Big Sur

$99+ Cheap flights from Chicago (CHI) to Big Sur, CA

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Jan 21 — Jan 281
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The best prices from Chicago to Big Sur are usually found in April or September, booked 67 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from Chicago to Big Sur

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Big Sur (B1G). 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 January 16, 2025.

Round-trip from

$197
(Southwest)

One-way from

$99
(Southwest)

Popular in

March

Cheapest in

April

Average price

$307
From Chicago (CHI) to Big Sur
One-way flight from Chicago (CHI) to Big Sur
High demand for flights, 1% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for round-trip flights in January 2025

Find flight deals from Chicago to Big Sur

Cheapest flights from Chicago to Big Sur
Explore the most affordable flight options available from Chicago to Big Sur. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.

This Southwest deal was found by Cheapflights users on 1/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/64:45 pmMDW - SFO
Nonstop4h 55mSouthwest
Sat 2/87:15 amSFO - MDW
Nonstop4h 05mSouthwest
Deal found 1/15$197
This United Airlines deal was found by Cheapflights users on 1/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/68:55 amORD - SFO
Nonstop4h 48mUnited Airlines
Sun 2/911:05 pmSFO - ORD
Nonstop4h 25mUnited Airlines
Deal found 1/15$197
This Alaska Airlines deal was found by Cheapflights users on 1/16. 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 2/197:00 pmORD - SFO
Nonstop5h 10mAlaska Airlines
Tue 2/252:43 pmSFO - ORD
1 stop7h 16mAlaska Airlines
Deal found 1/16$198
This eDestinos deal was found by Cheapflights users on 1/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/26:40 amMDW - SFO
2 stops53h 02mFrontier
Sun 3/910:59 pmSFO - MDW
2 stops47h 18mFrontier
Deal found 1/15$199
This Expedia deal was found by Cheapflights users on 1/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:58 pmORD - SFO
Nonstop4h 59mMultiple Airlines
Mon 5/511:53 pmSFO - ORD
1 stop8h 59mMultiple Airlines
Deal found 1/16$199
This eDestinos deal was found by Cheapflights users on 1/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/26:50 amORD - SFO
2 stops52h 52mFrontier
Sun 3/910:59 pmSFO - ORD
2 stops47h 24mFrontier
Deal found 1/16$200
This American Airlines deal was found by Cheapflights users on 1/16. 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 2/1512:25 pmORD - SFO
Nonstop4h 54mAmerican Airlines
Tue 2/185:15 amSFO - ORD
Nonstop4h 06mAmerican Airlines
Deal found 1/16$224
This Delta deal was found by Cheapflights users on 1/16. 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.
Mon 2/172:08 pmMDW - SFO
1 stop7h 04mDelta
Fri 2/2112:40 amSFO - MDW
1 stop8h 02mDelta
Deal found 1/16$257
This Delta deal was found by Cheapflights users on 1/16. 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.
Mon 2/176:15 amORD - SFO
1 stop9h 05mDelta
Wed 3/55:55 amSFO - ORD
1 stop8h 18mDelta
Deal found 1/16$257
This Southwest deal was found by Cheapflights users on 1/16. 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.
Mon 4/286:55 pmORD - SFO
1 stop6h 25mSouthwest
Thu 5/19:55 amSFO - ORD
2 stops10h 25mSouthwest
Deal found 1/16$305
This Sun Country Air deal was found by Cheapflights users on 1/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/28:05 pmORD - SFO
1 stop19h 07mSun Country Air
Fri 6/69:20 amSFO - ORD
1 stop7h 51mSun Country Air
Deal found 1/16$335

Find flights from Chicago to Big Sur within your budget

Customize your flight search to find flights from Chicago to Big Sur 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 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 2/6

4:45 pm-7:40 pm

Nonstop4h 55m

San Francisco

Sat 2/8

7:15 am-1:20 pm

Nonstop4h 05m

$197

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Thu 2/6

12:45 pm-3:38 pm

Nonstop4h 53m

San Francisco

Sat 2/8

8:25 am-2:54 pm

Nonstop4h 29m

$197

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 2/15

7:00 pm-10:10 pm

Nonstop5h 10m

San Francisco

Sat 2/22

6:59 pm-1:04 pm

1 stop16h 05m

$198

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sun 3/2

6:40 am-9:42 am

2 stops53h 02m

San Francisco

Sun 3/9

10:59 pm-12:17 am

2 stops47h 18m

$199

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 2/5

12:39 pm-3:28 pm

Nonstop4h 49m

San Francisco

Tue 2/11

1:20 pm-7:41 pm

Nonstop4h 21m

$199

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sun 3/30

2:48 pm-11:15 pm

1 stop10h 27m

San Francisco

Tue 4/8

11:12 am-12:15 am

1 stop11h 03m

$200

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 2/14

7:00 pm-10:10 pm

Nonstop5h 10m

San Francisco

Tue 2/18

12:16 am-9:51 am

1 stop7h 35m

$204

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Mon 2/17

2:08 pm-7:12 pm

1 stop7h 04m

San Francisco

Tue 2/18

6:00 am-4:20 pm

1 stop8h 20m

$257

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Mon 2/17

6:15 am-1:20 pm

1 stop9h 05m

San Francisco

Wed 3/5

5:55 am-4:13 pm

1 stop8h 18m

$257

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Mon 4/28

6:55 pm-11:20 pm

1 stop6h 25m

San Francisco

Thu 5/1

9:55 am-10:20 pm

2 stops10h 25m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 23 results
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Best time to book a flight from Chicago to Big Sur

Have a flexible travel schedule? Discover the best time to fly to Big Sur from Chicago 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 Chicago to Big Sur

Get recent, data-driven insights about flights from Chicago to Big Sur including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Big Sur?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Big Sur. Price data was last updated on January 10, 2025.

Booking 67 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Big Sur. 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 Chicago to Big Sur?

Currently, January is the cheapest month in which you can book a flight from Chicago to Big Sur (average of $276). Flying from Chicago to Big Sur in June is currently the most expensive (average of $405). 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 CHI to B1G?

Find hourly flight availability from Chicago to Big Sur. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 16, 2025.

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

What is the cheapest day to fly from Chicago to Big Sur?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Big Sur. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Big Sur flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Big Sur

Explore weekly flight availability from Chicago to Big Sur. 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 16, 2025.

The most flights from CHI to B1G are scheduled on a Thursday (52 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).

Rainfall in Big Sur by month

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

In terms of precipitation, rainfall in Big Sur ranges from 0.0 - 4.4 inches per month. January is typically the wettest month, when rainfall can reach 4.4 in. July is typically the driest time to visit Big Sur when rainfall is around 0.0 in.

Temperature in Big Sur by month

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

If weather is an important factor for your trip to Big Sur, use this chart to help with planning. For those seeking warmer temperatures, September is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Big Sur

Get insights into the airlines that provide service to Big Sur. 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 Big Sur. Reviews last updated January 16, 2025.
See what other customers who have flown with American Airlines, Alaska Airlines and Frontier from Chicago to Big Sur have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

8.1
Very good
4,659 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

8.0
Very good
9,681 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

8.0
Very good
8,511 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

7.4
Good
8,965 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

7.2
Good
10,000 reviews
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Big Sur. 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 Chicago to Big Sur one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $99. United Airlines flights start at $99 while deals on Frontier start at $102 one-way.

  • What are the most reliable airlines from Chicago to Big Sur?

    No one likes to see their flight delayed. When booking a flight from Chicago to Big Sur consider choosing Air China (100%), ANA (93%) or Asiana Airlines (83%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Big Sur?

    The cheapest flight price from Chicago to Big Sur is $98. On average you can expect to pay $937. The most popular route, (Chicago O'Hare Intl - San Francisco), can usually be booked for $165.

  • Can I find deals for flights from Chicago to Big Sur that include hotel bookings?

    Yes. In addition to deals on Chicago to Big Sur flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Big Sur?

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

  • Can I find deals for business class flights from Chicago to Big Sur?

    Yes. Cheapflights offers flight deals from Chicago to Big Sur 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 Chicago to Big Sur?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Big Sur (average of $276). Flying from Chicago to Big Sur in June is currently the most expensive (average of $405). 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 Chicago to Big Sur

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Chicago to Big Sur

Discover the top 7 airlines that operate flights from Chicago to Big Sur. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$208FlexibilityNo cancel feeOn-time62%
DeltaCheapest$128Average$381FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$140Average$340FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$141Average$490FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$141Average$244FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$196Average$496FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$264Average$497FlexibilityNo cancel feeOn-time63%
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