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Cheap flights from San Luis Obispo to Chicago from $157

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 3/13. 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
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
6:00 am - 2:58 pm
SBP
-
ORD
6h 58m1 stop
Alaska Airlines Logo
8:20 am - 11:17 pm
ORD
-
SBP
16h 57m1 stop
$290Alaska Airlines
Sat, Feb 14 - Wed, Feb 18
Alaska Airlines Logo
5:14 pm - 2:29 pm
SBP
-
ORD
19h 15m1 stop
Alaska Airlines Logo
3:44 pm - 11:20 pm
ORD
-
SBP
9h 36m1 stop
$292Alaska Airlines
Tue, Jan 13 - Fri, Jan 16
Alaska Airlines Logo
12:19 pm - 11:59 pm
SBP
-
ORD
9h 40m1 stop
Alaska Airlines Logo
7:00 am - 11:17 pm
ORD
-
SBP
18h 17m2 stops
$298Alaska Airlines
Thu, Feb 19 - Tue, Feb 24
Alaska Airlines Logo
3:12 pm - 11:37 pm
SBP
-
ORD
6h 25m1 stop
Alaska Airlines Logo
3:44 pm - 11:20 pm
ORD
-
SBP
9h 36m1 stop
$302Alaska Airlines
Fri, Jan 30 - Sun, Feb 1
Alaska Airlines Logo
3:12 pm - 11:37 pm
SBP
-
ORD
6h 25m1 stop
Alaska Airlines Logo
9:00 am - 11:20 pm
ORD
-
SBP
16h 20m1 stop
$312Alaska Airlines
Fri, Jan 30 - Sun, Feb 1
Alaska Airlines Logo
12:19 pm - 2:11 pm
SBP
-
ORD
23h 52m2 stops
Alaska Airlines Logo
7:00 am - 11:17 pm
ORD
-
SBP
18h 17m2 stops
$313Alaska Airlines
Thu, Feb 19 - Tue, Feb 24
Alaska Airlines Logo
6:00 am - 2:29 pm
SBP
-
ORD
6h 29m1 stop
Alaska Airlines Logo
2:06 pm - 5:37 pm
ORD
-
SBP
29h 31m2 stops
$318Alaska Airlines
Tue, Jan 13 - Fri, Jan 16
Alaska Airlines Logo
5:35 pm - 4:33 pm
SBP
-
ORD
20h 58m2 stops
Alaska Airlines Logo
3:07 pm - 11:17 pm
ORD
-
SBP
10h 10m1 stop
$323Alaska Airlines
Wed, Feb 11 - Sun, Feb 15
Alaska Airlines Logo
3:12 pm - 11:37 pm
SBP
-
ORD
6h 25m1 stop
Alaska Airlines Logo
8:00 am - 11:20 pm
ORD
-
SBP
17h 20m2 stops
$328Alaska Airlines
Fri, Jan 30 - Sun, Feb 1
Alaska Airlines Logo
5:14 pm - 2:38 pm
SBP
-
ORD
19h 24m2 stops
Alaska Airlines Logo
6:06 pm - 4:34 pm
ORD
-
SBP
24h 28m2 stops
$333Alaska Airlines
Thu, Feb 5 - Fri, Feb 6

Alaska Airlines flights from San Luis Obispo to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on San Luis Obispo to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Feb 14
SBP6:00 amSan Luis Obispo County
6h 58m
1 stop
ORD2:58 pmChicago O'Hare Intl
Feb 18
ORD8:20 amChicago O'Hare Intl
16h 57m
1 stop
SBP11:17 pmSan Luis Obispo County
$290
Find similar
Alaska Airlines
Jan 13
SBP5:14 pmSan Luis Obispo County
19h 15m
1 stop
ORD2:29 pmChicago O'Hare Intl
Jan 16
ORD3:44 pmChicago O'Hare Intl
9h 36m
1 stop
SBP11:20 pmSan Luis Obispo County
$292
Find similar
Alaska Airlines
Feb 19
SBP12:19 pmSan Luis Obispo County
9h 40m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 24
ORD7:00 amChicago O'Hare Intl
18h 17m
2 stops
SBP11:17 pmSan Luis Obispo County
$298
Find similar

United Airlines flights from San Luis Obispo to Chicago O'Hare Intl Airport

Our best United Airlines deals on San Luis Obispo to Chicago O'Hare Intl Airport flight tickets
United Airlines
Jan 13
SBP5:00 amSan Luis Obispo County
6h 24m
1 stop
ORD1:24 pmChicago O'Hare Intl
Jan 16
ORD6:30 pmChicago O'Hare Intl
7h 27m
1 stop
SBP11:57 pmSan Luis Obispo County
$365
Find similar
United Airlines
Feb 5
SBP5:00 amSan Luis Obispo County
6h 24m
1 stop
ORD1:24 pmChicago O'Hare Intl
Feb 8
ORD6:30 pmChicago O'Hare Intl
7h 27m
1 stop
SBP11:57 pmSan Luis Obispo County
$400
Find similar
United Airlines
Feb 14
SBP5:00 amSan Luis Obispo County
6h 14m
1 stop
ORD1:14 pmChicago O'Hare Intl
Feb 18
ORD8:40 amChicago O'Hare Intl
13h 10m
2 stops
SBP7:50 pmSan Luis Obispo County
$457
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San Luis Obispo to Chicago O'Hare Intl Airport 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 December 21, 2025.
Use the filters below to find and compare flights from San Luis Obispo to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 2/14

6:00 am-2:58 pm

1 stop6h 58m

Chicago O'Hare Intl

Wed 2/18

8:20 am-11:17 pm

1 stop16h 57m

$290

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 1/13

5:14 pm-2:29 pm

1 stop19h 15m

Chicago O'Hare Intl

Fri 1/16

3:44 pm-11:20 pm

1 stop9h 36m

$292

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Thu 2/19

12:19 pm-11:59 pm

1 stop9h 40m

Chicago O'Hare Intl

Tue 2/24

7:00 am-11:17 pm

2 stops18h 17m

$298

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Fri 1/30

3:12 pm-11:37 pm

1 stop6h 25m

Chicago O'Hare Intl

Sun 2/1

3:44 pm-11:20 pm

1 stop9h 36m

$302

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Fri 1/30

3:12 pm-11:37 pm

1 stop6h 25m

Chicago O'Hare Intl

Sun 2/1

9:00 am-11:20 pm

1 stop16h 20m

$312

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Thu 2/19

12:19 pm-2:11 pm

2 stops23h 52m

Chicago O'Hare Intl

Tue 2/24

7:00 am-11:17 pm

2 stops18h 17m

$313

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 1/13

6:00 am-2:29 pm

1 stop6h 29m

Chicago O'Hare Intl

Fri 1/16

2:06 pm-5:37 pm

2 stops29h 31m

$318

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Wed 2/11

5:35 pm-4:33 pm

2 stops20h 58m

Chicago O'Hare Intl

Sun 2/15

3:07 pm-11:17 pm

1 stop10h 10m

$323

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Fri 1/30

3:12 pm-11:37 pm

1 stop6h 25m

Chicago O'Hare Intl

Sun 2/1

8:00 am-11:20 pm

2 stops17h 20m

$328

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Thu 2/5

5:14 pm-2:38 pm

2 stops19h 24m

Chicago O'Hare Intl

Fri 2/6

6:06 pm-4:34 pm

2 stops24h 28m

$333

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 O'Hare Intl Airport

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 O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San Luis Obispo averaging around $383.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $537. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from San Luis Obispo because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $730.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from San Luis Obispo in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $526 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $589. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have San Luis Obispo to Chicago O'Hare Intl Airport flight prices changed over time?

As of December 2025, prices for San Luis Obispo to Chicago O'Hare Intl Airport flights are approximately 26% more expensive when compared to flights at the same time last year.

When to book flights from San Luis Obispo to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from San Luis Obispo to Chicago O'Hare Intl Airport 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 O'Hare Intl Airport (SBP to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Luis Obispo to Chicago O'Hare Intl Airport

Fastest flight time

6h 12m

Direct flights

None
The fastest flight from San Luis Obispo to Chicago O'Hare Intl Airport takes 6h 12m
There are no direct flights from San Luis Obispo to Chicago O'Hare Intl Airport. There are no popular flight routes from San Luis Obispo to Chicago O'Hare Intl Airport.
Search flight deals

  • How far is San Luis Obispo County to Chicago O'Hare Intl by plane?

    There are 1814.1 mi between San Luis Obispo County and Chicago O'Hare Intl. 6h 12m is a normal flight duration for this route.

  • When did momondo last update prices for flights from San Luis Obispo County Airport to Chicago O'Hare Intl Airport?

    Prices for flights from San Luis Obispo County Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from San Luis Obispo County Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from San Luis Obispo County Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Luis Obispo County Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from San Luis Obispo to Chicago O'Hare Intl Airport?

Best airlines flying from San Luis Obispo to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from San Luis Obispo to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $274Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
United AirlinesPriceFrom $362Free CancellationRating
7.4
9,100 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from San Luis Obispo.

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?

Once all potential San Luis Obispo to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from San Luis Obispo. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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