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Cheap flights from San Luis Obispo to Chicago from $138

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 6/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San Luis Obispo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:34 pm - 11:12 pm
SBP
-
ORD
8h 38m
1 stop
American Airlines Logo
6:00 am - 11:45 am
ORD
-
SBP
7h 45m
1 stop
$275American Airlines
Tue, Sep 15 - Tue, Oct 6
American Airlines Logo
12:45 pm - 10:59 pm
SBP
-
ORD
8h 14m
1 stop
American Airlines Logo
5:00 am - 11:58 am
ORD
-
SBP
8h 58m
2 stops
$280American Airlines
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
4:32 pm - 12:32 am
SBP
-
ORD
6h 00m
1 stop
American Airlines Logo
3:00 pm - 10:10 pm
ORD
-
SBP
9h 10m
1 stop
$283American Airlines
Tue, May 12 - Sat, May 16
Alaska Airlines Logo
7:27 pm - 6:20 am
SBP
-
ORD
8h 53m
1 stop
Alaska Airlines Logo
9:00 am - 2:19 pm
ORD
-
SBP
7h 19m
1 stop
$306Alaska Airlines
Tue, May 26 - Wed, May 27
United Airlines Logo
5:52 pm - 5:06 am
SBP
-
ORD
9h 14m
1 stop
United Airlines Logo
6:00 am - 10:23 am
ORD
-
SBP
6h 23m
1 stop
$312United Airlines
Sun, May 17 - Sat, Jun 13
American Airlines Logo
12:51 pm - 11:37 pm
SBP
-
ORD
8h 46m
1 stop
American Airlines Logo
3:22 pm - 10:45 pm
ORD
-
SBP
9h 23m
1 stop
$321American Airlines
Tue, May 26 - Wed, May 27
American Airlines Logo
7:02 pm - 5:37 am
SBP
-
ORD
8h 35m
1 stop
American Airlines Logo
6:05 am - 12:05 pm
ORD
-
SBP
8h 00m
1 stop
$322American Airlines
Mon, May 11 - Sat, May 16
American Airlines Logo
7:02 pm - 5:59 am
SBP
-
ORD
8h 57m
1 stop
American Airlines Logo
5:00 am - 11:58 am
ORD
-
SBP
8h 58m
2 stops
$326American Airlines
Tue, Aug 4 - Sat, Aug 8
American Airlines Logo
12:57 pm - 9:15 pm
SBP
-
ORD
6h 18m
1 stop
American Airlines Logo
1:20 pm - 6:32 pm
ORD
-
SBP
7h 12m
1 stop
$329American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
12:57 pm - 9:15 pm
SBP
-
ORD
6h 18m
1 stop
American Airlines Logo
11:43 am - 6:32 pm
ORD
-
SBP
8h 49m
2 stops
$334American Airlines
Sat, May 2 - Sat, May 9

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United Airlines flights from San Luis Obispo to Chicago

Our best United Airlines deals on San Luis Obispo to Chicago flight tickets
United Airlines
May 17
SBP5:52 pmSan Luis Obispo County
9h 14m
1 stop
ORD5:06 amChicago O'Hare Intl
Jun 13
ORD6:00 amChicago O'Hare Intl
6h 23m
1 stop
SBP10:23 amSan Luis Obispo County
$312
United Airlines
Apr 28
SBP2:30 pmSan Luis Obispo County
6h 58m
1 stop
ORD11:28 pmChicago O'Hare Intl
May 2
ORD3:00 pmChicago O'Hare Intl
8h 16m
1 stop
SBP9:16 pmSan Luis Obispo County
$367
United Airlines
May 19
SBP5:52 pmSan Luis Obispo County
9h 14m
1 stop
ORD5:06 amChicago O'Hare Intl
Jun 13
ORD6:00 amChicago O'Hare Intl
6h 23m
1 stop
SBP10:23 amSan Luis Obispo County
$375

American Airlines flights from San Luis Obispo to Chicago

Our best American Airlines deals on San Luis Obispo to Chicago flight tickets
American Airlines
Sep 15
SBP12:34 pmSan Luis Obispo County
8h 38m
1 stop
ORD11:12 pmChicago O'Hare Intl
Oct 6
ORD6:00 amChicago O'Hare Intl
7h 45m
1 stop
SBP11:45 amSan Luis Obispo County
$275
American Airlines
Sep 1
SBP12:45 pmSan Luis Obispo County
8h 14m
1 stop
ORD10:59 pmChicago O'Hare Intl
Sep 5
ORD5:00 amChicago O'Hare Intl
8h 58m
2 stops
SBP11:58 amSan Luis Obispo County
$280
American Airlines
May 12
SBP4:32 pmSan Luis Obispo County
6h 00m
1 stop
ORD12:32 amChicago O'Hare Intl
May 16
ORD3:00 pmChicago O'Hare Intl
9h 10m
1 stop
SBP10:10 pmSan Luis Obispo County
$283

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 April 17, 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 - ORD

SBPORD

San Luis Obispo County

Tue 9/15

12:34 pm-11:12 pm

1 stop8h 38m

Chicago O'Hare Intl

Tue 10/6

6:00 am-11:45 am

1 stop7h 45m

$275

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 9/1

12:45 pm-10:59 pm

1 stop8h 14m

Chicago O'Hare Intl

Sat 9/5

5:00 am-11:58 am

2 stops8h 58m

$280

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 5/12

4:32 pm-12:32 am

1 stop6h 00m

Chicago O'Hare Intl

Sat 5/16

3:00 pm-10:10 pm

1 stop9h 10m

$283

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 5/26

7:27 pm-6:20 am

1 stop8h 53m

Chicago O'Hare Intl

Wed 5/27

9:00 am-2:19 pm

1 stop7h 19m

$306

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sun 5/17

5:52 pm-5:06 am

1 stop9h 14m

Chicago O'Hare Intl

Sat 6/13

6:00 am-10:23 am

1 stop6h 23m

$312

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 5/26

12:51 pm-11:37 pm

1 stop8h 46m

Chicago O'Hare Intl

Wed 5/27

3:22 pm-10:45 pm

1 stop9h 23m

$321

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Mon 5/11

7:02 pm-5:37 am

1 stop8h 35m

Chicago O'Hare Intl

Sat 5/16

6:05 am-12:05 pm

1 stop8h 00m

$322

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 8/4

7:02 pm-5:59 am

1 stop8h 57m

Chicago O'Hare Intl

Sat 8/8

5:00 am-11:58 am

2 stops8h 58m

$326
Quickest round-trip

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 5/2

12:57 pm-9:15 pm

1 stop6h 18m

Chicago O'Hare Intl

Sat 5/9

1:20 pm-6:32 pm

1 stop7h 12m

$329

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 5/2

12:57 pm-9:15 pm

1 stop6h 18m

Chicago O'Hare Intl

Sat 5/9

11:43 am-6:32 pm

2 stops8h 49m

$334

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 typical price of a round-trip flight between San Luis Obispo and Chicago?

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 March is your next best option. Flight prices from San Luis Obispo to Chicago during March average around $321.

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

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 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
7.1
11,593 reviews
Search American Airlines flights
United AirlinesPriceFrom $391Free CancellationRating
7.4
9,602 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 $391. Generally, United Airlines has 6 flights on this route every week with an average price of $584. 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
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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