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Cheap flights from San Luis Obispo to Chicago from $131

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 12/31. 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
5:27 pm - 5:01 amSBP-ORD
9h 34m1 stop
Alaska Airlines Logo
2:54 pm - 11:26 pmORD-SBP
10h 32m1 stop
$268Alaska Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
Alaska Airlines Logo
5:27 pm - 5:01 amSBP-ORD
9h 34m1 stop
Alaska Airlines Logo
8:59 pm - 4:55 pmORD-SBP
21h 56m2 stops
$275Alaska Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
United Airlines Logo
5:15 am - 1:15 pmSBP-ORD
6h 00m1 stop
United Airlines Logo
6:15 am - 12:19 pmORD-SBP
8h 04m1 stop
$277United Airlines
Find Deal
Sat, Nov 8 - Thu, Nov 13
American Airlines Logo
12:57 pm - 11:37 pmSBP-ORD
8h 40m2 stops
American Airlines Logo
5:00 am - 12:12 pmORD-SBP
9h 12m1 stop
$282American Airlines
Find Deal
Sat, Nov 8 - Thu, Nov 13
Alaska Airlines Logo
2:59 pm - 11:59 pmSBP-ORD
7h 00m1 stop
Alaska Airlines Logo
8:49 pm - 11:33 pmORD-SBP
28h 44m1 stop
$291Alaska Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
Alaska Airlines Logo
2:52 pm - 6:21 amSBP-ORD
13h 29m2 stops
Alaska Airlines Logo
3:05 pm - 2:32 pmORD-SBP
25h 27m2 stops
$301Alaska Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
Alaska Airlines Logo
2:59 pm - 11:59 pmSBP-ORD
7h 00m1 stop
Alaska Airlines Logo
8:49 pm - 11:33 pmORD-SBP
28h 44m1 stop
$309Alaska Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
American Airlines Logo
12:57 pm - 11:37 pmSBP-ORD
8h 40m2 stops
American Airlines Logo
7:00 am - 12:12 pmORD-SBP
7h 12m1 stop
$327American Airlines
Find Deal
Sat, Nov 15 - Fri, Nov 21
United Airlines Logo
7:04 am - 8:58 pmSBP-ORD
11h 54m2 stops
United Airlines Logo
1:00 pm - 5:26 pmORD-SBP
6h 26m1 stop
$495United Airlines
Find Deal
Thu, Nov 20 - Thu, Nov 27
Hawaiian Airlines Logo
5:45 pm - 5:07 amSBP-ORD
9h 22m1 stop
Hawaiian Airlines Logo
9:00 am - 1:47 pmORD-SBP
6h 47m1 stop
$509Hawaiian Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 8

Alaska Airlines flights from San Luis Obispo to Chicago

Our best Alaska Airlines deals on San Luis Obispo to Chicago flight tickets
Alaska Airlines
Oct 31
SBP5:27 pmSan Luis Obispo County
9h 34m
1 stop
ORD5:01 amChicago O'Hare Intl
Nov 4
ORD2:54 pmChicago O'Hare Intl
10h 32m
1 stop
SBP11:26 pmSan Luis Obispo County
$268
Find similar
Alaska Airlines
Oct 31
SBP5:27 pmSan Luis Obispo County
9h 34m
1 stop
ORD5:01 amChicago O'Hare Intl
Nov 4
ORD8:59 pmChicago O'Hare Intl
21h 56m
2 stops
SBP4:55 pmSan Luis Obispo County
$275
Find similar
Alaska Airlines
Nov 18
SBP2:59 pmSan Luis Obispo County
7h 00m
1 stop
ORD11:59 pmChicago O'Hare Intl
Nov 22
ORD8:49 pmChicago O'Hare Intl
28h 44m
1 stop
SBP11:33 pmSan Luis Obispo County
$291
Find similar

United Airlines flights from San Luis Obispo to Chicago

Our best United Airlines deals on San Luis Obispo to Chicago flight tickets
United Airlines
Nov 8
SBP5:15 amSan Luis Obispo County
6h 00m
1 stop
ORD1:15 pmChicago O'Hare Intl
Nov 13
ORD6:15 amChicago O'Hare Intl
8h 04m
1 stop
SBP12:19 pmSan Luis Obispo County
$277
Find similar
United Airlines
Nov 20
SBP7:04 amSan Luis Obispo County
11h 54m
2 stops
ORD8:58 pmChicago O'Hare Intl
Nov 27
ORD1:00 pmChicago O'Hare Intl
6h 26m
1 stop
SBP5:26 pmSan Luis Obispo County
$495
Find similar
United Airlines
Nov 8
SBP7:15 amSan Luis Obispo County
14h 44m
2 stops
ORD11:59 pmChicago O'Hare Intl
Nov 13
ORD7:10 amChicago O'Hare Intl
12h 16m
2 stops
SBP5:26 pmSan Luis Obispo County
$549
Find similar

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 October 14, 2025.
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

Fri 10/31

5:27 pm-5:01 am

1 stop9h 34m

Chicago O'Hare Intl

Tue 11/4

2:54 pm-11:26 pm

1 stop10h 32m

$268

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Fri 10/31

5:27 pm-5:01 am

1 stop9h 34m

Chicago O'Hare Intl

Tue 11/4

8:59 pm-4:55 pm

2 stops21h 56m

$275

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 11/8

5:15 am-1:15 pm

1 stop6h 00m

Chicago O'Hare Intl

Thu 11/13

6:15 am-12:19 pm

1 stop8h 04m

$277

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 11/8

12:57 pm-11:37 pm

2 stops8h 40m

Chicago O'Hare Intl

Thu 11/13

5:00 am-12:12 pm

1 stop9h 12m

$282

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 11/18

2:59 pm-11:59 pm

1 stop7h 00m

Chicago O'Hare Intl

Sat 11/22

8:49 pm-11:33 pm

1 stop28h 44m

$291

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 12/6

2:52 pm-6:21 am

2 stops13h 29m

Chicago O'Hare Intl

Wed 12/10

3:05 pm-2:32 pm

2 stops25h 27m

$301

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 11/18

2:59 pm-11:59 pm

1 stop7h 00m

Chicago O'Hare Intl

Sat 11/22

8:49 pm-11:33 pm

1 stop28h 44m

$309

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Sat 11/15

12:57 pm-11:37 pm

2 stops8h 40m

Chicago O'Hare Intl

Fri 11/21

7:00 am-12:12 pm

1 stop7h 12m

$327

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Thu 11/20

7:04 am-8:58 pm

2 stops11h 54m

Chicago O'Hare Intl

Thu 11/27

1:00 pm-5:26 pm

1 stop6h 26m

$495

San Luis ObispoChicago

SBP - ORD

SBPORD

San Luis Obispo County

Tue 4/7

5:45 pm-5:07 am

1 stop9h 22m

Chicago O'Hare Intl

Wed 4/8

9:00 am-1:47 pm

1 stop6h 47m

$509

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 day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $545. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from San Luis Obispo to Chicago for around $752.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from San Luis Obispo to Chicago during this time can be as low as $500. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $688.

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

Direct flights

None
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 5h 54m, 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
11,042 reviews
Search American Airlines flights
United AirlinesPriceFrom $362Free CancellationRating
7.4
8,976 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
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Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
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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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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