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SBP - ORD

Find cheap flights from San Luis Obispo to Chicago from $424

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Luis Obispo to Chicago departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 5/19
Sun 5/26

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Luis Obispo to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Luis Obispo to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,212,662 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from San Luis Obispo to Chicago (SBP-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Luis Obispo to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:00 am - 5:40 amSBP-ORD
20h 40m1 stop
9:20 pm - 10:24 pmORD-SBP
27h 04m1 stop
$424Alaska Airlines
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Wed, Jun 5 - Fri, Jun 7
7:00 am - 5:40 amSBP-ORD
20h 40m1 stop
6:15 am - 10:24 pmORD-SBP
18h 09m1 stop
$454Alaska Airlines
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Thu, May 30 - Sun, Jun 2
7:00 am - 5:40 amSBP-ORD
20h 40m1 stop
9:20 pm - 10:24 pmORD-SBP
27h 04m1 stop
$478Alaska Airlines
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Thu, May 30 - Mon, Jun 3
4:10 pm - 12:18 amSBP-ORD
6h 08m1 stop
3:10 pm - 8:38 pmORD-SBP
7h 28m1 stop
$498American Airlines
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Tue, Jun 25 - Tue, Jul 2
8:43 pm - 12:14 pmSBP-ORD
13h 31m1 stop
7:10 am - 7:50 pmORD-SBP
14h 40m1 stop
$516United Airlines
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Tue, Jul 9 - Tue, Jul 16
5:15 am - 10:55 pmSBP-ORD
15h 40m1 stop
7:10 am - 7:50 pmORD-SBP
14h 40m1 stop
$524United Airlines
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Sat, Jun 29 - Tue, Jul 2
1:07 pm - 10:25 pmSBP-ORD
7h 18m1 stop
6:15 am - 12:21 pmORD-SBP
8h 06m1 stop
$528American Airlines
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Thu, May 30 - Sun, Jun 2
1:07 pm - 10:25 pmSBP-ORD
7h 18m1 stop
5:00 am - 12:21 pmORD-SBP
9h 21m2 stops
$533American Airlines
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Thu, May 30 - Sun, Jun 2
5:15 am - 11:59 pmSBP-ORD
16h 44m1 stop
9:08 pm - 10:16 amORD-SBP
15h 08m2 stops
$534United Airlines
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Tue, Jun 25 - Tue, Jul 2
5:15 am - 7:59 pmSBP-ORD
12h 44m1 stop
1:10 pm - 11:59 pmORD-SBP
12h 49m2 stops
$537United Airlines
Find Deal
Thu, Aug 22 - Mon, Aug 26

Flights from San Luis Obispo to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from San Luis Obispo to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from San Luis Obispo to Chicago?

The average price of all flights from San Luis Obispo to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
When flying from San Luis Obispo to Chicago, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to San Luis Obispo, you’ll find the best rates on Saturdays and the most expensive ones on Thursdays.

What is the cheapest month to fly from San Luis Obispo to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from San Luis Obispo to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from San Luis Obispo to Chicago O'Hare Intl Airport is September, where tickets cost $344 on average. On the other hand, the most expensive months are October and June, where the average cost of tickets is $768 and $743 respectively.

How far in advance should I book a flight from San Luis Obispo to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from San Luis Obispo to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from San Luis Obispo to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 42 days before departure.

Good to know

Low season

December

High season

August

Cheapest flight

$424
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from San Luis Obispo to Chicago

When to book flights from San Luis Obispo to Chicago

Are your dates flexible? Find out the best times to travel from San Luis Obispo to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking San Luis Obispo to Chicago flights

  • What is the cheapest flight from San Luis Obispo to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from San Luis Obispo to Chicago O'Hare Intl Airport was $424 for a round-trip ticket.

  • Do I need a passport to fly between San Luis Obispo and Chicago?

    No, a passport isn't needed to fly from San Luis Obispo to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from San Luis Obispo to Chicago?

    San Luis Obispo and Chicago are both served by 1 main airport. You will leave San Luis Obispo from San Luis Obispo County and will be arriving at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from San Luis Obispo to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from San Luis Obispo to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between San Luis Obispo and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from San Luis Obispo to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from San Luis Obispo to Chicago are United Airlines and American Airlines. With an average price for the route of $578 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $557 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from San Luis Obispo to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Luis Obispo to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Luis Obispo to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from San Luis Obispo is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Luis Obispo to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to San Luis Obispo with another airline. Booking your flights between San Luis Obispo and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Luis Obispo to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from San Luis Obispo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from San Luis Obispo to Chicago

 
See real verified KAYAK customer reviews for airlines flying from San Luis Obispo to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Luis Obispo to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11325 reviews
8.1crew
7.1entertainment
6.7food
7.7boarding
7.2comfort
Airline reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

2.0 MediocreMichelle, Apr 2024ELP - ORD
Read more about United Airlines reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

San Luis Obispo - Chicago Flights

Departure:

San Luis Obispo (SBP)United States

Destination:

Chicago (ORD)United States

Return flight deals:

Chicago - San Luis Obispo

Cabin classes: