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Cheap flights from San Luis Obispo to Chicago from $182

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 3/9. 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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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 - 2:41 pm
SBP
-
ORD
6h 41m
1 stop
Alaska Airlines Logo
9:00 am - 2:00 pm
ORD
-
SBP
7h 00m
1 stop
$283Alaska Airlines
Wed, May 6 - Sat, May 16
Alaska Airlines Logo
2:47 pm - 11:41 pm
SBP
-
ORD
6h 54m
1 stop
Alaska Airlines Logo
3:43 pm - 11:28 pm
ORD
-
SBP
9h 45m
1 stop
$293Alaska Airlines
Sat, May 16 - Mon, May 18
Alaska Airlines Logo
5:36 pm - 1:23 pm
SBP
-
ORD
17h 47m
1 stop
Alaska Airlines Logo
8:50 am - 2:59 pm
ORD
-
SBP
8h 09m
1 stop
$297Alaska Airlines
Sat, May 2 - Sat, May 9
Alaska Airlines Logo
6:00 am - 11:59 pm
SBP
-
ORD
15h 59m
1 stop
Alaska Airlines Logo
3:07 pm - 3:07 pm
ORD
-
SBP
26h 00m
2 stops
$298Alaska Airlines
Mon, Feb 23 - Wed, Feb 25
Alaska Airlines Logo
6:00 am - 2:58 pm
SBP
-
ORD
6h 58m
1 stop
Alaska Airlines Logo
3:07 pm - 11:39 am
ORD
-
SBP
22h 32m
1 stop
$303Alaska Airlines
Sat, Feb 14 - Wed, Feb 18
Alaska Airlines Logo
12:19 pm - 11:59 pm
SBP
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
5:29 pm - 6:53 pm
ORD
-
SBP
27h 24m
1 stop
$313Alaska Airlines
Wed, Feb 25 - Mon, Mar 2
Alaska Airlines Logo
3:39 pm - 2:56 pm
SBP
-
ORD
21h 17m
2 stops
Alaska Airlines Logo
8:50 am - 2:59 pm
ORD
-
SBP
8h 09m
1 stop
$315Alaska Airlines
Sat, May 2 - Sat, May 9
Alaska Airlines Logo
3:39 pm - 2:41 pm
SBP
-
ORD
21h 02m
1 stop
Alaska Airlines Logo
6:00 am - 6:14 pm
ORD
-
SBP
14h 14m
2 stops
$318Alaska Airlines
Sat, May 2 - Sat, May 9
Alaska Airlines Logo
5:36 pm - 1:23 pm
SBP
-
ORD
17h 47m
1 stop
Alaska Airlines Logo
8:50 am - 2:59 pm
ORD
-
SBP
8h 09m
1 stop
$319Alaska Airlines
Sat, May 2 - Sat, May 9
Alaska Airlines Logo
6:00 am - 2:58 pm
SBP
-
ORD
6h 58m
1 stop
Alaska Airlines Logo
8:20 am - 11:39 am
ORD
-
SBP
29h 19m
1 stop
$323Alaska Airlines
Sat, Feb 14 - Wed, Feb 18

American Airlines flights from San Luis Obispo to Chicago

Our best American Airlines deals on San Luis Obispo to Chicago flight tickets
American Airlines
Feb 5
SBP12:50 pmSan Luis Obispo County
8h 54m
2 stops
ORD11:44 pmChicago O'Hare Intl
Feb 8
ORD1:25 pmChicago O'Hare Intl
7h 05m
1 stop
SBP6:30 pmSan Luis Obispo County
$410
American Airlines
Feb 6
SBP12:50 pmSan Luis Obispo County
8h 54m
2 stops
ORD11:44 pmChicago O'Hare Intl
Feb 8
ORD10:57 amChicago O'Hare Intl
9h 33m
1 stop
SBP6:30 pmSan Luis Obispo County
$437
American Airlines
Jan 31
SBP9:53 amSan Luis Obispo County
9h 34m
2 stops
ORD9:27 pmChicago O'Hare Intl
Feb 7
ORD5:05 amChicago O'Hare Intl
9h 09m
2 stops
SBP12:14 pmSan Luis Obispo County
$466

Alaska Airlines flights from San Luis Obispo to Chicago

Our best Alaska Airlines deals on San Luis Obispo to Chicago flight tickets
Alaska Airlines
May 7
SBP3:39 pmSan Luis Obispo County
6h 04m
1 stop
ORD11:43 pmChicago O'Hare Intl
May 12
ORD3:52 pmChicago O'Hare Intl
9h 27m
1 stop
SBP11:19 pmSan Luis Obispo County
$270
Alaska Airlines
May 2
SBP5:36 pmSan Luis Obispo County
17h 47m
1 stop
ORD1:23 pmChicago O'Hare Intl
May 9
ORD8:50 amChicago O'Hare Intl
8h 09m
1 stop
SBP2:59 pmSan Luis Obispo County
$297
Alaska Airlines
Feb 23
SBP6:00 amSan Luis Obispo County
15h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 25
ORD3:07 pmChicago O'Hare Intl
26h 00m
2 stops
SBP3:07 pmSan Luis Obispo County
$298

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 January 13, 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

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Wed 5/6

6:00 am-2:41 pm

1 stop6h 41m

Chicago O'Hare Intl

Sat 5/16

9:00 am-2:00 pm

1 stop7h 00m

$283

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 5/16

2:47 pm-11:41 pm

1 stop6h 54m

Chicago O'Hare Intl

Mon 5/18

3:43 pm-11:28 pm

1 stop9h 45m

$293

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 5/2

5:36 pm-1:23 pm

1 stop17h 47m

Chicago O'Hare Intl

Sat 5/9

8:50 am-2:59 pm

1 stop8h 09m

$297

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Mon 2/23

6:00 am-11:59 pm

1 stop15h 59m

Chicago O'Hare Intl

Wed 2/25

3:07 pm-3:07 pm

2 stops26h 00m

$298

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

3:07 pm-11:39 am

1 stop22h 32m

$303

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Wed 2/25

12:19 pm-11:59 pm

1 stop9h 40m

Chicago O'Hare Intl

Mon 3/2

5:29 pm-6:53 pm

1 stop27h 24m

$313

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 5/2

3:39 pm-2:56 pm

2 stops21h 17m

Chicago O'Hare Intl

Sat 5/9

8:50 am-2:59 pm

1 stop8h 09m

$315

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 5/2

3:39 pm-2:41 pm

1 stop21h 02m

Chicago O'Hare Intl

Sat 5/9

6:00 am-6:14 pm

2 stops14h 14m

$318

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 5/2

5:36 pm-1:23 pm

1 stop17h 47m

Chicago O'Hare Intl

Sat 5/9

8:50 am-2:59 pm

1 stop8h 09m

$319

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-11:39 am

1 stop29h 19m

$323

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 August is, on average, the cheapest month to fly to Chicago from San Luis Obispo, with most prices found around $317. If you’re not able to fly to Chicago in August, then February is your next best option. Flight prices from San Luis Obispo to Chicago during February average around $389.

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 22m

Direct flights

None
The fastest flight from San Luis Obispo to Chicago takes 6h 22m
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

  • 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 22m, 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 $274Free CancellationRating
7.2
11,118 reviews
Search American Airlines flights
United AirlinesPriceFrom $362Free CancellationRating
7.4
9,156 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 $362. Generally, United Airlines has 6 flights on this route every week with an average price of $582. 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport