LIT - MDW

$133 Find Cheap Flights from Little Rock to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Little Rock to Midway departing on 9/17. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$265
Typical prices: $301-$373
Southwest
Tue 8/25Tue 9/1
LIT - MDW • 1 stop
Cheapest one-way
$133
Southwest
Thu 9/17
LIT - MDW • 1 stop
Top airlines
Southwest
Cheapest • from $265 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Little Rock and Midway. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Nashville (BNA)
Cheapest • Avg $417 (round-trip)
St. Louis (STL)
Shortest trip • 3h 33m (one-way)
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 37% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Little Rock to Midway 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Little Rock to Midway

Tue, Aug 25 - Tue, Sep 1
Southwest Logo
2:55 pm - 8:10 pm
LIT
-
MDW
5h 15m
1 stop
Southwest Logo
6:00 am - 11:10 am
MDW
-
LIT
5h 10m
1 stop
$265Southwest
Tue, Aug 25 - Tue, Sep 1
Southwest Logo
4:30 pm - 8:40 pm
LIT
-
MDW
4h 10m
1 stop
Southwest Logo
2:00 pm - 8:30 pm
MDW
-
LIT
6h 30m
2 stops
$270Southwest
Sat, Aug 29 - Tue, Sep 1
Southwest Logo
1:25 pm - 7:20 pm
LIT
-
MDW
5h 55m
1 stop
Southwest Logo
6:00 am - 11:10 am
MDW
-
LIT
5h 10m
1 stop
$275Southwest
Sat, Aug 29 - Tue, Sep 1
Southwest Logo
1:25 pm - 7:20 pm
LIT
-
MDW
5h 55m
1 stop
Southwest Logo
2:00 pm - 8:30 pm
MDW
-
LIT
6h 30m
2 stops
$280Southwest
Tue, Aug 18 - Tue, Aug 25
Delta Logo
5:21 am - 9:59 am
LIT
-
MDW
4h 38m
1 stop
Delta Logo
10:54 am - 3:17 pm
MDW
-
LIT
4h 23m
1 stop
$285Delta
Fri, Sep 25 - Mon, Sep 28
Southwest Logo
3:45 pm - 11:45 pm
LIT
-
MDW
8h 00m
1 stop
Southwest Logo
7:25 am - 3:05 pm
MDW
-
LIT
7h 40m
2 stops
$286Southwest
Wed, Oct 21 - Fri, Oct 23
Southwest Logo
4:45 pm - 10:15 pm
LIT
-
MDW
5h 30m
1 stop
Southwest Logo
5:15 am - 10:35 am
MDW
-
LIT
5h 20m
1 stop
$287Southwest
Tue, Oct 20 - Sat, Oct 24
Southwest Logo
4:45 pm - 10:15 pm
LIT
-
MDW
5h 30m
1 stop
Southwest Logo
4:00 pm - 9:30 pm
MDW
-
LIT
5h 30m
1 stop
$289Southwest
Wed, Oct 21 - Fri, Oct 23
Southwest Logo
11:25 am - 7:30 pm
LIT
-
MDW
8h 05m
2 stops
Southwest Logo
5:15 am - 10:35 am
MDW
-
LIT
5h 20m
1 stop
$292Southwest
Thu, Aug 13 - Tue, Aug 18
Southwest Logo
5:25 pm - 11:20 pm
LIT
-
MDW
5h 55m
1 stop
Southwest Logo
5:20 pm - 9:55 pm
MDW
-
LIT
4h 35m
1 stop
$293Southwest
Booking Insights

KAYAK's insights & trends for Little Rock to Midway flights

Get data-powered insights and trends into flights from Little Rock to Midway to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Little Rock to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Little Rock to Chicago Midway 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 Little Rock to Chicago Midway Airport is February, where tickets cost $259 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $889 and $492 respectively.

Find deals

Good to know

Low season

February

Cheapest flight

$133
Best time to beat the crowds with an average 38% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Little Rock to Chicago Midway Airport

When to book flights from Little Rock to Midway

Are your dates flexible? Find out the best times to travel from Little Rock to Midway 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 Little Rock to Chicago Midway Airport flights

  • What is the cheapest flight from Little Rock to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Little Rock to Chicago Midway Airport was $133 for a one-way ticket and $265 for a round-trip.

  • Do I need a passport to fly between Little Rock and Chicago Midway Airport?

    A passport is not required to fly from Little Rock to Chicago Midway Airport.

  • Which aircraft models fly most regularly from Little Rock to Chicago Midway Airport?

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

  • How does KAYAK find such low prices on flights from Little Rock to Chicago Midway Airport?

    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 Little Rock to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Little Rock to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Little Rock 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 Little Rock to Chicago Midway Airport?

    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 Midway Airport with an airline and back to Little Rock with another airline. Booking your flights between Little Rock and MDW 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 Little Rock to Chicago Midway Airport?

    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 Midway Airport from Little Rock up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Little Rock to Midway

 
See real verified KAYAK customer reviews for airlines flying from Little Rock 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 Little Rock to Midway? 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.
8.0
SouthwestOverall score based on 4233 reviews
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Everything you need to know for your flight from Little Rock to Midway

Information on your arrival and departure airports

Little Rock (LIT)
Midway (MDW)