What is the cheapest airline that flies from San Luis Obispo County to Chicago?

Alaska Airlines is the most popular carrier operating from San Luis Obispo County to Chicago

How many flights depart from San Luis Obispo to Chicago on average per week?

The number of flights available between San Luis Obispo and Chicago is 1 per week as of October 2026. The most frequent departure day is Wed, with 100% of weekly flights leaving on this day.

What airlines fly to Chicago?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago from San Luis Obispo according to our data. United Airlines is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from San Luis Obispo County Airport to Chicago?

Prices for flights from San Luis Obispo County Airport to Chicago are refreshed on a daily basis.

How many operators does momondo search for flights from San Luis Obispo County Airport to Chicago?

The number of operators available for flights from San Luis Obispo County Airport to Chicago is 3 as of October 2026.

How old do you have to be to fly from San Luis Obispo County Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San Luis Obispo County Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$195 Cheap Flights from San Luis Obispo to Chicago in 2026/27

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5:00 am - 1:15 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

6h 15m1 stop Denver Intl

6:00 am - 11:58 amORD Chicago O'Hare Intl-SBP San Luis Obispo County

7h 58m1 stop San Francisco

$374United Airlines

Tue, Oct 27 - Sun, Nov 8

12:36 pm - 10:30 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

7h 54m1 stop Dallas/Fort Worth

5:00 am - 11:51 amORD Chicago O'Hare Intl-SBP San Luis Obispo County

8h 51m1 stop Dallas/Fort Worth

$379American Airlines

Wed, Nov 11 - Sun, Nov 15

6:00 am - 10:08 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

14h 08m1 stop San Diego

3:19 pm - 6:01 pmORD Chicago O'Hare Intl-SBP San Luis Obispo County

28h 42m1 stop Seattle/Tacoma Intl

$379Alaska Airlines

Fri, Jan 22 - Tue, Jan 26

6:07 am - 1:54 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

5h 47m1 stop San Diego

2:54 pm - 11:14 pmORD Chicago O'Hare Intl-SBP San Luis Obispo County

10h 20m1 stop San Diego

$379Alaska Airlines

Mon, Mar 1 - Wed, Mar 3

4:40 pm - 12:59 amSBP San Luis Obispo County-ORD Chicago O'Hare Intl

6h 19m1 stop Los Angeles

4:01 pm - 10:15 pmORD Chicago O'Hare Intl-SBP San Luis Obispo County

8h 14m1 stop San Francisco

$379United Airlines

Thu, Nov 5 - Mon, Nov 9

1:03 pm - 9:34 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

6h 31m1 stop Denver Intl

12:55 pm - 5:52 pmORD Chicago O'Hare Intl-SBP San Luis Obispo County

6h 57m1 stop Los Angeles

$379United Airlines

Thu, Dec 3 - Mon, Dec 7

12:36 pm - 11:59 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

9h 23m1 stop Dallas/Fort Worth

5:00 am - 11:51 amORD Chicago O'Hare Intl-SBP San Luis Obispo County

8h 51m1 stop Dallas/Fort Worth

$379American Airlines

Sat, Nov 7 - Wed, Nov 11

2:26 pm - 1:25 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

20h 59m1 stop San Diego

7:49 pm - 1:46 pmORD Chicago O'Hare Intl-SBP San Luis Obispo County

19h 57m1 stop San Diego

$379Alaska Airlines

Sat, Oct 24 - Mon, Oct 26

12:32 pm - 9:00 pmSBP San Luis Obispo County-ORD Chicago O'Hare Intl

6h 28m1 stop Phoenix Sky Harbor Intl

6:00 am - 11:51 amORD Chicago O'Hare Intl-SBP San Luis Obispo County

7h 51m1 stop Dallas/Fort Worth

$379American Airlines

Thu, Nov 12 - Wed, Nov 18

2:19 pm - 1:16 amSBP San Luis Obispo County-ORD Chicago O'Hare Intl

8h 57m1 stop San Francisco

12:45 pm - 5:19 pmORD Chicago O'Hare Intl-SBP San Luis Obispo County

6h 34m1 stop Los Angeles

$413United Airlines

Sat, Dec 19 - Mon, Jan 11

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Alaska Airlines flights from San Luis Obispo to Chicago

Our best Alaska Airlines deals on San Luis Obispo to Chicago flight tickets

Alaska Airlines

Dec 15

SBP6:00 amSan Luis Obispo County

11h 00m

1 stop

ORD7:00 pmChicago O'Hare Intl

Dec 18

ORD7:00 amChicago O'Hare Intl

11h 36m

1 stop

SBP4:36 pmSan Luis Obispo County

$439

Alaska Airlines

Feb 6

SBP6:00 amSan Luis Obispo County

14h 08m

1 stop

ORD10:08 pmChicago O'Hare Intl

Feb 10

ORD7:40 amChicago O'Hare Intl

9h 24m

1 stop

SBP3:04 pmSan Luis Obispo County

$451

Alaska Airlines

Oct 24

SBP3:26 pmSan Luis Obispo County

19h 59m

2 stops

ORD1:25 pmChicago O'Hare Intl

Oct 26

ORD7:49 pmChicago O'Hare Intl

19h 57m

1 stop

SBP1:46 pmSan Luis Obispo County

$465

American Airlines flights from San Luis Obispo to Chicago

Our best American Airlines deals on San Luis Obispo to Chicago flight tickets

American Airlines

Nov 11

SBP12:36 pmSan Luis Obispo County

7h 54m

1 stop

ORD10:30 pmChicago O'Hare Intl

Nov 15

ORD5:00 amChicago O'Hare Intl

8h 51m

1 stop

SBP11:51 amSan Luis Obispo County

$379

American Airlines

Nov 7

SBP12:42 pmSan Luis Obispo County

8h 33m

2 stops

ORD11:15 pmChicago O'Hare Intl

Nov 11

ORD5:00 amChicago O'Hare Intl

8h 51m

1 stop

SBP11:51 amSan Luis Obispo County

$384

American Airlines

Jan 22

SBP12:34 pmSan Luis Obispo County

8h 46m

2 stops

ORD11:20 pmChicago O'Hare Intl

Jan 26

ORD10:00 amChicago O'Hare Intl

10h 23m

2 stops

SBP6:23 pmSan Luis Obispo County

$389

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Tue 10/27

5:00 am-1:15 pm

1 stop6h 15m

Chicago O'Hare Intl

Sun 11/8

6:00 am-11:58 am

1 stop7h 58m

$374

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Wed 11/11

12:36 pm-10:30 pm

1 stop7h 54m

Chicago O'Hare Intl

Sun 11/15

5:00 am-11:51 am

1 stop8h 51m

$379

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Fri 1/22

6:00 am-10:08 pm

1 stop14h 08m

Chicago O'Hare Intl

Tue 1/26

3:19 pm-6:01 pm

1 stop28h 42m

$379

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Mon 3/1

6:07 am-1:54 pm

1 stop5h 47m

Chicago O'Hare Intl

Wed 3/3

2:54 pm-11:14 pm

1 stop10h 20m

$379

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Thu 11/5

4:40 pm-12:59 am

1 stop6h 19m

Chicago O'Hare Intl

Mon 11/9

4:01 pm-10:15 pm

1 stop8h 14m

$379

Quickest round-trip

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Thu 12/3

1:03 pm-9:34 pm

1 stop6h 31m

Chicago O'Hare Intl

Mon 12/7

12:55 pm-5:52 pm

1 stop6h 57m

$379

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Sat 11/7

12:36 pm-11:59 pm

1 stop9h 23m

Chicago O'Hare Intl

Wed 11/11

5:00 am-11:51 am

1 stop8h 51m

$379

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Sat 10/24

2:26 pm-1:25 pm

1 stop20h 59m

Chicago O'Hare Intl

Mon 10/26

7:49 pm-1:46 pm

1 stop19h 57m

$379

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Thu 11/12

12:32 pm-9:00 pm

1 stop6h 28m

Chicago O'Hare Intl

Wed 11/18

6:00 am-11:51 am

1 stop7h 51m

$379

San Luis ObispoChicago

SBP San Luis Obispo County - ORD Chicago O'Hare Intl

SBPORD

San Luis Obispo County

Sat 12/19

2:19 pm-1:16 am

1 stop8h 57m

Chicago O'Hare Intl

Mon 1/11

12:45 pm-5:19 pm

1 stop6h 34m

$413

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from San Luis Obispo to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from San Luis Obispo, with most prices found around $378. If you’re not able to fly to Chicago in January, then August is your next best option. Flight prices from San Luis Obispo to Chicago during August average around $409.

What is the cheapest San Luis Obispo County to Chicago flight route?

Fly from San Luis Obispo County to Chicago O'Hare Intl for the best San Luis Obispo County - Chicago flight prices

What cabin class options are available on San Luis Obispo to Chicago flights?

There are 2 cabin classes available to choose from on San Luis Obispo to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have San Luis Obispo to Chicago flight prices changed over time?

When to book flights from San Luis Obispo to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San Luis Obispo to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap San Luis Obispo to Chicago (SBP to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Luis Obispo to Chicago

Best Price Found	$195
Fastest flight time	6h 19m
Direct flights	None

The best one-way flight to Chicago from San Luis Obispo in the past 72 hours is $195. The best round-trip flight deal from San Luis Obispo to Chicago found on momondo in the last 72 hours is $374.

The fastest flight from San Luis Obispo to Chicago takes 6h 19m

There are no direct flights from San Luis Obispo to Chicago. There are no popular flight routes from San Luis Obispo to Chicago.

Search flight deals

Frequently asked questions about flying from San Luis Obispo to Chicago

How far is San Luis Obispo County to Chicago by plane?
Chicago is 1827.9 mi away from San Luis Obispo County. Flights usually cover this in 6h 19m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from San Luis Obispo County Airport to Chicago?
Prices for flights from San Luis Obispo County Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from San Luis Obispo County Airport to Chicago?
The number of operators available for flights from San Luis Obispo County Airport to Chicago is 3 as of October 2026.
How old do you have to be to fly from San Luis Obispo County Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San Luis Obispo County Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from San Luis Obispo to Chicago?
Based on momondo bookings for flights between San Luis Obispo and Chicago, the leading airline is United Airlines, making up 49% of the total bookings. Other popular airlines include American Airlines with 39% and Alaska Airlines with 12%.

Best airlines flying from San Luis Obispo to Chicago

Compare and see reviews for airlines that fly from San Luis Obispo to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Alaska Airlines	PriceFrom $290	Free Cancellation	Rating 7.9 13,004 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $298	Free Cancellation	Rating 7.0 12,110 reviews	Search American Airlines flights
United Airlines	PriceFrom $348	Free Cancellation	Rating 7.4 10,275 reviews	Search United Airlines flights

United Airlines Flights From San Luis Obispo to Chicago
The lowest priced United Airlines flight from San Luis Obispo to Chicago from the last 72 hours was $348. Generally, United Airlines has 3 flights on this route every week with an average price of $517. United Airlines is rated 7.4/10 by our users.

Merrillville

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Hammond

Portage

Benton Harbor

Saint Joseph

Lansing

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

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Why should I use momondo to find a flight deal from San Luis Obispo to Chicago?

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Can I find flights from San Luis Obispo to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from San Luis Obispo on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from San Luis Obispo to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Luis Obispo to Chicago.

I’m not ready to book a flight from San Luis Obispo to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from San Luis Obispo and alert you when they change.

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Cheap flights from San Luis Obispo to Chicago from $195

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Luis Obispo to Chicago departing on 1/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Alaska Airlines flights from San Luis Obispo to Chicago

Our best Alaska Airlines deals on San Luis Obispo to Chicago flight tickets

American Airlines flights from San Luis Obispo to Chicago

Our best American Airlines deals on San Luis Obispo to Chicago flight tickets

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How to get the cheapest flight ticket from San Luis Obispo to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest San Luis Obispo County to Chicago flight route?

What cabin class options are available on San Luis Obispo to Chicago flights?

How have San Luis Obispo to Chicago flight prices changed over time?

What is the cheapest airline that flies from San Luis Obispo County to Chicago?

What airlines fly to Chicago?

How many flights depart from San Luis Obispo to Chicago on average per week?

When to book flights from San Luis Obispo to Chicago

Cheap San Luis Obispo to Chicago (SBP to CHI) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from San Luis Obispo to Chicago

Best airlines flying from San Luis Obispo to Chicago

Compare and see reviews for airlines that fly from San Luis Obispo to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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