$126 Cheap Flights from Santa Barbara (SBA) to Chicago (MDW)

View $126 flight on Tue, Mar 3, 2026Opens in a new window

Popular airlines from Santa Barbara Municipal Airport (SBA) to Chicago Midway Airport (MDW)

Cheap Flights from Santa Barbara to Chicago (SBA-MDW)

Prices were available within the past 7 days and start at $126 for one-way flights and $256 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Dec 3 - Tue, Dec 16
SBA
Santa Barbara
MDW
Chicago
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 3 from Santa Barbara to Chicago, returning Tue, Dec 16, priced at $256 found 1 day ago
Southwest Airlines
Thu, Dec 4 - Tue, Dec 9
SBA
Santa Barbara
MDW
Chicago
$270 Roundtrip, found 7 hours ago
$270
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Thu, Dec 4 from Santa Barbara to Chicago, returning Tue, Dec 9, priced at $270 found 7 hours ago
Delta
Thu, Dec 4 - Tue, Dec 9
SBA
Santa Barbara
MDW
Chicago
$275 Roundtrip, found 7 hours ago
$275
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, Dec 4 from Santa Barbara to Chicago, returning Tue, Dec 9, priced at $275 found 7 hours ago
Southwest Airlines
Tue, Dec 16 - Fri, Jan 2
SBA
Santa Barbara
MDW
Chicago
$290 Roundtrip, found 10 hours ago
$290
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Tue, Dec 16 from Santa Barbara to Chicago, returning Fri, Jan 2, priced at $290 found 10 hours ago
Delta
Mon, Dec 15 - Thu, Jan 1
SBA
Santa Barbara
MDW
Chicago
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Dec 15 from Santa Barbara to Chicago, returning Thu, Jan 1, priced at $294 found 1 day ago
Southwest Airlines
Tue, Dec 16 - Fri, Jan 2
SBA
Santa Barbara
MDW
Chicago
$295 Roundtrip, found 10 hours ago
$295
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Tue, Dec 16 from Santa Barbara to Chicago, returning Fri, Jan 2, priced at $295 found 10 hours ago
Southwest Airlines
Thu, Dec 4 - Tue, Dec 9
SBA
Santa Barbara
MDW
Chicago
$304 Roundtrip, found 7 hours ago
$304
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Thu, Dec 4 from Santa Barbara to Chicago, returning Tue, Dec 9, priced at $304 found 7 hours ago
Southwest Airlines
Wed, Dec 31 - Wed, Jan 7
SBA
Santa Barbara
MDW
Chicago
$314 Roundtrip, found 5 days ago
$314
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Dec 31 from Santa Barbara to Chicago, returning Wed, Jan 7, priced at $314 found 5 days ago
Southwest Airlines
Thu, Dec 4 - Tue, Dec 9
SBA
Santa Barbara
MDW
Chicago
$315 Roundtrip, found 7 hours ago
$315
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Thu, Dec 4 from Santa Barbara to Chicago, returning Tue, Dec 9, priced at $315 found 7 hours ago
Southwest Airlines
Wed, Dec 31 - Wed, Jan 7
SBA
Santa Barbara
MDW
Chicago
$319 Roundtrip, found 5 days ago
$319
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Dec 31 from Santa Barbara to Chicago, returning Wed, Jan 7, priced at $319 found 5 days ago

Find the cheapest month to fly from Santa Barbara (SBA) to Chicago (MDW)

August is typically the cheapest month to fly

From $200 - $846 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $459
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $459

Frequently asked questions

How much does a flight from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $126 or cheap return flight from $256 from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW)?
Traveling in December can help you save, as it's the cheapest month for flights between SBA and MDW. You'll often find the lowest prices during off-peak months.
What is the cheapest airline that flies from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from SBA to MDW. Then, sort your results by "Price (lowest to highest)" to pick up a great deal.
How many flights per day from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW)?
You'll need to catch a flight with a layover if you're traveling from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from SBA to MDW?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW)?
To avoid possible delays on the Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW) route, aim to fly before 3 PM. Later departures have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW) last-minute?
Booking your flight from SBA to MDW just before your journey is generally more expensive. But if you're flexible with your itinerary, you could score a cheap last-minute fare.
Is it cheaper to book a SBA to MDW flight and hotel package?
Booking a SBA to MDW flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Select from our impressive range of hotels and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Santa Barbara Municipal Airport (SBA) to Midway Intl. Airport (MDW)?
In most instances, you can modify or cancel your SBA to MDW flight. However, additional charges may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you'd like further information, go to our Customer Service portal.

Travel information

Origin airport
Santa Barbara Municipal
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$256
Distance
1805 mi

Book with confidence

Santa Barbara to Chicago Flights

The cheapest times to fly from Santa Barbara to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Santa Barbara to Chicago are during the month of December. You can find some of the cheapest flights from Santa Barbara to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Santa Barbara to Chicago

Sunday is one of the best days to book for cheap flights from Santa Barbara to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Santa Barbara to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Santa Barbara to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $126 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Santa Barbara to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Santa Barbara to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Santa Barbara to Chicago Flights

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*Available to One Key members.