mFrontier
Tue 11/1111:00 amORD - SFO
1 stop7h 43mFrontier
Deal found 10/29$279
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/159:57 pmSFO - ORD
1 stop14h 12mAlaska Airlines
Sat 12/208:58 pmORD - SFO
1 stop13h 17mAlaska Airlines
Deal found 10/30$280
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:00 amSFO - ORD
1 stop10h 55mAlaska Airlines
Mon 11/243:51 pmORD - SFO
1 stop10h 06mAlaska Airlines
Deal found 10/27$281
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:02 amSFO - MDW
1 stop25h 28mFrontier
Sat 11/81:37 pmMDW - SFO
1 stop9h 34mFrontier
Deal found 10/30$282
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/195:28 pmSFO - ORD
1 stop10h 57mMultiple Airlines
Wed 11/267:00 amORD - SFO
1 stop19h 24mMultiple Airlines
Deal found 10/27$282
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:55 pmSFO - MDW
1 stop18h 27mFrontier
Sat 11/151:37 pmMDW - SFO
2 stops10h 50mFrontier
Deal found 10/29$283
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/57:35 amSFO - ORD
1 stop7h 20mAlaska Airlines
Mon 12/83:05 pmORD - SFO
1 stop10h 43mAlaska Airlines
Deal found 10/28$283

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 October 30, 2025.
Use the filters below to find and compare flights from Fremont to Chicago that are best for you.

Fly from

Fremont

Fly to

Chicago

Route

Depart

Return

Price

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 12/5

7:00 am-7:54 pm

1 stop10h 54m

Chicago O'Hare Intl

Mon 12/8

8:59 pm-9:10 am

1 stop14h 11m

$283

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 12/2

11:35 am-11:50 pm

2 stops10h 15m

Chicago O'Hare Intl

Fri 12/5

3:05 pm-8:06 am

1 stop19h 01m

$289

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 11/23

7:00 am-11:32 pm

1 stop14h 32m

Chicago O'Hare Intl

Tue 12/2

8:59 pm-8:06 am

1 stop13h 07m

$293

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 12/6

1:30 pm-7:42 pm

Nonstop4h 12m

Chicago O'Hare Intl

Tue 12/16

12:45 pm-3:35 pm

Nonstop4h 50m

$298

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 1/28

12:47 am-8:40 am

1 stop5h 53m

Chicago O'Hare Intl

Tue 2/3

2:20 pm-10:57 pm

1 stop10h 37m

$300

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 12/31

3:07 pm-1:16 pm

1 stop20h 09m

Chicago O'Hare Intl

Sun 1/4

3:37 pm-8:15 am

1 stop18h 38m

$309

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 12/12

11:19 am-7:56 am

1 stop18h 37m

Chicago O'Hare Intl

Mon 12/22

10:51 am-10:54 pm

1 stop14h 03m

$312

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 12/6

2:15 pm-10:35 pm

1 stop6h 20m

Chicago O'Hare Intl

Tue 12/16

1:00 pm-5:25 pm

1 stop6h 25m

$313

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 1/4

12:47 am-8:40 am

1 stop5h 53m

Chicago O'Hare Intl

Fri 1/9

2:20 pm-10:54 pm

1 stop10h 34m

$313

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Thu 12/11

12:37 pm-11:47 pm

1 stop9h 10m

Chicago Midway

Wed 1/7

1:49 pm-8:59 pm

1 stop9h 10m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 60 results
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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

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 October 24, 2025.

Booking 71 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, December is the cheapest month in which you can book a flight from Fremont to Chicago (average of $111). Flying from Fremont to Chicago in March is currently the most expensive (average of $194). 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 October 30, 2025.

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 27% versus a flight in the evening.

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 December 16, 2024.

Travelers seeking maximum savings on their Fremont to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday 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 October 30, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and United 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.
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,220 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,243 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,996 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,034 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,123 reviews
Alaska Airlines
8.0
Very good
11,220 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 $298, Alaska Airlines can have you in Chicago from Fremont in 4h 12m. 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 Alaska Airlines, with whom users have recently found tickets for as low as $121. However, be on the lookout for offers from Frontier and Southwest, 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?

    When deciding which route to take from Fremont to Chicago consider San Francisco - Chicago O'Hare Intl, San Francisco - Chicago Midway or San Francisco - Chicago Greater Rockford as they are the most popular.

  • 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 China Southern (100%), ITA Airways (90%) or Asiana Airlines (90%) 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 $1,024 for a flight from Fremont to Chicago. The cheapest flight overall is $130 while the most popular route, (San Francisco - Chicago O'Hare Intl) is currently priced at $164.

  • 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.

  • What is the cheapest month to book a flight from Fremont to Chicago?

    Currently, December is the cheapest month in which you can book a flight from Fremont to Chicago (average of $111). Flying from Fremont to Chicago in March is currently the most expensive (average of $194). 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.

See more FAQs

Traveling to a place near Chicago?

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

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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.
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Top 8 airlines flying from Fremont to Chicago

Discover the top 8 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$251FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$108Average$240FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$108Average$288FlexibilityNo cancel feeOn-time85%
DeltaCheapest$128Average$339FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$133Average$417FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$170Average$343FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$185Average$423FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$197Average$346FlexibilityNo cancel feeOn-time71%

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