LIT - MDW

$115 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 9/3. 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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Flights 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, Jul 22 - Sat, Aug 9
Delta Logo
4:58 pm - 9:42 pmLIT-MDW
4h 44m1 stop
Delta Logo
4:22 pm - 11:51 pmMDW-LIT
7h 29m1 stop
$229Delta
Find Deal
Mon, Aug 4 - Mon, Aug 25
Southwest Logo
12:00 pm - 8:20 pmLIT-MDW
8h 20m2 stops
Southwest Logo
7:10 am - 1:05 pmMDW-LIT
5h 55m1 stop
$234Southwest
Find Deal
Mon, Aug 4 - Mon, Aug 25
Southwest Logo
12:00 pm - 8:20 pmLIT-MDW
8h 20m2 stops
Southwest Logo
1:40 pm - 9:25 pmMDW-LIT
7h 45m2 stops
$239Southwest
Find Deal
Thu, Aug 7 - Thu, Aug 14
Southwest Logo
7:05 pm - 11:50 pmLIT-MDW
4h 45m1 stop
Southwest Logo
10:00 am - 9:25 pmMDW-LIT
11h 25m2 stops
$240Southwest
Find Deal
Thu, Aug 14 - Sun, Aug 17
Southwest Logo
6:45 am - 12:55 pmLIT-MDW
6h 10m2 stops
Southwest Logo
5:30 am - 10:20 amMDW-LIT
4h 50m1 stop
$244Southwest
Find Deal
Thu, Aug 21 - Sun, Aug 24
Southwest Logo
6:45 am - 12:55 pmLIT-MDW
6h 10m2 stops
Southwest Logo
7:25 am - 2:15 pmMDW-LIT
6h 50m1 stop
$250Southwest
Find Deal
Fri, Sep 5 - Sun, Sep 7
Southwest Logo
6:45 am - 1:40 pmLIT-MDW
6h 55m2 stops
Southwest Logo
7:05 pm - 11:10 pmMDW-LIT
4h 05m1 stop
$254Southwest
Find Deal
Fri, Sep 5 - Mon, Sep 8
Southwest Logo
6:45 am - 1:40 pmLIT-MDW
6h 55m2 stops
Southwest Logo
9:35 am - 9:25 pmMDW-LIT
11h 50m2 stops
$255Southwest
Find Deal
Sat, Jul 19 - Mon, Aug 11
Delta Logo
5:13 pm - 9:42 pmLIT-MDW
4h 29m1 stop
Delta Logo
6:42 pm - 11:32 pmMDW-LIT
4h 50m1 stop
$264Delta
Find Deal
Thu, Oct 2 - Sun, Oct 5
Delta Logo
5:15 am - 11:48 amLIT-MDW
6h 33m1 stop
Delta Logo
6:00 am - 12:54 pmMDW-LIT
6h 54m1 stop
$269Delta
Find Deal
Useful Info

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’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 August and December, where the average cost of round-trip tickets is $464 and $443 respectively.

Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$115
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 31% increase in price.
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 $115 for a one-way ticket and $229 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 4272 reviews
7.6Entertainment
7.0Food
8.2Boarding
8.6Crew
8.0Comfort
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

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

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