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$100+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Fremont to Chicago are usually found in February or January, 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 September 15, 2025.

Round-trip from

$207
(CheapOair)

One-way from

$100
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$317
From Fremont to Chicago (CHI)
Search Deals
One-way flight from Fremont to Chicago (CHI)
Search Deals
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. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This Booking.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/2310:25 pmSFO - ORD
1 stop12h 33mFrontier
Sun 10/2610:51 amORD - SFO
1 stop29h 31mFrontier
Deal found 9/15$206
This CheapOair deal was found by Cheapflights users on 9/14. 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.
Thu 11/136:33 pmSFO - MDW
2 stops14h 57mFrontier
Mon 11/1712:30 pmMDW - SFO
1 stop13h 44mFrontier
Deal found 9/14$207
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/1510:23 pmSFO - ORD
1 stop10h 15mMultiple Airlines
Wed 11/192:54 pmORD - SFO
1 stop9h 07mMultiple Airlines
Deal found 9/14$207
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/148:55 pmSFO - MDW
1 stop15h 02mFrontier
Mon 11/171:37 pmMDW - SFO
1 stop9h 34mFrontier
Deal found 9/15$208
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/2410:23 pmSFO - ORD
1 stop11h 12mMultiple Airlines
Wed 11/122:54 pmORD - SFO
1 stop9h 07mMultiple Airlines
Deal found 9/13$208
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 9/238:00 amSFO - ORD
2 stops24h 40mMultiple Airlines
Tue 9/309:00 amORD - SFO
1 stop14h 21mMultiple Airlines
Deal found 9/13$209
This Frontier deal was found by Cheapflights users on 9/13. 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 9/2511:57 pmSFO - MDW
1 stop11h 14mFrontier
Mon 9/294:48 pmMDW - SFO
1 stop9h 28mFrontier
Deal found 9/13$210
This CheapOair deal was found by Cheapflights users on 9/14. 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 9/2611:57 pmSFO - ORD
1 stop22h 01mFrontier
Tue 9/307:20 amORD - SFO
1 stop17h 10mFrontier
Deal found 9/14$210
This CheapOair deal was found by Cheapflights users on 9/13. 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 10/2010:17 pmSFO - MDW
2 stops23h 03mFrontier
Fri 10/245:10 amMDW - SFO
1 stop12h 50mFrontier
Deal found 9/13$211
This CheapOair deal was found by Cheapflights users on 9/13. 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 11/58:00 amSFO - ORD
2 stops27h 06mFrontier
Sat 11/86:25 pmORD - SFO
1 stop19h 50mFrontier
Deal found 9/13$211
This Frontier deal was found by Cheapflights users on 9/14. 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 10/233:25 pmSFO - MDW
1 stop7h 11mFrontier
Thu 10/308:30 amMDW - SFO
1 stop11h 13mFrontier
Deal found 9/14$212
This CheapOair deal was found by Cheapflights users on 9/14. 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 9/248:00 amSFO - ORD
1 stop25h 48mFrontier
Fri 10/39:35 amORD - SFO
1 stop15h 27mFrontier
Deal found 9/14$212

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 September 15, 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

Tue 11/11

7:00 am-7:55 pm

1 stop10h 55m

Chicago O'Hare Intl

Wed 11/19

2:54 pm-10:01 pm

1 stop9h 07m

$218

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 10/25

8:41 am-11:59 pm

1 stop13h 18m

Chicago O'Hare Intl

Wed 11/12

2:54 pm-10:01 pm

1 stop9h 07m

$238

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 11/11

7:00 am-7:55 pm

1 stop10h 55m

Chicago O'Hare Intl

Thu 11/13

9:20 am-11:46 pm

1 stop16h 26m

$241

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Thu 11/13

7:00 am-7:55 pm

1 stop10h 55m

Chicago O'Hare Intl

Tue 11/18

2:54 pm-10:01 pm

1 stop9h 07m

$241

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 11/19

7:00 am-11:59 pm

1 stop14h 59m

Chicago O'Hare Intl

Fri 12/12

3:05 pm-9:46 pm

1 stop8h 41m

$241

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 10/29

12:35 am-11:35 am

1 stop9h 00m

Chicago O'Hare Intl

Mon 11/3

7:37 am-4:05 pm

1 stop10h 28m

$250

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Fri 11/7

12:35 am-10:30 am

1 stop7h 55m

Chicago Midway

Mon 11/10

7:02 pm-12:12 am

1 stop7h 10m

$257

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 12/12

6:13 pm-2:09 pm

1 stop17h 56m

Chicago O'Hare Intl

Mon 12/15

3:05 pm-11:48 pm

1 stop10h 43m

$280

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Mon 10/13

6:00 am-12:05 pm

Nonstop4h 05m

Chicago Midway

Tue 10/21

2:45 pm-5:15 pm

Nonstop4h 30m

$287

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 10/29

6:30 am-12:35 pm

Nonstop4h 05m

Chicago Midway

Sat 11/1

8:15 am-10:50 am

Nonstop4h 35m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 57 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 September 12, 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, August is the cheapest month in which you can book a flight from Fremont to Chicago (average of $245). Flying from Fremont to Chicago in March is currently the most expensive (average of $321). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Fremont to Chicago as you normally would.

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 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 September 15, 2025.

The most flights from FR8 to CHI are scheduled on a Friday (99 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (76 on average).

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 September 15, 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
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

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
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

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
8,929 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

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
3,172 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

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 $287, Alaska Airlines can have you in Chicago from Fremont in 4h 05m. There are 1849 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 Southwest, with whom users have recently found tickets for as low as $107. However, be on the lookout for offers from Alaska Airlines and Hawaiian 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?

    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 Asiana Airlines (82%), Qatar Airways (81%) or Air Canada (79%) 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 $919 for a flight from Fremont to Chicago. The cheapest flight overall is $100 while the most popular route, (San Francisco - Chicago O'Hare Intl) is currently priced at $178.

  • 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, August is the cheapest month in which you can book a flight from Fremont to Chicago (average of $245). Flying from Fremont to Chicago in March is currently the most expensive (average of $321). 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
Benton Harbor
Porter
Chesterton

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$245FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$108Average$230FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$108Average$288FlexibilityNo cancel feeOn-time85%
DeltaCheapest$128Average$335FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$133Average$384FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$155Average$281FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$185Average$417FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$197Average$345FlexibilityNo cancel feeOn-time71%

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