LIT - MDW

$109 Find Cheap Flights from Little Rock to Chicago Midway Airport

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 9/30. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Little Rock to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Little Rock to Chicago, as well as popular online travel agencies
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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

Sun, Oct 12 - Wed, Oct 15
Southwest Logo
5:30 am - 8:40 amLIT-MDW
3h 10m1 stop
Southwest Logo
5:45 am - 11:25 amMDW-LIT
5h 40m1 stop
$223Southwest
Find Deal
Fri, Oct 3 - Tue, Oct 7
Southwest Logo
1:45 pm - 8:50 pmLIT-MDW
7h 05m1 stop
Southwest Logo
5:55 pm - 10:05 pmMDW-LIT
4h 10m1 stop
$233Southwest
Find Deal
Thu, Sep 25 - Thu, Oct 2
Southwest Logo
7:05 pm - 11:50 pmLIT-MDW
4h 45m1 stop
Southwest Logo
7:40 am - 10:55 amMDW-LIT
3h 15m1 stop
$239Southwest
Find Deal
Wed, Sep 24 - Sun, Sep 28
Delta Logo
2:22 pm - 9:36 pmLIT-MDW
7h 14m1 stop
Delta Logo
6:00 am - 10:28 amMDW-LIT
4h 28m1 stop
$252Delta
Find Deal
Mon, Sep 22 - Mon, Sep 29
Delta Logo
4:15 pm - 9:36 pmLIT-MDW
5h 21m1 stop
Delta Logo
6:30 pm - 11:31 pmMDW-LIT
5h 01m1 stop
$258Delta
Find Deal
Sat, Oct 11 - Sat, Oct 18
Southwest Logo
5:50 am - 1:00 pmLIT-MDW
7h 10m1 stop
Southwest Logo
6:30 am - 2:55 pmMDW-LIT
8h 25m1 stop
$269Southwest
Find Deal
Tue, Sep 9 - Wed, Sep 10
Southwest Logo
12:25 pm - 5:10 pmLIT-MDW
4h 45m1 stop
Southwest Logo
11:35 am - 3:45 pmMDW-LIT
4h 10m1 stop
$274Southwest
Find Deal
Fri, Sep 12 - Sat, Sep 13
Delta Logo
11:30 am - 5:35 pmLIT-MDW
6h 05m1 stop
Delta Logo
4:31 pm - 11:31 pmMDW-LIT
7h 00m1 stop
$279Delta
Find Deal
Thu, Oct 9 - Sun, Oct 12
Frontier Logo
8:20 pm - 12:24 amLIT-MDW
28h 04m1 stop
Frontier Logo
6:24 pm - 7:35 pmMDW-LIT
25h 11m1 stop
$313Frontier
Find Deal
Fri, Oct 10 - Mon, Oct 13
Frontier Logo
8:21 pm - 3:11 pmLIT-MDW
18h 50m2 stops
Frontier Logo
10:31 am - 7:35 pmMDW-LIT
9h 04m1 stop
$570Frontier
Find Deal
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.

How much is a round-trip flight from Little Rock to Chicago Midway Airport?

What’s the cheapest day of the week to fly from Little Rock to Chicago Midway Airport?

The average price of all round-trip flights from Little Rock to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Little Rock to Chicago Midway Airport, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Monday is the cheapest day to fly and Friday is the most expensive.

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 January, where tickets cost $253 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is $443 and $392 respectively.

Good to know

Low seasonFebruary
Cheapest flight$109
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 2% 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 3 days, the lowest price for a flight from Little Rock to Chicago Midway Airport was $109 for a one-way ticket and $223 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.

  • Which airline alliances offer flights from Little Rock to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Little Rock and Chicago Midway Airport.

  • 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 4241 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

2.0 MediocreMike, Aug 2025AUS - BWI
Read more Southwest reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

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

Information on your arrival and departure airports

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