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Cheap flights from San Luis Obispo to Chicago from $180

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 10/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from San Luis Obispo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
6:03 am - 7:21 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
11h 18m1 stop San Diego
Alaska Airlines Logo
8:17 pm - 1:46 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
19h 29m1 stop San Diego
$359Alaska Airlines
Mon, Sep 28 - Fri, Oct 2
Alaska Airlines Logo
6:37 pm - 6:20 amSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
9h 43m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
6:54 pm - 9:31 amORD  Chicago O'Hare Intl-SBP San Luis Obispo County
16h 37m1 stop Seattle/Tacoma Intl
$359Alaska Airlines
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
1:00 pm - 11:43 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
8h 43m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
6:59 am - 12:11 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
7h 12m1 stop Phoenix Sky Harbor Intl
$359American Airlines
Thu, Sep 17 - Tue, Sep 22
American Airlines Logo
12:31 pm - 11:30 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
8h 59m1 stop Dallas/Fort Worth
American Airlines Logo
6:59 am - 12:11 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
7h 12m1 stop Phoenix Sky Harbor Intl
$359American Airlines
Fri, Sep 25 - Sun, Sep 27
American Airlines Logo
12:31 pm - 12:14 amSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
9h 43m1 stop Dallas/Fort Worth
American Airlines Logo
5:00 am - 12:11 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
9h 11m1 stop Phoenix Sky Harbor Intl
$359American Airlines
Thu, Sep 24 - Sun, Sep 27
Alaska Airlines Logo
3:45 pm - 1:54 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
20h 09m1 stop San Diego
Alaska Airlines Logo
2:03 pm - 4:58 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
28h 55m1 stop Portland
$359Alaska Airlines
Thu, Jan 28 - Mon, Feb 1
Alaska Airlines Logo
3:24 pm - 7:21 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
25h 57m1 stop San Diego
Alaska Airlines Logo
7:20 am - 2:44 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
9h 24m1 stop San Diego
$411Alaska Airlines
Wed, Sep 16 - Tue, Sep 22
United Airlines Logo
10:48 am - 8:40 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
7h 52m1 stop Los Angeles
United Airlines Logo
7:00 am - 12:27 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
7h 27m1 stop Los Angeles
$419United Airlines
Fri, Oct 9 - Tue, Oct 13
United Airlines Logo
5:00 am - 1:30 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
6h 30m1 stop Denver Intl
United Airlines Logo
1:00 pm - 5:22 pmORD  Chicago O'Hare Intl-SBP San Luis Obispo County
6h 22m1 stop Los Angeles
$424United Airlines
Sat, Aug 29 - Wed, Sep 2
United Airlines Logo
12:55 pm - 10:46 pmSBP  San Luis Obispo County-ORD Chicago O'Hare Intl
7h 51m1 stop Denver Intl
United Airlines Logo
5:55 am - 10:11 amORD  Chicago O'Hare Intl-SBP San Luis Obispo County
6h 16m1 stop Los Angeles
$438United Airlines
Fri, Sep 4 - Mon, Sep 7

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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
Sep 16
SBP3:24 pmSan Luis Obispo County
25h 57m
1 stop
ORD7:21 pmChicago O'Hare Intl
Sep 22
ORD7:20 amChicago O'Hare Intl
9h 24m
1 stop
SBP2:44 pmSan Luis Obispo County
$411
Alaska Airlines
Nov 5
SBP5:42 pmSan Luis Obispo County
17h 35m
2 stops
ORD1:17 pmChicago O'Hare Intl
Nov 9
ORD7:57 pmChicago O'Hare Intl
20h 39m
1 stop
SBP2:36 pmSan Luis Obispo County
$427
Alaska Airlines
Sep 28
SBP6:03 amSan Luis Obispo County
11h 18m
1 stop
ORD7:21 pmChicago O'Hare Intl
Oct 2
ORD8:17 pmChicago O'Hare Intl
20h 29m
2 stops
SBP2:46 pmSan Luis Obispo County
$428

