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$109+ Cheap flights from Little Rock (LIT) to Chicago (CHI)

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 — CHI
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Little Rock to Chicago are usually found in February or November, booked 43 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Little Rock to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Little Rock (LIT) to Chicago (CHI). 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 July 30, 2025.

Round-trip from

$238
(Southwest)

One-way from

$109
(Frontier)

Popular in

June

Cheapest in

February

Average price

$341

Good round-trip deal

$330 or less

Good one-way deal

$226 or less
From Little Rock to Chicago (CHI)
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One-way flight from Little Rock to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Little Rock to Chicago (CHI).
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Price to beat on a one-way flight from Little Rock to Chicago (CHI).
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Find flight deals from Little Rock to Chicago

Cheapest flights from Little Rock to Chicago
Explore the most affordable flight options available from Little Rock to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 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.
Wed 8/276:15 amLIT - MDW
1 stop3h 35mSouthwest
Wed 9/38:20 amMDW - LIT
2 stops7h 25mSouthwest
Deal found 7/28$238
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.
Wed 9/312:25 pmLIT - ORD
1 stop9h 05mSouthwest
Sun 9/77:00 amORD - LIT
1 stop6h 10mSouthwest
Deal found 7/28$238
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 8/132:20 pmLIT - MDW
1 stop7h 24mDelta
Wed 8/274:25 pmMDW - LIT
1 stop4h 22mDelta
Deal found 7/30$239
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 8/132:20 pmLIT - ORD
1 stop7h 16mDelta
Wed 8/277:05 amORD - LIT
1 stop6h 20mDelta
Deal found 7/30$239
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/275:05 pmLIT - ORD
1 stop5h 54mAmerican Airlines
Wed 9/34:54 pmORD - LIT
Nonstop1h 55mAmerican Airlines
Deal found 7/28$240
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/115:28 pmLIT - ORD
1 stop5h 44mUnited Airlines
Thu 12/118:20 pmORD - LIT
Nonstop2h 09mUnited Airlines
Deal found 7/28$250

Cheapflights Fare Finder

 
Customize your flight search to find flights from Little Rock to Chicago 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 July 30, 2025.
Use the filters below to find and compare flights from Little Rock to Chicago that are best for you.

Fly from

Little Rock

Fly to

Chicago

Route

Depart

Return

Price

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 8/27

6:15 am-9:50 am

1 stop3h 35m

Chicago Midway

Wed 9/3

8:20 am-3:45 pm

2 stops7h 25m

$238

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 9/3

12:25 pm-9:30 pm

1 stop9h 05m

Chicago O'Hare Intl

Sun 9/7

7:00 am-1:10 pm

1 stop6h 10m

$238

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 8/13

2:20 pm-9:44 pm

1 stop7h 24m

Chicago Midway

Wed 8/27

4:25 pm-8:47 pm

1 stop4h 22m

$239

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 8/13

6:20 pm-8:17 pm

Nonstop1h 57m

Chicago O'Hare Intl

Tue 8/19

3:58 pm-9:45 pm

1 stop5h 47m

$239

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 8/27

5:05 pm-10:59 pm

1 stop5h 54m

Chicago O'Hare Intl

Wed 9/3

4:54 pm-6:49 pm

Nonstop1h 55m

$240

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 8/13

2:20 pm-9:36 pm

1 stop7h 16m

Chicago O'Hare Intl

Tue 8/19

7:05 am-1:25 pm

1 stop6h 20m

$249

Little RockChicago

LIT - ORD

LITORD

Little Rock

Fri 8/29

3:28 pm-12:32 am

1 stop9h 04m

$109

Little RockChicago

LIT - ORD

LITORD

Little Rock

Tue 10/28

6:30 am-10:45 am

1 stop4h 15m

$115

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Fri 8/29

3:28 pm-12:24 am

1 stop8h 56m

$115

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 9/3

6:15 am-9:50 am

1 stop3h 35m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 15 results
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Best time to book a flight from Little Rock to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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

How far ahead should I book a flight from Little Rock to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Little Rock to Chicago. Price data was last updated on July 25, 2025.

The price you pay for your flight from Little Rock to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Little Rock to Chicago (average of $245). Flying from Little Rock to Chicago in March is currently the most expensive (average of $321). 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 CHI?

Find hourly flight availability from Little Rock to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Little Rock to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 64% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Little Rock to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Little Rock to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Little Rock to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Little Rock to Chicago

Explore weekly flight availability from Little Rock to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 30, 2025.

The most flights from LIT to CHI are scheduled on a Wednesday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 30, 2025.
Read through reviews of airlines operating flights from Little Rock to Chicago, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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
3,237 reviews
Southwest
8.0
Very good
4,241 reviews

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

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 Chicago. 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?

    For a flight from Little Rock to Chicago, you will be flying from Little Rock. Little Rock (LIT) is just 4.0 mi from the center of the city. Little Rock is the only Little Rock airport and it handles 18 outbound flights to Chicago per day. 3 airlines have flights to Chicago from Little Rock on a regular basis.

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

    Flying on Southwest is currently your cheapest option to Chicago, with prices starting at $238. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $239 and $239, respectively. These flights start at 22% lower than the current average price 3 months from now.

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

    One-way options have recently been found by users for as low as $109 on Frontier. Other airlines that offer cheap prices include Southwest from $115 and Delta from $131 one-way.

  • What are the most reliable airlines from Little Rock to Chicago?

    No one likes to see their flight delayed. When booking a flight from Little Rock to Chicago consider choosing Royal Jordanian (75%), Air New Zealand (70%) or Envoy Air (69%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Little Rock to Chicago?

    While on average a flight from Little Rock to Chicago is generally $1,437, our data shows the cheapest flight currently is $128. When looking at the most popular route, (Little Rock - Chicago O'Hare Intl), you can expect to pay $209 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Little Rock to Chicago 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?

    Currently, August is the cheapest month in which you can book a flight from Little Rock to Chicago (average of $245). Flying from Little Rock to Chicago in March is currently the most expensive (average of $321). 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?

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

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Top 3 airlines flying from Little Rock to Chicago

Discover the top 3 airlines that operate flights from Little Rock to Chicago. 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$209Average$305FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$234Average$371FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$268Average$334FlexibilityNo cancel feeOn-time63%

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