HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$112+ 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 February or September, booked 52 days in advance, depart on a Wednesday or Saturday 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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/26. 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 3/312:25 pm
SFO
-
MDW
1 stop7h 40m
Southwest
Sat 4/49:40 pm
MDW
-
SFO
Nonstop4h 40m
Southwest
Deal found 1/26$247
This Frontier deal was found by Cheapflights users on 1/26. 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.
Mon 2/239:03 am
SFO
-
ORD
1 stop7h 06m
Frontier
Tue 2/2411:51 am
ORD
-
SFO
1 stop11h 48m
Frontier
Deal found 1/26$247
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/189:04 pm
SFO
-
ORD
1 stop10h 39m
Multiple Airlines
Fri 4/34:35 pm
ORD
-
SFO
2 stops18h 41m
Multiple Airlines
Deal found 1/27$248
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 2/266:15 am
SFO
-
MDW
2 stops12h 57m
Frontier
Mon 3/22:19 pm
MDW
-
SFO
1 stop9h 20m
Frontier
Deal found 1/28$249
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:01 pm
SFO
-
ORD
1 stop14h 46m
Frontier
Sun 4/199:18 pm
ORD
-
SFO
1 stop21h 34m
Frontier
Deal found 1/28$249
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Fri 2/2710:34 pm
SFO
-
MDW
2 stops14h 45m
Frontier
Fri 3/62:41 pm
MDW
-
SFO
1 stop30h 39m
Frontier
Deal found 1/28$250
This United Airlines deal was found by Cheapflights users on 1/26. 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 2/2010:50 pm
SFO
-
ORD
Nonstop4h 22m
United Airlines
Wed 2/256:25 am
ORD
-
SFO
Nonstop5h 02m
United Airlines
Deal found 1/26$250
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 3/76:33 pm
SFO
-
ORD
1 stop12h 10m
Frontier
Sat 3/145:30 am
ORD
-
SFO
1 stop15h 44m
Frontier
Deal found 1/27$251
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Thu 2/128:48 am
SFO
-
ORD
1 stop12h 26m
Frontier
Wed 2/1811:51 am
ORD
-
SFO
1 stop11h 48m
Frontier
Deal found 1/27$252
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 2/273:18 pm
SFO
-
MDW
1 stop6h 23m
Frontier
Sun 3/86:05 am
MDW
-
SFO
1 stop15h 09m
Frontier
Deal found 1/27$253
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 2/2110:50 pm
SFO
-
ORD
Nonstop4h 22m
United Airlines
Tue 2/2412:46 pm
ORD
-
SFO
Nonstop5h 05m
United Airlines
Deal found 1/27$253
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/106:00 am
SFO
-
MDW
2 stops12h 54m
Frontier
Thu 3/126:05 am
MDW
-
SFO
1 stop15h 09m
Frontier
Deal found 1/28$254

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$247
(Southwest)

One-way from

$112
(Trip.com)

Popular in

November

Cheapest in

February

Average price

$385
Provider with most accurate pricing for San Francisco-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Chicago (CHI) flights.
Search Deals
From Fremont to Chicago (CHI)
Search Deals
One-way flight from Fremont to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
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 - MDW

