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$65+ Cheap flights from San Francisco Bay Area 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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — CHI
dic. 24 — dic. 311
mar. 12/24
mar. 12/31
1 adult, Economy
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Cheap flight deals from San Francisco Bay Area to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from San Francisco Bay Area (zzXIH) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated diciembre 19, 2024.

Round-trip from

$131
(Cheapflightsfares)

One-way from

$65
(FlightHub)
From San Francisco Bay Area to Chicago (CHI)
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One-way flight from San Francisco Bay Area to Chicago (CHI)
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Find flight deals from San Francisco Bay Area to Chicago

Cheapest flights from San Francisco Bay Area to Chicago
Explore the most affordable flight options available from San Francisco Bay Area to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 19, 2024.

This Alaska Airlines deal was found by Cheapflights users on 12/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/315:55 pmSFO - ORD
1 stop9h 35mAlaska Airlines
dom. 1/266:55 pmORD - SFO
Nonstop4h 59mAlaska Airlines
Deal found 12/18$217
This Cheapflightsfares deal was found by Cheapflights users on 12/19. 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.
mar. 12/319:25 pmOAK - ORD
1 stop6h 05mSpirit Airlines
lun. 1/69:54 pmORD - OAK
1 stop13h 49mSpirit Airlines
Deal found 12/19$231
This CheapOair deal was found by Cheapflights users on 12/18. 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.
mié. 12/256:00 amSFO - MDW
1 stop13h 32mFrontier
mié. 1/88:15 amMDW - SFO
1 stop17h 56mFrontier
Deal found 12/18$238
This American Airlines deal was found by Cheapflights users on 12/19. 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.
mié. 12/2511:27 pmSFO - ORD
Nonstop4h 19mAmerican Airlines
mié. 1/88:30 amORD - SFO
Nonstop4h 54mAmerican Airlines
Deal found 12/19$253
This FlightHub deal was found by Cheapflights users on 12/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/267:00 pmSJC - ORD
1 stop11h 37mSpirit Airlines
mié. 1/86:15 amORD - SJC
1 stop6h 35mSpirit Airlines
Deal found 12/17$263
This Delta deal was found by Cheapflights users on 12/19. 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.
mié. 12/2512:10 pmSFO - MDW
1 stop7h 56mDelta
mié. 1/81:26 pmMDW - SFO
1 stop9h 34mDelta
Deal found 12/19$266
This Delta deal was found by Cheapflights users on 12/19. 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.
mié. 12/2512:10 pmSFO - ORD
1 stop9h 46mDelta
mié. 1/85:00 pmORD - SFO
1 stop9h 14mDelta
Deal found 12/19$266
This United Airlines deal was found by Cheapflights users on 12/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/256:45 pmSFO - ORD
Nonstop4h 26mUnited Airlines
lun. 1/278:25 pmORD - SFO
Nonstop4h 48mUnited Airlines
Deal found 12/18$276
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2411:59 pmSFO - ORD
1 stop7h 04mMultiple Airlines
lun. 1/277:50 amORD - SFO
1 stop6h 54mMultiple Airlines
Deal found 12/18$283
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/253:03 pmSFO - ORD
1 stop6h 43mFrontier
vie. 1/36:00 amORD - SFO
1 stop20h 21mFrontier
Deal found 12/18$310
This Booking.com deal was found by Cheapflights users on 12/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/3012:30 pmSJC - ORD
1 stop9h 16mMultiple Airlines
sáb. 1/49:54 pmORD - SJC
1 stop11h 52mMultiple Airlines
Deal found 12/17$322
This CheapOair deal was found by Cheapflights users on 12/18. 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.
jue. 12/2612:40 pmSJC - MDW
1 stop28h 52mFrontier
jue. 1/210:44 amMDW - SJC
1 stop8h 32mFrontier
Deal found 12/18$378

Find flights from San Francisco Bay Area to Chicago within your budget

Customize your flight search to find flights from San Francisco Bay Area 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 diciembre 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OaklandChicago

