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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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheapflights Tip: The best prices from Fremont to Chicago are usually found in February or January, booked 34 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 August 1, 2025.

Round-trip from

$205
(American Airlines)

One-way from

$100
(Southwest)

Popular in

December

Cheapest in

February

Average price

$341
From Fremont to Chicago (CHI)
Search Deals
One-way flight from Fremont to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($20 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 August 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 August 1, 2025.

This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/302:26 pmSFO - ORD
Nonstop4h 22mAmerican Airlines
Sun 8/316:45 amORD - SFO
Nonstop4h 30mAmerican Airlines
Deal found 7/31$205
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:15 amSFO - MDW
Nonstop4h 05mSouthwest
Wed 9/103:50 pmMDW - SFO
Nonstop4h 35mSouthwest
Deal found 7/30$207
This Southwest deal was found by Cheapflights users on 7/31. 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.
Sun 8/317:15 amSFO - ORD
1 stop8h 40mSouthwest
Sat 9/64:20 pmORD - SFO
1 stop7h 05mSouthwest
Deal found 7/31$208
This Kissandfly.com deal was found by Cheapflights users on 7/30. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/316:10 amSFO - ORD
Nonstop4h 20mHawaiian Airlines
Sat 9/63:20 pmORD - SFO
1 stop9h 03mHawaiian Airlines
Deal found 7/30$211
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/810:26 amSFO - ORD
1 stop11h 33mAlaska Airlines
Wed 10/158:20 amORD - SFO
1 stop7h 41mAlaska Airlines
Deal found 7/29$216
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/266:35 pmSFO - ORD
Nonstop4h 19mUnited Airlines
Sun 9/286:15 amORD - SFO
Nonstop4h 41mUnited Airlines
Deal found 7/31$217
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/236:34 amSFO - ORD
1 stop15h 05mFrontier
Sat 8/307:00 amORD - SFO
1 stop17h 33mFrontier
Deal found 7/30$236
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/611:30 pmSFO - MDW
1 stop11h 59mFrontier
Tue 8/1211:39 amMDW - SFO
1 stop11h 08mFrontier
Deal found 7/29$238
This Trip.com deal was found by Cheapflights users on 7/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/107:10 amSFO - ORD
1 stop24h 27mMultiple Airlines
Sat 9/1310:00 amORD - SFO
1 stop10h 09mMultiple Airlines
Deal found 7/29$247
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:45 amSFO - MDW
1 stop6h 08mDelta
Mon 9/229:20 amMDW - SFO
1 stop6h 25mDelta
Deal found 7/30$257
This Delta deal was found by Cheapflights users on 7/31. 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 8/2212:40 amSFO - ORD
1 stop5h 44mDelta
Wed 8/2711:00 amORD - SFO
1 stop8h 48mDelta
Deal found 7/31$257
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:18 pmSFO - RFD
2 stops18h 07mMultiple Airlines
Sun 9/79:16 pmRFD - SFO
3 stops40h 46mMultiple Airlines
Deal found 7/29$480

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 August 1, 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

Sat 8/30

2:26 pm-8:48 pm

Nonstop4h 22m

Chicago O'Hare Intl

Sun 8/31

6:45 am-9:15 am

Nonstop4h 30m

$205

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Thu 9/4

7:15 am-1:20 pm

Nonstop4h 05m

Chicago Midway

Wed 9/10

3:50 pm-6:25 pm

Nonstop4h 35m

$207

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 8/31

7:15 am-5:55 pm

1 stop8h 40m

Chicago O'Hare Intl

Sat 9/6

4:20 pm-9:25 pm

1 stop7h 05m

$208

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sun 8/31

6:10 am-12:30 pm

Nonstop4h 20m

Chicago O'Hare Intl

Sat 9/6

3:20 pm-10:23 pm

1 stop9h 03m

$211

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 10/8

10:26 am-11:59 pm

1 stop11h 33m

Chicago O'Hare Intl

Wed 10/15

8:20 am-2:01 pm

1 stop7h 41m

$216

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 9/26

6:35 pm-12:54 am

Nonstop4h 19m

Chicago O'Hare Intl

Sun 9/28

6:15 am-8:56 am

Nonstop4h 41m

$217

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 8/23

6:34 am-11:39 pm

1 stop15h 05m

Chicago O'Hare Intl

Sat 8/30

7:00 am-10:33 pm

1 stop17h 33m

$236

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 8/6

11:30 pm-1:29 pm

1 stop11h 59m

Chicago Midway

Tue 8/12

11:39 am-8:47 pm

1 stop11h 08m

$238

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 9/10

7:10 am-9:37 am

1 stop24h 27m

Chicago O'Hare Intl

Sat 9/13

10:00 am-6:09 pm

1 stop10h 09m

$247

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Fri 9/12

12:45 am-8:53 am

1 stop6h 08m

Chicago Midway

Mon 9/22

9:20 am-1:45 pm

1 stop6h 25m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 25 results
1
2
3

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 July 25, 2025.

Booking 34 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 August 1, 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 Wednesday 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 August 1, 2025.

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 (43 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 August 1, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta 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

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • 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 $100. However, be on the lookout for offers from American Airlines and United 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 Fiji Airways (100%), Asiana Airlines (88%) or China Southern (82%) 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 $1,096 for a flight from Fremont to Chicago. The cheapest flight overall is $98 while the most popular route, (San Francisco - Chicago O'Hare Intl) is currently priced at $188.

  • 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
Valparaiso
Chesterton

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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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$98Average$237FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$101Average$218FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$108Average$288FlexibilityNo cancel feeOn-time85%
DeltaCheapest$128Average$324FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$133Average$380FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$138Average$303FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$185Average$413FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$197Average$345FlexibilityNo cancel feeOn-time71%

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