SFOMDW

San Francisco

Sun 3/8

5:05 am-11:05 am

Nonstop4h 00m

Chicago Midway

Tue 3/10

10:05 am-12:45 pm

Nonstop4h 40m

$250

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 2/21

6:45 am-1:06 pm

Nonstop4h 21m

Chicago O'Hare Intl

Sun 2/22

7:40 am-10:50 am

Nonstop5h 10m

$250

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Tue 3/24

5:40 am-11:40 am

Nonstop4h 00m

Chicago Midway

Tue 3/31

9:05 pm-11:45 pm

Nonstop4h 40m

$257

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Sat 4/18

12:10 pm-6:43 pm

Nonstop4h 33m

Chicago O'Hare Intl

Tue 4/21

2:15 pm-5:12 pm

Nonstop4h 57m

$257

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 3/18

10:40 pm-8:53 am

1 stop8h 13m

Chicago Midway

Wed 3/25

7:20 pm-12:02 am

1 stop6h 42m

$261

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Tue 3/31

10:40 pm-9:10 am

1 stop8h 30m

Chicago O'Hare Intl

Sat 4/4

2:05 pm-7:07 pm

1 stop7h 02m

$261

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Fri 3/13

10:40 pm-9:10 am

1 stop8h 30m

Chicago O'Hare Intl

Wed 3/18

1:57 pm-7:07 pm

1 stop7h 10m

$262

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 2/18

10:45 pm-8:54 am

1 stop8h 09m

Chicago Midway

Thu 2/19

7:20 pm-11:47 pm

1 stop6h 27m

$274

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

Wed 2/18

10:45 pm-9:41 am

1 stop8h 56m

Chicago O'Hare Intl

Fri 2/20

5:37 pm-11:25 pm

1 stop7h 48m

$274

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 3/18

10:40 pm-8:53 am

1 stop8h 13m

Chicago Midway

Thu 4/16

1:23 pm-7:03 pm

1 stop7h 40m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 56 results
1
2
3
...
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

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 January 23, 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, October is the cheapest month in which you can book a flight from Fremont to Chicago (average of $125). 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 January 29, 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 32% 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 January 24, 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 January 29, 2026.

The most flights from FR8 to CHI are scheduled on a Thursday (59 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (29 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 January 29, 2026.
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
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,808 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,267 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,215 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,206 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Frontier
5.7
Fair
3,056 reviews
Alaska Airlines
8.0
Very good
11,808 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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 $250, Southwest can have you in Chicago from Fremont in 4h. 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 Frontier, with whom users have recently found tickets for as low as $73. 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?

    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 Qatar Airways (97%), Gulf Air (97%) or Iberia (93%) 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 $1,067 for a flight from Fremont to Chicago. The cheapest flight overall is $108 while the most popular route, (San Francisco - Chicago O'Hare Intl) is currently priced at $191.

  • 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, October is the cheapest month in which you can book a flight from Fremont to Chicago (average of $125). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
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 for Fremont to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Los Angeles to Midway flights
Ontario to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
San Diego to O'Hare Intl flights
San Francisco to Midway flights
Sacramento to O'Hare Intl flights
San Jose to O'Hare Intl flights
Las Vegas to O'Hare Intl flights
Los Angeles to St. Louis flights
Burbank to O'Hare Intl flights
Oakland to O'Hare Intl flights
San Francisco to St. Louis flights
Sacramento to Midway flights
San Diego to Midway flights
Santa Ana to Midway flights
San Jose to Midway flights
San Diego to St. Louis flights
Las Vegas to Midway flights
Ontario to Midway flights
Fresno to O'Hare Intl flights
Oakland to Midway flights
Ontario to St. Louis flights
Las Vegas to St. Louis flights
Reno to O'Hare Intl flights
Burbank to Midway flights
Palm Springs to O'Hare Intl flights
Long Beach to O'Hare Intl flights
Santa Barbara to O'Hare Intl flights
Sacramento to St. Louis flights
Monterey to O'Hare Intl flights
San Jose to St. Louis flights
Santa Ana to St. Louis flights
Fresno to Midway flights
Oakland to St. Louis flights
Burbank to St. Louis flights
San Luis Obispo to O'Hare Intl flights
Los Angeles to Moline flights
Santa Ana to Peoria flights
Reno to Midway flights
Fresno to St. Louis flights
Long Beach to Midway flights
Palm Springs to Midway flights
Los Angeles to Peoria flights
Medford to O'Hare Intl flights
Palm Springs to St. Louis flights
Bakersfield to O'Hare Intl flights
Reno to St. Louis flights
Ontario to Peoria flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$241FlexibilityNo cancel feeOn-time62%
Hawaiian AirlinesCheapest$101Average$277FlexibilityNo cancel feeOn-time85%
Spirit AirlinesCheapest$108Average$229FlexibilityNo cancel feeOn-time65%
DeltaCheapest$128Average$351FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$133Average$423FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$170Average$393FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$185Average$424FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$197Average$383FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.