$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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chicago to Big Sur 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 Chicago to Big Sur are usually found in September or February, booked 83 days in advance, depart on a Wednesday or Thursday and return on a Wednesday
Cheap flight deals from Chicago to Big Sur
Keep the following information in mind while searching for Chicago to Big Sur flight deals. Data was last updated May 1, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $207 (Southwest) |
One-way from | $99 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $297 |
Find flight deals from Chicago to Big Sur
Cheapest flights from Chicago to Big SurExplore 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 May 1, 2025.
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 May 1, 2025.
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 5/1. 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.
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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.
This Vliegwinkel deal was found by Cheapflights users on 4/30. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
This Orbitz deal was found by Cheapflights users on 4/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 5/1. 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.
This Delta deal was found by Cheapflights users on 4/30. 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.
This Sun Country Air deal was found by Cheapflights users on 4/30. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
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 May 1, 2025.
Use the filters below to find and compare flights from Chicago to Big Sur that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Tue 6/24
5:15 am-9:25 am
1 stop6h 10m
San Francisco
Tue 7/1
7:45 pm-5:00 am
1 stop7h 15m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Fri 6/6
6:45 am-9:23 am
Nonstop4h 38m
San Francisco
Wed 6/11
11:55 pm-6:10 am
Nonstop4h 15m
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Fri 5/16
2:45 pm-11:06 pm
1 stop10h 21m
San Francisco
Sat 5/24
6:15 am-8:53 pm
1 stop12h 38m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Fri 5/30
7:59 pm-10:49 pm
Nonstop4h 50m
San Francisco
Wed 6/4
3:02 pm-11:56 pm
1 stop6h 54m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Fri 5/30
7:59 pm-10:49 pm
Nonstop4h 50m
San Francisco
Fri 6/6
5:45 am-8:56 pm
1 stop13h 11m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Thu 5/15
7:35 am-3:44 pm
1 stop10h 09m
San Francisco
Sat 5/24
8:45 pm-8:22 am
1 stop9h 37m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Thu 5/22
7:20 am-10:02 am
Nonstop4h 42m
San Francisco
Thu 5/29
11:15 pm-5:29 am
Nonstop4h 14m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Wed 5/14
5:56 pm-11:44 pm
1 stop7h 48m
San Francisco
Sat 5/17
12:33 pm-6:59 pm
Nonstop4h 26m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Tue 6/24
2:50 pm-11:10 pm
2 stops10h 20m
San Francisco
Tue 7/1
10:45 pm-12:45 pm
1 stop12h 00m
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Fri 7/18
7:21 pm-11:39 pm
1 stop6h 18m
San Francisco
Tue 7/29
11:40 pm-8:39 am
1 stop6h 59m
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Big Sur
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 April 25, 2025.
Booking 83 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 $384). 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 May 1, 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 Friday afternoons when fares are most often at their lowest. Sunday afternoons 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 May 1, 2025.
The most flights from CHI to B1G are scheduled on a Thursday (82 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (21 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 May 1, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta 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.
Overall
Boarding
Comfort
Food
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Boarding
Comfort
Food
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Boarding
Comfort
Food
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Boarding
Comfort
Food
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Boarding
Comfort
Food
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Boarding
Comfort
Food
Entertainment
Crew
Reviews
James,Apr 2025
LAX - SFO
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.
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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 8 airlines flying from Chicago to Big Sur
Discover the top 8 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 May 1, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$268 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$133 | Average$242 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$140 | Average$300 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$141 | Average$477 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$197 | Average$481 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$219 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$262 | Average$462 | FlexibilityNo cancel fee | On-time63% |