$92 Cheap Flights from Chicago (MDW) to Lubbock (LBB)

View $92 flight on Tue, Oct 14, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Preston Smith Intl. Airport (LBB)

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Cheap Flights from Chicago to Lubbock (MDW-LBB)

Prices were available within the past 7 days and start at $92 for one-way flights and $243 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Oct 14 - Sun, Oct 19
MDW
Chicago
LBB
Lubbock
$243 Roundtrip, found 3 days ago
$243
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Oct 14 from Chicago to Lubbock, returning Sun, Oct 19, priced at $243 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
MDW
Chicago
LBB
Lubbock
$256 Roundtrip, found 3 days ago
$256
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Chicago to Lubbock, returning Sat, Oct 4, priced at $256 found 3 days ago
Southwest Airlines
Thu, Oct 23 - Wed, Oct 29
MDW
Chicago
LBB
Lubbock
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Oct 23 from Chicago to Lubbock, returning Wed, Oct 29, priced at $264 found 6 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
MDW
Chicago
LBB
Lubbock
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Chicago to Lubbock, returning Sat, Oct 4, priced at $267 found 3 days ago
Southwest Airlines
Tue, Oct 14 - Sun, Oct 19
MDW
Chicago
LBB
Lubbock
$268 Roundtrip, found 3 days ago
$268
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Oct 14 from Chicago to Lubbock, returning Sun, Oct 19, priced at $268 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
MDW
Chicago
LBB
Lubbock
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Chicago to Lubbock, returning Sat, Oct 4, priced at $274 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
MDW
Chicago
LBB
Lubbock
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Chicago to Lubbock, returning Sat, Oct 4, priced at $279 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
MDW
Chicago
LBB
Lubbock
$284 Roundtrip, found 3 days ago
$284
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Chicago to Lubbock, returning Sat, Oct 4, priced at $284 found 3 days ago
Southwest Airlines
Wed, Oct 1 - Sat, Oct 4
MDW
Chicago
LBB
Lubbock
$288 Roundtrip, found 3 days ago
$288
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 1 from Chicago to Lubbock, returning Sat, Oct 4, priced at $288 found 3 days ago
Southwest Airlines
Mon, Nov 3 - Thu, Nov 6
MDW
Chicago
LBB
Lubbock
$292 Roundtrip, found 3 days ago
$292
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Mon, Nov 3 from Chicago to Lubbock, returning Thu, Nov 6, priced at $292 found 3 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB) cost?
Snag a cheap one-way flight from $92 or cheap return flight from $243 from Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB)?
The cheapest month to fly from MDW to LBB is October, when demand is low. Off-peak months are usually when airlines offer lower prices between these airports.
How many flights per day from Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB)?
There are no daily nonstop flights available from Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB). But you can book flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way before you know it.
What day of the week has the most flights from MDW to LBB?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB)?
To land at Preston Smith Intl. Airport (LBB) on schedule, pick a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB) last-minute?
Holding off until just before your trip to book a ticket from MDW to LBB generally means paying more. While you may come across some last-minute deals, they're not always guaranteed. Be flexible with your itinerary to maximize your chances of snagging a bargain.
Is it cheaper to book a MDW to LBB flight and hotel package?
You'll generally save money by securing a MDW to LBB flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. Once you've chosen your preferred accommodations and flights, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Preston Smith Intl. Airport (LBB)?
In most instances, you can cancel or modify your MDW to LBB flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like further details, head to our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Preston Smith Intl.
Airlines serving
Southwest Airlines
Roundtrip price
$183
Distance
950 mi

Book with confidence

Book with confidence

Chicago to Lubbock Flights

The cheapest times to fly from Chicago to Lubbock

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 Chicago to Lubbock are during the month of October. You can find some of the cheapest flights from Chicago to Lubbock with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Lubbock

Sunday is one of the best days to book for cheap flights from Chicago to Lubbock: 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 Chicago to Lubbock

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 Chicago to Lubbock in 2025. You can also book with separate airlines for your outbound and return journeys, from $92 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 Chicago to Lubbock 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 Chicago to Lubbock 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.

 

Chicago to Lubbock Flights

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