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 11/8. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$223
Overall average: $443
Southwest
Tue 12/9Sat 12/13
LIT - MDW • 1 stop
Cheapest one-way
$115
Southwest
Sat 11/8
LIT - MDW • 1 stop
Top airlines
Southwest
Cheapest • from $223 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
January
Cheapest • 23% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
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, Dec 9 - Sat, Dec 13
Southwest Logo
4:05 pm - 8:45 pmLIT-MDW
4h 40m1 stop
Southwest Logo
6:25 am - 12:00 pmMDW-LIT
5h 35m1 stop
$223Southwest
Find Deal
Tue, Dec 9 - Sat, Dec 13
Southwest Logo
1:00 pm - 8:15 pmLIT-MDW
7h 15m2 stops
Southwest Logo
6:25 am - 12:00 pmMDW-LIT
5h 35m1 stop
$228Southwest
Find Deal
Fri, Nov 14 - Sat, Nov 22
Delta Logo
7:09 pm - 11:40 pmLIT-MDW
4h 31m1 stop
Delta Logo
4:28 pm - 11:15 pmMDW-LIT
6h 47m1 stop
$229Delta
Find Deal
Mon, Nov 17 - Mon, Nov 24
Southwest Logo
1:00 pm - 7:20 pmLIT-MDW
6h 20m1 stop
Southwest Logo
7:00 pm - 11:35 pmMDW-LIT
4h 35m1 stop
$245Southwest
Find Deal
Tue, Dec 9 - Sat, Dec 13
Southwest Logo
8:15 am - 2:55 pmLIT-MDW
6h 40m2 stops
Southwest Logo
5:00 am - 12:00 pmMDW-LIT
7h 00m2 stops
$249Southwest
Find Deal
Thu, Jan 22 - Sat, Jan 24
Southwest Logo
3:35 pm - 7:05 pmLIT-MDW
3h 30m1 stop
Southwest Logo
6:00 am - 2:55 pmMDW-LIT
8h 55m2 stops
$250Southwest
Find Deal
Thu, Jan 22 - Sat, Jan 24
Southwest Logo
6:15 am - 1:25 pmLIT-MDW
7h 10m2 stops
Southwest Logo
6:40 am - 2:55 pmMDW-LIT
8h 15m2 stops
$255Southwest
Find Deal
Fri, Nov 14 - Sun, Nov 23
Delta Logo
7:09 pm - 11:40 pmLIT-MDW
4h 31m1 stop
Delta Logo
6:00 am - 10:21 amMDW-LIT
4h 21m1 stop
$258Delta
Find Deal
Sun, Nov 16 - Wed, Nov 26
Delta Logo
5:25 am - 9:52 amLIT-MDW
4h 27m1 stop
Delta Logo
5:34 pm - 11:27 pmMDW-LIT
5h 53m1 stop
$275Delta
Find Deal
Sun, Nov 16 - Mon, Nov 24
Multiple Airlines Logo
6:55 pm - 11:30 amLIT-MDW
16h 35m1 stop
Multiple Airlines Logo
5:47 pm - 8:24 amMDW-LIT
14h 37m1 stop
$346Multiple Airlines
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.

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$115
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly with an average 5% 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 $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.

  • 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 4240 reviews
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

2.0 MediocrePrincess, Oct 2025MSY - DAL
Read more Southwest reviews

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

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

Information on your arrival and departure airports

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