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$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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SFO
Dec 8 — Dec 151
Sun 12/8
Sun 12/15
1 adult, Economy
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The best prices from Chicago to Big Sur are usually found in April or September, booked 88 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 December 3, 2024.

Popular in

March

Cheapest in

April

Round-trip from

$201
(Kiwi.com)

One-way from

$99
(Southwest)
High demand for flights, 18% potential price rise
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Best time to find cheap flights, 14% potential price drop
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From Chicago (CHI) to Big Sur
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One-way flight from Chicago (CHI) to Big Sur
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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 December 3, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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.
Mon 12/98:25 pmORD - SFO
1 stop19h 53mFrontier
Thu 12/1210:59 pmSFO - ORD
1 stop18h 31mFrontier
Deal found 12/2$204
This Frontier deal was found by Cheapflights users on 12/2. 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 12/1612:43 pmMDW - SFO
1 stop7h 17mFrontier
Tue 12/3110:41 amSFO - MDW
1 stop11h 46mFrontier
Deal found 12/2$208
This Expedia deal was found by Cheapflights users on 12/2. 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.
Thu 12/128:56 pmORD - SFO
1 stop13h 52mMultiple Airlines
Mon 1/1310:00 amSFO - ORD
Nonstop4h 27mMultiple Airlines
Deal found 12/2$227
This Alaska Airlines deal was found by Cheapflights users on 12/2. 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.
Tue 12/246:56 pmORD - SFO
Nonstop5h 03mAlaska Airlines
Tue 12/318:35 pmSFO - ORD
1 stop6h 55mAlaska Airlines
Deal found 12/2$282
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Mon 12/2310:00 pmORD - SFO
Nonstop4h 56mUnited Airlines
Thu 12/2610:35 pmSFO - ORD
Nonstop4h 24mUnited Airlines
Deal found 12/2$289
This Sun Country Air deal was found by Cheapflights users on 12/2. 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.
Thu 12/1911:47 amORD - SFO
1 stop7h 26mSun Country Air
Mon 12/3011:59 pmSFO - ORD
1 stop15h 39mSun Country Air
Deal found 12/2$295
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Tue 12/319:00 pmORD - SFO
Nonstop4h 59mAmerican Airlines
Tue 1/75:20 amSFO - ORD
Nonstop4h 16mAmerican Airlines
Deal found 12/2$303
This Delta deal was found by Cheapflights users on 12/2. 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.
Tue 12/179:30 amMDW - SFO
1 stop7h 28mDelta
Tue 1/710:45 pmSFO - MDW
1 stop8h 09mDelta
Deal found 12/2$341
This Delta deal was found by Cheapflights users on 12/2. 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.
Wed 12/1810:17 amORD - SFO
1 stop9h 25mDelta
Tue 12/3112:10 amSFO - ORD
1 stop7h 14mDelta
Deal found 12/2$341
This Southwest deal was found by Cheapflights users on 12/2. 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 12/164:50 pmMDW - SFO
Nonstop4h 40mSouthwest
Sat 1/116:55 amSFO - MDW
1 stop8h 40mSouthwest
Deal found 12/2$342

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 2,700,776 searches. Data last updated December 3, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 1/3

8:27 pm-8:09 am

1 stop13h 42m

San Francisco

Tue 1/7

6:55 am-12:13 am

1 stop15h 18m

$201

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 12/20

6:00 am-12:21 am

1 stop20h 21m

San Francisco

Thu 1/2

6:00 am-7:34 pm

1 stop11h 34m

$201

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 1/10

7:45 am-1:47 pm

1 stop8h 02m

San Francisco

Mon 1/13

6:05 am-2:20 pm

1 stop6h 15m

$202

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Sat 2/1

2:39 pm-7:11 pm

1 stop6h 32m

San Francisco

Tue 2/4

5:14 am-1:18 pm

1 stop6h 04m

$216

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 1/17

6:55 pm-9:54 pm

Nonstop4h 59m

San Francisco

Sun 1/19

10:00 am-4:27 pm

Nonstop4h 27m

$218

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 1/11

9:05 am-12:00 pm

Nonstop4h 55m

San Francisco

Sat 1/18

7:15 am-1:20 pm

Nonstop4h 05m

$228

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 1/8

12:39 pm-3:28 pm

Nonstop4h 49m

San Francisco

Mon 1/13

5:20 am-11:36 am

Nonstop4h 16m

$251

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Mon 1/13

1:26 pm-9:00 pm

1 stop9h 34m

San Francisco

Thu 1/16

10:45 pm-8:54 am

1 stop8h 09m

$252

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Wed 1/8

6:15 am-1:23 pm

1 stop9h 08m

San Francisco

Mon 1/13

1:30 pm-12:11 am

1 stop8h 41m

$255

ChicagoSan Francisco

ORD - SFO

ORDSFO

Chicago O'Hare Intl

Fri 1/31

6:15 am-2:30 pm

2 stops10h 15m

San Francisco

Mon 2/3

11:05 am-10:35 pm

2 stops9h 30m

$306

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 25 results
1
2
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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 November 22, 2024.

Booking 88 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 $381). 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 December 3, 2024.

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 1, 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 December 3, 2024.

The most flights from CHI to B1G are scheduled on a Tuesday (62 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 December 3, 2024.
See what other customers who have flown with Alaska Airlines, United 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.
Southwest
8.1
Very good
4,945 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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.

Southwest
8.1
Very good
4,945 reviews
Southwest
8.1
Very good
4,945 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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.

Alaska Airlines
8.0
Very good
9,514 reviews
Southwest
8.1
Very good
4,945 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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.

Delta
8.0
Very good
8,694 reviews
Southwest
8.1
Very good
4,945 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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.

JetBlue
7.4
Good
3,343 reviews
Southwest
8.1
Very good
4,945 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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.

United Airlines
7.4
Good
9,140 reviews
Southwest
8.1
Very good
4,945 reviews

Food

7.2

Crew

8.7

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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 Alaska Airlines start at $100 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 ANA (98%), Air China (96%) or China Southern (86%) 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 $99. On average you can expect to pay $919. The most popular route, (Chicago O'Hare Intl - San Francisco), can usually be booked for $146.

  • 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 $381). 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.

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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 2,700,776 searches. Data last updated December 3, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$207FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$138Average$328FlexibilityNo cancel feeOn-time75%
Spirit AirlinesCheapest$141Average$247FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$168Average$482FlexibilityNo cancel feeOn-time71%
DeltaCheapest$174Average$392FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$179Average$489FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$247Average$461FlexibilityNo cancel feeOn-time63%
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