OAK - ORD

OAKORD

Oakland

sáb. 1/18

7:02 pm-5:31 am

1 stop8h 29m

Chicago O'Hare Intl

sáb. 1/25

8:00 am-9:35 pm

1 stop15h 35m

$131

San JoseChicago

SJC - ORD

SJCORD

San Jose

lun. 2/3

9:34 pm-5:31 am

1 stop5h 57m

Chicago O'Hare Intl

vie. 2/7

10:47 pm-10:41 am

1 stop13h 54m

$172

San JoseChicago

SJC - ORD

SJCORD

San Jose

jue. 1/16

11:36 am-9:52 pm

1 stop8h 16m

Chicago O'Hare Intl

lun. 1/20

7:50 am-12:11 pm

1 stop6h 21m

$177

San JoseChicago

SJC - ORD

SJCORD

San Jose

jue. 1/16

5:19 pm-7:28 pm

1 stop24h 09m

Chicago O'Hare Intl

dom. 1/19

7:25 am-12:11 pm

1 stop6h 46m

$178

OaklandChicago

OAK - MDW

OAKMDW

Oakland

vie. 2/7

11:25 am-5:30 pm

Nonstop4h 05m

Chicago Midway

sáb. 2/15

5:10 pm-8:00 pm

Nonstop4h 50m

$208

San JoseChicago

SJC - MDW

SJCMDW

San Jose

jue. 1/9

1:11 pm-12:13 am

1 stop9h 02m

Chicago Midway

dom. 1/12

7:15 am-12:08 pm

1 stop6h 53m

$208

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

jue. 2/13

1:40 pm-7:53 pm

Nonstop4h 13m

Chicago O'Hare Intl

dom. 2/16

8:31 am-11:30 am

Nonstop4h 59m

$217

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

lun. 1/13

6:05 am-12:13 am

1 stop16h 08m

Chicago Midway

jue. 1/16

7:15 am-12:09 am

1 stop18h 54m

$218

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

jue. 1/23

11:33 am-11:44 pm

1 stop10h 11m

Chicago O'Hare Intl

jue. 1/30

7:45 am-4:31 pm

2 stops10h 46m

$219

San FranciscoChicago

SFO - ORD

SFOORD

San Francisco

mar. 1/14

7:55 pm-1:07 pm

1 stop15h 12m

Chicago O'Hare Intl

dom. 1/19

6:55 pm-9:54 pm

Nonstop4h 59m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 60 results
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Best time to book a flight from San Francisco Bay Area to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from San Francisco Bay Area 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.

Travel insights for flights from San Francisco Bay Area to Chicago

Get recent, data-driven insights about flights from San Francisco Bay Area to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from San Francisco Bay Area to Chicago?

Currently, September is the cheapest month in which you can book a flight from San Francisco Bay Area to Chicago (average of $232). Flying from San Francisco Bay Area to Chicago in June is currently the most expensive (average of $308). 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 XIH to CHI?

Find hourly flight availability from San Francisco Bay Area 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 diciembre 19, 2024.

When flying from San Francisco Bay Area to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from San Francisco Bay Area to Chicago

Explore weekly flight availability from San Francisco Bay Area 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 diciembre 19, 2024.

The most flights from zzXIH to CHI are scheduled on a Thursday (69 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 diciembre 19, 2024.
Get a feel of what it's like to fly with Alaska Airlines, Spirit Airlines and American Airlines from San Francisco Bay Area to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.1
Very good
4,836 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Alaska Airlines
8.0
Very good
9,552 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
8,600 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

JetBlue
7.4
Good
3,274 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

United Airlines
7.4
Good
9,048 reviews
Southwest
8.1
Very good
4,836 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from San Francisco Bay Area 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 San Francisco Bay Area to Chicago one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $65. Frontier flights start at $83 while deals on Southwest start at $87 one-way.

  • What are the most popular routes from San Francisco Bay Area to Chicago?

    The most popular flight routes from San Francisco Bay Area to Chicago are San Francisco - Chicago O'Hare Intl, San Francisco - Chicago Midway and San Jose - Chicago O'Hare Intl.

  • What are the most reliable airlines from San Francisco Bay Area to Chicago?

    No one likes to see their flight delayed. When booking a flight from San Francisco Bay Area to Chicago consider choosing Iberia (90%), China Southern (89%) or Asiana Airlines (87%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from San Francisco Bay Area to Chicago?

    The cheapest flight price from San Francisco Bay Area to Chicago is $124. On average you can expect to pay $965. The most popular route, (San Francisco - Chicago O'Hare Intl), can usually be booked for $173.

  • Can I find deals for flights from San Francisco Bay Area to Chicago that include hotel bookings?

    Yes. In addition to deals on San Francisco Bay Area to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Francisco Bay Area to Chicago?

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

  • Can I find deals for business class flights from San Francisco Bay Area to Chicago?

    Yes. Cheapflights offers flight deals from San Francisco Bay Area 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 San Francisco Bay Area to Chicago?

    Currently, September is the cheapest month in which you can book a flight from San Francisco Bay Area to Chicago (average of $232). Flying from San Francisco Bay Area to Chicago in June is currently the most expensive (average of $308). 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

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Alternative routes for San Francisco Bay Area to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Fresno to St. Louis flights
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Ontario to Peoria flights
Long Beach to St. Louis flights
Monterey to O'Hare Intl flights

Top 7 airlines flying from San Francisco Bay Area to Chicago

Discover the top 7 airlines that operate flights from San Francisco Bay Area 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 diciembre 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$82Average$235FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$100Average$331FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$112Average$266FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$185Average$452FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$534FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$219Average$468FlexibilityNo cancel feeOn-time63%
DeltaCheapest$235Average$430FlexibilityNo cancel feeOn-timeN/A
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