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Cheap flights from Chicago Midway Airport to Little Rock from $145

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Little Rock departing on 5/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Little Rock

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:40 pm - 11:50 pm
MDW
-
LIT
5h 10m
1 stop
Southwest Logo
3:45 pm - 12:10 am
LIT
-
MDW
8h 25m
1 stop
$289Southwest
Fri, Jun 5 - Fri, Jun 12
Southwest Logo
2:35 pm - 10:35 pm
MDW
-
LIT
8h 00m
2 stops
Southwest Logo
7:05 pm - 1:00 am
LIT
-
MDW
5h 55m
1 stop
$294Southwest
Wed, Jun 3 - Thu, Jun 4
Southwest Logo
4:00 pm - 11:35 pm
MDW
-
LIT
7h 35m
2 stops
Southwest Logo
5:50 pm - 11:55 pm
LIT
-
MDW
6h 05m
2 stops
$299Southwest
Fri, May 29 - Mon, Jun 1
Southwest Logo
6:30 am - 11:10 am
MDW
-
LIT
4h 40m
1 stop
Southwest Logo
6:50 pm - 11:35 pm
LIT
-
MDW
4h 45m
1 stop
$304Southwest
Tue, Jun 9 - Sun, Jun 14
Southwest Logo
10:35 am - 11:05 pm
MDW
-
LIT
12h 30m
2 stops
Southwest Logo
4:40 pm - 12:40 am
LIT
-
MDW
8h 00m
2 stops
$305Southwest
Fri, Jun 5 - Fri, Jun 12
Southwest Logo
4:20 pm - 10:20 pm
MDW
-
LIT
6h 00m
1 stop
Southwest Logo
3:25 pm - 8:00 pm
LIT
-
MDW
4h 35m
1 stop
$309Southwest
Sat, May 23 - Wed, May 27
Southwest Logo
5:30 am - 9:00 am
MDW
-
LIT
3h 30m
1 stop
Southwest Logo
5:50 pm - 11:55 pm
LIT
-
MDW
6h 05m
2 stops
$314Southwest
Fri, May 22 - Mon, May 25
Southwest Logo
4:00 pm - 11:35 pm
MDW
-
LIT
7h 35m
2 stops
Southwest Logo
5:50 pm - 11:55 pm
LIT
-
MDW
6h 05m
2 stops
$319Southwest
Fri, May 22 - Mon, May 25
Southwest Logo
6:15 pm - 11:35 pm
MDW
-
LIT
5h 20m
1 stop
Southwest Logo
6:20 pm - 10:25 pm
LIT
-
MDW
4h 05m
1 stop
$325Southwest
Thu, May 21 - Sun, May 24
Southwest Logo
4:50 pm - 10:35 pm
MDW
-
LIT
5h 45m
1 stop
Southwest Logo
7:55 am - 1:30 pm
LIT
-
MDW
5h 35m
1 stop
$328Southwest
Tue, Jun 2 - Wed, Jun 3

Southwest flights from Chicago Midway Airport to Little Rock

Our best Southwest deals on Chicago Midway Airport to Little Rock flight tickets
Southwest
Jun 5
MDW6:40 pmChicago Midway
5h 10m
1 stop
LIT11:50 pmLittle Rock
Jun 12
LIT3:45 pmLittle Rock
8h 25m
1 stop
MDW12:10 amChicago Midway
$289
Southwest
Jun 3
MDW2:35 pmChicago Midway
8h 00m
2 stops
LIT10:35 pmLittle Rock
Jun 4
LIT7:05 pmLittle Rock
5h 55m
1 stop
MDW1:00 amChicago Midway
$294
Southwest
May 29
MDW4:00 pmChicago Midway
7h 35m
2 stops
LIT11:35 pmLittle Rock
Jun 1
LIT5:50 pmLittle Rock
6h 05m
2 stops
MDW11:55 pmChicago Midway
$299

