$707+ Cheap flights from San Luis Obispo (SBP) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — MDW
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from San Luis Obispo to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Luis Obispo to Midway
One-way
One-way flights from San Luis Obispo to MidwaySearch for one-way flight options from San Luis Obispo to Midway. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from San Luis Obispo to Midway. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/225:21 pm -
3 stops52h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$707
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 am -
3 stops32h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$729
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:06 pm -
3 stops36h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$975
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/155:30 pm -
3 stops48h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$988
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1810:08 am -
3 stops29h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$993
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/710:08 am -
3 stops28h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Multiple Airlines logo]()
$1,388
Find flight deals from San Luis Obispo to Midway
Discover tips and strategies to find the most affordable flight options for your journey from San Luis Obispo (SBP) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Popular in | November |
Cheapest in | March |
Average price | $627 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Luis Obispo to Midway 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, Cheapflights users made 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from San Luis Obispo to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San Luis ObispoChicago
SBP San Luis Obispo County - MDW Chicago Midway
SBPMDW
San Luis Obispo County
Thu 11/5
6:00 am-4:47 pm
3 stops32h 47m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$729
San Luis ObispoChicago
SBP San Luis Obispo County - MDW Chicago Midway
SBPMDW
San Luis Obispo County
Wed 12/16
7:06 pm-9:37 am
3 stops36h 31m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$975
San Luis ObispoChicago
SBP San Luis Obispo County - MDW Chicago Midway
SBPMDW
San Luis Obispo County
Mon 2/15
5:30 pm-7:42 pm
3 stops48h 12m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$988
Quickest round-trip
San Luis ObispoChicago
SBP San Luis Obispo County - MDW Chicago Midway
SBPMDW
San Luis Obispo County
Wed 11/18
10:08 am-5:47 pm
3 stops29h 39m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$1,004
Sorted by cheapest first
- Most accurate provider: When it comes to deals on San Luis Obispo-Chicago Midway Airport flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on San Luis Obispo-Chicago Midway Airport flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from San Luis Obispo-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Luis Obispo-Chicago Midway Airport flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Luis Obispo-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from San Luis Obispo to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from San Luis Obispo with our price prediction graph.
SBP-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from San Luis Obispo to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
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Valparaiso
Hammond
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Porter
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