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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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
LIT — MDW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This Southwest deal was found by Cheapflights users on 12/10. 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.
Mon 12/295:55 pmLIT - MDW
1 stop3h 50mSouthwest
Thu 1/15:15 pmMDW - LIT
1 stop4h 15mSouthwest
Deal found 12/10$249
This Southwest deal was found by Cheapflights users on 12/9. 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.
Tue 12/307:40 pmLIT - MDW
1 stop5h 05mSouthwest
Sun 1/47:55 amMDW - LIT
1 stop3h 10mSouthwest
Deal found 12/9$268
This Southwest deal was found by Cheapflights users on 12/11. 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.
Wed 12/316:10 amLIT - MDW
1 stop5h 15mSouthwest
Mon 1/54:25 pmMDW - LIT
1 stop6h 30mSouthwest
Deal found 12/11$274
This Delta deal was found by Cheapflights users on 12/10. 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.
Sat 12/135:25 amLIT - MDW
1 stop4h 29mDelta
Fri 1/95:31 pmMDW - LIT
1 stop6h 07mDelta
Deal found 12/10$279
This Southwest deal was found by Cheapflights users on 12/9. 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.
Mon 12/297:40 pmLIT - MDW
1 stop5h 05mSouthwest
Sat 1/34:05 pmMDW - LIT
1 stop8h 00mSouthwest
Deal found 12/9$293
This Southwest deal was found by Cheapflights users on 12/11. 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.
Wed 12/318:10 amLIT - MDW
1 stop4h 30mSouthwest
Sun 1/44:20 pmMDW - LIT
1 stop7h 45mSouthwest
Deal found 12/11$294
This Southwest deal was found by Cheapflights users on 12/10. 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.
Wed 12/246:10 amLIT - MDW
1 stop5h 15mSouthwest
Fri 12/264:20 pmMDW - LIT
1 stop7h 45mSouthwest
Deal found 12/10$295
This Southwest deal was found by Cheapflights users on 12/11. 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.
Sat 12/276:40 pmLIT - MDW
1 stop5h 15mSouthwest
Mon 1/54:25 pmMDW - LIT
1 stop6h 30mSouthwest
Deal found 12/11$296
This Southwest deal was found by Cheapflights users on 12/9. 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.
Sat 12/276:40 pmLIT - MDW
1 stop5h 15mSouthwest
Wed 12/3111:25 amMDW - LIT
1 stop10h 05mSouthwest
Deal found 12/9$301
This Southwest deal was found by Cheapflights users on 12/11. 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.
Sat 12/206:40 pmLIT - MDW
1 stop5h 15mSouthwest
Sat 12/274:05 pmMDW - LIT
1 stop8h 00mSouthwest
Deal found 12/11$304

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(Delta)

One-way from

$115
(Southwest)

Popular in

November

Cheapest in

January

Average price

$322
Provider with most accurate pricing for Little Rock-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Little Rock-Chicago Midway flights.
Search Deals
From Little Rock to Chicago Midway
Search Deals
One-way flight from Little Rock to Chicago Midway
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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

Tue 1/20

12:01 pm-5:29 pm

1 stop5h 28m

Chicago Midway

Sat 1/24

4:30 pm-11:38 pm

1 stop7h 08m

$229

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Fri 1/16

5:35 am-10:27 am

1 stop4h 52m

Chicago Midway

Mon 1/19

6:14 pm-11:38 pm

1 stop5h 24m

$229

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Thu 1/29

5:35 am-9:53 am

1 stop4h 18m

Chicago Midway

Fri 2/6

6:14 pm-11:38 pm

1 stop5h 24m

$229

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 1/12

6:15 am-9:30 am

1 stop3h 15m

Chicago Midway

Wed 1/14

6:10 am-11:30 am

1 stop5h 20m

$244

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Tue 12/30

7:40 pm-12:45 am

1 stop5h 05m

Chicago Midway

Mon 1/5

4:25 pm-10:55 pm

1 stop6h 30m

$249

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 12/29

7:40 pm-12:45 am

1 stop5h 05m

Chicago Midway

Thu 1/1

5:15 pm-9:30 pm

1 stop4h 15m

$249

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Tue 1/20

3:35 pm-7:05 pm

1 stop3h 30m

Chicago Midway

Sat 1/24

11:15 am-7:45 pm

2 stops8h 30m

$265

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Fri 1/9

5:35 am-10:27 am

1 stop4h 52m

Chicago Midway

Sun 1/11

5:31 pm-11:38 pm

1 stop6h 07m

$268

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Sat 1/3

6:40 pm-11:55 pm

1 stop5h 15m

Chicago Midway

Mon 1/5

4:25 pm-10:55 pm

1 stop6h 30m

$268

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Tue 12/30

7:40 pm-12:45 am

1 stop5h 05m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 19 results
1
2

Compare providers for flights from Little Rock to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Little Rock to Midway in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Little Rock-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Little Rock-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Little Rock-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Little Rock-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Little Rock-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, June is the cheapest month in which you can book a flight from Little Rock to Chicago Midway Airport (average of $228). Flying from Little Rock to Chicago Midway Airport in November is currently the most expensive (average of $492). 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 December 12, 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 at noon, which can drop the price by up to 70% versus a flight in the evening.

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 December 12, 2025.
Read through reviews of airlines operating flights from Little Rock to Chicago Midway Airport, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

  • How long is the flight from Little Rock to Chicago Midway Airport?

    For as low as $244, Delta can have you in Chicago Midway Airport from Little Rock in 3h 15m. There are 544 mi between Little Rock and Chicago Midway Airport. This flight may include one or multiple stops.

  • What is the cheapest airline to fly 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 $267. Southwest is 20% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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, June is the cheapest month in which you can book a flight from Little Rock to Chicago Midway Airport (average of $228). Flying from Little Rock to Chicago Midway Airport in November is currently the most expensive (average of $492). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$267Average$348FlexibilityNo cancel feeOn-time63%

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