Delta flights from Chicago Midway Airport to Little Rock

Our best Delta deals on Chicago Midway Airport to Little Rock flight tickets
Delta
May 13
MDW10:59 amChicago Midway
5h 20m
1 stop
LIT4:19 pmLittle Rock
May 20
LIT3:10 pmLittle Rock
5h 59m
1 stop
MDW9:09 pmChicago Midway
$359
Delta
Jun 5
MDW12:53 pmChicago Midway
5h 31m
1 stop
LIT6:24 pmLittle Rock
Jun 8
LIT9:26 amLittle Rock
6h 50m
1 stop
MDW4:16 pmChicago Midway
$363
Delta
May 13
MDW10:59 amChicago Midway
7h 25m
1 stop
LIT6:24 pmLittle Rock
May 20
LIT9:32 amLittle Rock
6h 40m
1 stop
MDW4:12 pmChicago Midway
$389

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Little Rock that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Little Rock that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Fri 6/5

6:40 pm-11:50 pm

1 stop5h 10m

Little Rock

Fri 6/12

3:45 pm-12:10 am

1 stop8h 25m

$289

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Wed 6/3

2:35 pm-10:35 pm

2 stops8h 00m

Little Rock

Thu 6/4

7:05 pm-1:00 am

1 stop5h 55m

$294

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Fri 5/29

4:00 pm-11:35 pm

2 stops7h 35m

Little Rock

Mon 6/1

5:50 pm-11:55 pm

2 stops6h 05m

$299
Quickest round-trip

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Tue 6/9

6:30 am-11:10 am

1 stop4h 40m

Little Rock

Sun 6/14

6:50 pm-11:35 pm

1 stop4h 45m

$304

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Fri 6/5

10:35 am-11:05 pm

2 stops12h 30m

Little Rock

Fri 6/12

4:40 pm-12:40 am

2 stops8h 00m

$305

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Sat 5/23

4:20 pm-10:20 pm

1 stop6h 00m

Little Rock

Wed 5/27

3:25 pm-8:00 pm

1 stop4h 35m

$309

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Fri 5/22

5:30 am-9:00 am

1 stop3h 30m

Little Rock

Mon 5/25

5:50 pm-11:55 pm

2 stops6h 05m

$314

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Fri 5/22

4:00 pm-11:35 pm

2 stops7h 35m

Little Rock

Mon 5/25

5:50 pm-11:55 pm

2 stops6h 05m

$319

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Thu 5/21

6:15 pm-11:35 pm

1 stop5h 20m

Little Rock

Sun 5/24

6:20 pm-10:25 pm

1 stop4h 05m

$325

ChicagoLittle Rock

MDW - LIT

MDWLIT

Chicago Midway

Tue 6/2

4:50 pm-10:35 pm

1 stop5h 45m

Little Rock

Wed 6/3

7:55 am-1:30 pm

1 stop5h 35m

$328

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Little Rock from

How to get the cheapest flight ticket from Chicago Midway Airport to Little Rock

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Little Rock?

The cheapest day to depart from Chicago Midway Airport to Little Rock is on a Thursday when prices can be found for as low as $278. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Little Rock for around $537.

What is the cheapest time of day to depart on your flight to Little Rock?

According to our data, the cheapest time of day to fly to Little Rock is at noon. momondo users have found flights departing from Chicago Midway Airport to Little Rock at noon for as low as $259. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Little Rock is in the evening when prices are around $353.

When to book flights from Chicago Midway Airport to Little Rock

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Little Rock according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Little Rock (MDW to LIT) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Little Rock

Fastest flight time

4h 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Little Rock takes 4h 10m
There are no direct flights from Chicago Midway Airport to Little Rock. There are no popular flight routes from Chicago Midway Airport to Little Rock.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Little Rock

  • How far is Chicago Midway to Little Rock by plane?

    Chicago Midway and Little Rock are 544.7 mi apart from one another. Flights usually cover this in 4h 10m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Little Rock Airport?

    Prices for flights from Chicago Midway Airport to Little Rock Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Little Rock Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Little Rock Airport.

  • What documentation or ID do you need to fly to Little Rock Airport?

    The travel and health documents required for your trip to Little Rock Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Little Rock Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Little Rock?

Book flights to Little Rock if you plan to visit one of these locations
Conway
North Little Rock
Searcy
Benton
Bryant

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Little Rock?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Little Rock for you.

Can I find flights from Chicago to Little Rock with flexible booking policies on momondo?

Flights from Chicago to Little Rock with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Little Rock?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Little Rock.

I’m not ready to book a flight from Chicago to Little Rock right now. Can momondo alert me if prices change?

Price alerts on flights to Little Rock from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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