United Airlines flights from San Luis Obispo to Chicago

Our best United Airlines deals on San Luis Obispo to Chicago flight tickets
United Airlines
Oct 9
SBP10:48 amSan Luis Obispo County
7h 52m
1 stop
ORD8:40 pmChicago O'Hare Intl
Oct 13
ORD7:00 amChicago O'Hare Intl
7h 27m
1 stop
SBP12:27 pmSan Luis Obispo County
$419
United Airlines
Aug 29
SBP5:00 amSan Luis Obispo County
6h 30m
1 stop
ORD1:30 pmChicago O'Hare Intl
Sep 2
ORD1:00 pmChicago O'Hare Intl
6h 22m
1 stop
SBP5:22 pmSan Luis Obispo County
$424
United Airlines
Dec 4
SBP6:55 pmSan Luis Obispo County
14h 14m
2 stops
ORD11:09 amChicago O'Hare Intl
Dec 7
ORD12:45 pmChicago O'Hare Intl
8h 55m
1 stop
SBP7:40 pmSan Luis Obispo County
$541

momondo Fare Finder

 
Customize your flight search to find flights from San Luis Obispo 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, momondo users made 832,500 searches. Data last updated August 15, 2026.
Use the filters below to find and compare flights from San Luis Obispo to Chicago that are best for you.

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

Mon 9/28

6:03 am-7:21 pm

1 stop11h 18m

Chicago O'Hare Intl

Fri 10/2

8:17 pm-1:46 pm

1 stop19h 29m

$359

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Tue 9/1

6:37 pm-6:20 am

1 stop9h 43m

Chicago O'Hare Intl

Sat 9/5

6:54 pm-9:31 am

1 stop16h 37m

$359

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Thu 9/17

1:00 pm-11:43 pm

1 stop8h 43m

Chicago O'Hare Intl

Tue 9/22

6:59 am-12:11 pm

1 stop7h 12m

$359

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Fri 9/25

12:31 pm-11:30 pm

1 stop8h 59m

Chicago O'Hare Intl

Sun 9/27

6:59 am-12:11 pm

1 stop7h 12m

$359

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Thu 9/24

12:31 pm-12:14 am

1 stop9h 43m

Chicago O'Hare Intl

Sun 9/27

5:00 am-12:11 pm

1 stop9h 11m

$359

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Thu 1/28

3:45 pm-1:54 pm

1 stop20h 09m

Chicago O'Hare Intl

Mon 2/1

2:03 pm-4:58 pm

1 stop28h 55m

$359

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Wed 9/16

3:24 pm-7:21 pm

1 stop25h 57m

Chicago O'Hare Intl

Tue 9/22

7:20 am-2:44 pm

1 stop9h 24m

$411

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Fri 10/9

10:48 am-8:40 pm

1 stop7h 52m

Chicago O'Hare Intl

Tue 10/13

7:00 am-12:27 pm

1 stop7h 27m

$419
Quickest round-trip

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Sat 8/29

5:00 am-1:30 pm

1 stop6h 30m

Chicago O'Hare Intl

Wed 9/2

1:00 pm-5:22 pm

1 stop6h 22m

$424

San Luis ObispoChicago

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

SBPORD

San Luis Obispo County

Fri 9/4

12:55 pm-10:46 pm

1 stop7h 51m

Chicago O'Hare Intl

Mon 9/7

5:55 am-10:11 am

1 stop6h 16m

$438

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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 October is your next best option. Flight prices from San Luis Obispo to Chicago during October average around $426.

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

Fastest flight time

6h 28m

Direct flights

None
The fastest flight from San Luis Obispo to Chicago takes 6h 28m
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 28m, 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?

  • 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?

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
American AirlinesPriceFrom $279Free CancellationRating
7.1
11,941 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $290Free CancellationRating
7.9
12,811 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $348Free CancellationRating
7.4
10,111 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 $545. United Airlines is rated 7.4/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
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Saint Joseph
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Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
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Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Luis Obispo to Chicago. momondo saves you time and could save you money on your trip.

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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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport