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$115+ Cheap flights from Little Rock (LIT) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
LIT — MDW
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
1 adult, Economy
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Cheap flight deals from Little Rock to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Little Rock (LIT) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated julio 29, 2025.

Round-trip from

$238
(Southwest)

One-way from

$115
(Frontier)

Popular in

August

Cheapest in

January

Average price

$295
From Little Rock to Chicago Midway
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One-way flight from Little Rock to Chicago Midway
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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Little Rock to Midway

Cheapest flights from Little Rock to Midway
Explore the most affordable flight options available from Little Rock to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 29, 2025.

This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/276:15 amLIT - MDW
1 stop3h 35mSouthwest
mié. 9/38:20 amMDW - LIT
2 stops7h 25mSouthwest
Deal found 7/28$238
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/135:30 amLIT - MDW
1 stop4h 06mDelta
mié. 8/274:25 pmMDW - LIT
1 stop4h 22mDelta
Deal found 7/29$239

Cheapflights Fare Finder

 
Customize your flight search to find flights from Little Rock to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated julio 29, 2025.
Use the filters below to find and compare flights from Little Rock to Chicago Midway Airport that are best for you.

Fly from

Little Rock

Fly to

Midway

Route

Depart

Return

Price

Little RockChicago

LIT - MDW

LITMDW

Little Rock

mié. 8/27

6:15 am-9:50 am

1 stop3h 35m

Chicago Midway

mié. 9/3

8:20 am-3:45 pm

2 stops7h 25m

$238

Little RockChicago

LIT - MDW

LITMDW

Little Rock

mié. 8/13

5:30 am-9:36 am

1 stop4h 06m

Chicago Midway

mié. 8/27

4:25 pm-8:47 pm

1 stop4h 22m

$239

Little RockChicago

LIT - MDW

LITMDW

Little Rock

vie. 8/29

3:28 pm-12:24 am

1 stop8h 56m

$115

Little RockChicago

LIT - MDW

LITMDW

Little Rock

mié. 9/3

6:15 am-9:50 am

1 stop3h 35m

$119

Little RockChicago

LIT - MDW

LITMDW

Little Rock

vie. 9/26

5:15 am-9:40 am

1 stop4h 25m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Best time to book a flight from Little Rock to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Little Rock with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Little Rock to Chicago Midway Airport

What is the cheapest month to book a flight from Little Rock to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Little Rock to Chicago Midway Airport (average of $160). Flying from Little Rock to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from LIT to MDW?

Find hourly flight availability from Little Rock to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 29, 2025.

When flying from Little Rock to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 9% versus a flight at noon.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated julio 29, 2025.
Read through reviews of airlines operating flights from Little Rock to Chicago Midway Airport, such as Southwest, Delta, and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Little Rock to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Little Rock to Chicago Midway?

    Located just 4.0 mi from the city center, Little Rock is the airport most travelers will use when flying to Chicago Midway from Little Rock. Booking flights from Little Rock (LIT) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 1 airline.

  • What are the cheapest airlines flying from Little Rock to Chicago Midway Airport round-trip?

    Flying on Southwest is currently your cheapest option to Chicago Midway Airport, with prices starting at $238. Another option worth looking into is Delta, starting at $239 round trip. Southwest is 31% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Little Rock to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $115 on Frontier. Other airlines that offer cheap prices include Southwest from $119 and Delta from $199 one-way.

  • Can I find deals for flights from Little Rock to Midway that include hotel bookings?

    Yes. In addition to deals on Little Rock to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Little Rock to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Little Rock to Midway.

  • Can I find deals for business class flights from Little Rock to Midway?

    Yes. Cheapflights offers flight deals from Little Rock to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, April is the cheapest month in which you can book a flight from Little Rock to Chicago Midway Airport (average of $160). Flying from Little Rock to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Top airline flying from Little Rock to Midway

Discover the top airline that operate flights from Little Rock to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$268Average$334FlexibilityNo cancel feeOn-time63%

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