$115 Cheap Flights from Little Rock (LIT) to Chicago (MDW)

View $115 flight on Wed, Dec 17, 2025Opens in a new window

Popular airlines from Clinton National Airport Airport (LIT) to Chicago Midway Airport (MDW)

Cheap Flights from Little Rock to Chicago (LIT-MDW)

Prices were available within the past 7 days and start at $115 for one-way flights and $207 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Dec 3 - Wed, Dec 10
LIT
Little Rock
MDW
Chicago
$207 Roundtrip, found 23 hours ago
$207
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Wed, Dec 3 from Little Rock to Chicago, returning Wed, Dec 10, priced at $207 found 23 hours ago
Southwest Airlines
Wed, Dec 3 - Wed, Dec 10
LIT
Little Rock
MDW
Chicago
$215 Roundtrip, found 23 hours ago
$215
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Wed, Dec 3 from Little Rock to Chicago, returning Wed, Dec 10, priced at $215 found 23 hours ago
Southwest Airlines
Wed, Dec 3 - Wed, Dec 10
LIT
Little Rock
MDW
Chicago
$218 Roundtrip, found 23 hours ago
$218
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Wed, Dec 3 from Little Rock to Chicago, returning Wed, Dec 10, priced at $218 found 23 hours ago
Southwest Airlines
Wed, Dec 3 - Wed, Dec 10
LIT
Little Rock
MDW
Chicago
$220 Roundtrip, found 23 hours ago
$220
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Wed, Dec 3 from Little Rock to Chicago, returning Wed, Dec 10, priced at $220 found 23 hours ago
Southwest Airlines
Wed, Dec 10 - Sat, Dec 13
LIT
Little Rock
MDW
Chicago
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Dec 10 from Little Rock to Chicago, returning Sat, Dec 13, priced at $222 found 6 days ago
Southwest Airlines
Wed, Dec 3 - Wed, Dec 10
LIT
Little Rock
MDW
Chicago
$223 Roundtrip, found 23 hours ago
$223
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Wed, Dec 3 from Little Rock to Chicago, returning Wed, Dec 10, priced at $223 found 23 hours ago
Southwest Airlines
Wed, Dec 10 - Wed, Dec 17
LIT
Little Rock
MDW
Chicago
$226 Roundtrip, found 2 hours ago
$226
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Dec 10 from Little Rock to Chicago, returning Wed, Dec 17, priced at $226 found 2 hours ago
Southwest Airlines
Wed, Dec 3 - Wed, Dec 10
LIT
Little Rock
MDW
Chicago
$228 Roundtrip, found 23 hours ago
$228
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Wed, Dec 3 from Little Rock to Chicago, returning Wed, Dec 10, priced at $228 found 23 hours ago
Delta
Thu, Dec 18 - Tue, Jan 6
LIT
Little Rock
MDW
Chicago
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Dec 18 from Little Rock to Chicago, returning Tue, Jan 6, priced at $229 found 1 hour ago
Southwest Airlines
Sun, Dec 14 - Tue, Dec 16
LIT
Little Rock
MDW
Chicago
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, Dec 14 from Little Rock to Chicago, returning Tue, Dec 16, priced at $230 found 4 days ago

Find the cheapest month to fly from Little Rock (LIT) to Chicago (MDW)

August is typically the cheapest month to fly

From $143 - $352 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 $278
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $278

Frequently asked questions

How much does a flight from Clinton National Airport (LIT) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $115 or cheap return flight from $207 from Clinton National Airport (LIT) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Clinton National Airport (LIT) to Midway Intl. Airport (MDW)?
The cheapest month to fly from LIT to MDW is December, when demand is low. Off-peak season is typically when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Clinton National Airport (LIT) to Midway Intl. Airport (MDW)?
Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll take you from LIT to MDW. Then, sort your results by "Price (lowest to highest)" to snag a good deal.
How many flights per day from Clinton National Airport (LIT) to Midway Intl. Airport (MDW)?
There aren't any daily direct flights from Clinton National Airport (LIT) to Midway Intl. Airport (MDW). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from LIT to MDW?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change 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 Clinton National Airport (LIT) to Midway Intl. Airport (MDW)?
To reach Midway Intl. Airport (MDW) without delays, select a flight that takes off from Clinton National Airport (LIT) 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.
What airports do you fly into for Chicago from Clinton National Airport (LIT)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Clinton National Airport (LIT). Consider the available options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Clinton National Airport (LIT) to Midway Intl. Airport (MDW) last-minute?
Booking your plane ticket from LIT to MDW right before your trip is usually more expensive. But if there's some wiggle room with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book a LIT to MDW flight and hotel package?
You'll typically save money by booking a LIT to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one place. Once you've selected your preferred accommodations and flights, consider other add-ons like car rentals, tours and activities.
Can I cancel or change the date of my flight from Clinton National Airport (LIT) to Midway Intl. Airport (MDW)?
Typically, it's possible to reschedule or cancel your LIT to MDW flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Clinton National Airport
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$207
Distance
544 mi

Book with confidence

Little Rock to Chicago Flights

The cheapest times to fly from Little Rock 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 Little Rock to Chicago are during the month of December. You can find some of the cheapest flights from Little Rock to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Little Rock to Chicago

Sunday is one of the best days to book for cheap flights from Little Rock 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 Little Rock 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 Little Rock to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $115 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 Little Rock 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 Little Rock 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.

 

Little Rock to Chicago Flights

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*Available to One Key members.