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$113+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
LIT — CHI
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
1 adult, Economy
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Cheapflights Tip: The best prices from Little Rock to Chicago are usually found in January or September, booked 68 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap 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 March 22, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:19 pm
LIT
-
ORD
2 stops27h 39m
Frontier
Wed 5/69:42 pm
ORD
-
LIT
1 stop21h 18m
Frontier
Deal found 3/19$259
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:19 pm
LIT
-
ORD
2 stops26h 20m
Frontier
Wed 5/69:42 pm
ORD
-
LIT
1 stop21h 18m
Frontier
Deal found 3/19$268
This Southwest deal was found by Cheapflights users on 3/17. 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 4/143:25 pm
LIT
-
MDW
1 stop6h 50m
Southwest
Tue 4/2111:35 am
MDW
-
LIT
1 stop5h 30m
Southwest
Deal found 3/17$269
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Thu 8/206:25 pm
LIT
-
ORD
Nonstop2h 07m
United Airlines
Sun 8/2312:54 pm
ORD
-
LIT
Nonstop2h 00m
United Airlines
Deal found 3/17$269
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Fri 5/15:50 pm
LIT
-
ORD
Nonstop2h 14m
American Airlines
Fri 5/83:11 pm
ORD
-
LIT
Nonstop2h 02m
American Airlines
Deal found 3/17$271
This Southwest deal was found by Cheapflights users on 3/17. 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 4/147:55 am
LIT
-
ORD
1 stop4h 55m
Southwest
Tue 4/2110:30 am
ORD
-
LIT
2 stops11h 25m
Southwest
Deal found 3/17$274
This Southwest deal was found by Cheapflights users on 3/20. 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 4/147:55 am
LIT
-
ORD
1 stop4h 55m
Southwest
Wed 4/152:40 pm
ORD
-
LIT
1 stop7h 55m
Southwest
Deal found 3/20$275
This Southwest deal was found by Cheapflights users on 3/18. 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 5/911:00 am
LIT
-
MDW
1 stop6h 40m
Southwest
Tue 5/124:00 pm
MDW
-
LIT
1 stop5h 55m
Southwest
Deal found 3/18$279
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Mon 5/116:30 pm
LIT
-
ORD
1 stop5h 24m
American Airlines
Sat 5/169:39 am
ORD
-
LIT
Nonstop2h 06m
American Airlines
Deal found 3/17$279
This Southwest deal was found by Cheapflights users on 3/17. 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 4/287:55 am
LIT
-
ORD
1 stop4h 55m
Southwest
Thu 4/302:40 pm
ORD
-
LIT
1 stop8h 55m
Southwest
Deal found 3/17$285
This Delta deal was found by Cheapflights users on 3/17. 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.
Thu 8/203:40 pm
LIT
-
MDW
1 stop6h 06m
Delta
Sun 8/236:00 am
MDW
-
LIT
1 stop6h 44m
Delta
Deal found 3/17$289
This Delta deal was found by Cheapflights users on 3/17. 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.
Thu 8/2011:30 am
LIT
-
ORD
1 stop7h 32m
Delta
Sun 8/236:00 am
ORD
-
LIT
1 stop6h 44m
Delta
Deal found 3/17$289

Find 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 March 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Kiwi.com)

One-way from

$113
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$332

Good round-trip deal

$388 or less

Good one-way deal

$288 or less
Provider with most accurate pricing for Little Rock-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Little Rock-Chicago (CHI) flights.
Search Deals
From Little Rock to Chicago (CHI)
Search Deals
One-way flight from Little Rock to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Little Rock to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Little Rock to Chicago (CHI).
Search Deals

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 March 22, 2026.
Use the filters below to find and compare flights from Little Rock to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 4/15

3:25 pm-8:00 pm

1 stop4h 35m

Chicago Midway

Wed 4/22

11:35 am-5:05 pm

1 stop5h 30m

$269

Little RockChicago

LIT - ORD

LITORD

Little Rock

Thu 4/23

6:45 pm-8:50 pm

Nonstop2h 05m

Chicago O'Hare Intl

Mon 4/27

7:57 pm-10:04 pm

Nonstop2h 07m

$269
Quickest round-trip

Little RockChicago

LIT - ORD

LITORD

Little Rock

Thu 8/20

7:04 am-9:05 am

Nonstop2h 01m

Chicago O'Hare Intl

Mon 8/24

4:56 pm-6:52 pm

Nonstop1h 56m

$269

Little RockChicago

LIT - ORD

LITORD

Little Rock

Thu 4/23

6:45 pm-8:50 pm

Nonstop2h 05m

Chicago O'Hare Intl

Sun 4/26

8:40 am-10:44 am

Nonstop2h 04m

$269

Little RockChicago

LIT - ORD

LITORD

Little Rock

Fri 4/24

7:08 pm-11:59 pm

1 stop4h 51m

Chicago O'Hare Intl

Sun 4/26

5:15 am-11:18 am

1 stop6h 03m

$289

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Sun 5/3

4:35 pm-9:35 pm

1 stop5h 00m

Chicago Midway

Sun 5/10

7:00 pm-11:50 pm

1 stop4h 50m

$289

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 5/20

5:25 am-10:16 am

1 stop4h 51m

Chicago O'Hare Intl

Thu 5/28

11:26 am-4:19 pm

1 stop4h 53m

$289

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 5/20

5:40 pm-9:45 pm

1 stop4h 05m

Chicago Midway

Thu 5/28

5:00 pm-10:55 pm

1 stop5h 55m

$289

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Thu 4/9

5:50 pm-11:55 pm

1 stop6h 05m

Chicago Midway

Mon 4/13

4:00 pm-11:35 pm

2 stops7h 35m

$294

Little RockChicago

LIT - ORD

LITORD

Little Rock

Mon 4/20

7:20 am-12:50 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 4/20

2:40 pm-11:35 pm

1 stop8h 55m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 37 resultsSorted by cheapest first
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Compare providers for flights from Little Rock to Chicago

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 Chicago in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Little Rock-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Little Rock-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Little Rock-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub 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 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 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 March 13, 2026.

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 29 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 $179). Flying from Little Rock to Chicago in December is currently the most expensive (average of $241). 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 March 22, 2026.

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 54% 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 March 14, 2026.

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 March 22, 2026.

The most flights from LIT to CHI are scheduled on a Monday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 on average).

How much does it cost to fly round-trip from Little Rock to Chicago?

What’s the top layover airport for flights from Little Rock to Chicago?

Share of 1-stop round-trip flights from Little Rock to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

St. Louis (STL) – chosen by Cheapflights users on 50% of 1-stop itineraries from Little Rock to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Little Rock to Chicago?

Average round-trip fare for 1-stop flights from Little Rock to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

St. Louis (STL) is the most affordable 1-stop option, with an average round-trip price of $287.

What’s the fastest layover option from Little Rock to Chicago?

Shortest average travel time for 1-stop one-way flights from Little Rock to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via St. Louis (STL) have the shortest average one-way travel time for 1-stop routes: 3h 10m.

Which airport typically offers the quickest layover for flights from Little Rock to Chicago?

Average layover duration for 1-stop one-way flights from Little Rock to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via St. Louis (STL) offer the fastest connection on this route, with an average layover time of 1h 20m.

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 March 22, 2026.
Read through reviews of airlines operating flights from Little Rock to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,325 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,325 reviews
Southwest
8.0
Very good
4,325 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,455 reviews
Southwest
8.0
Very good
4,325 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,489 reviews
Southwest
8.0
Very good
4,325 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 16 outbound flights to Chicago per day. 3 airlines have flights to Chicago from Little Rock on a regular basis.

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

    Airlines like Southwest, United Airlines, and American Airlines fly from Little Rock to Chicago in about 2h 01m. The time it takes to get you to your destination can typically vary by up to 2h 34m. The distance from Little Rock to Chicago is about 552 mi. This flight may include one or multiple stops.

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

    Flying on American Airlines is currently your cheapest option to Chicago, with prices starting at $209. Additional round-trip tickets that might be worth considering are offered by United Airlines and Southwest, with the lowest prices starting at $209 and $259, respectively. These flights start at 30% 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 $114 on Southwest. Other airlines that offer cheap prices include American Airlines from $133 and United Airlines from $173 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 GoJet (80%), Envoy Air (75%) or United Airlines (73%) 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 $1,142, our data shows the cheapest flight currently is $178. When looking at the most popular route, (Little Rock - Chicago O'Hare Intl), you can expect to pay $269 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 $179). Flying from Little Rock to Chicago in December is currently the most expensive (average of $241). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$209Average$328FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$293FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$259Average$348FlexibilityNo cancel feeOn-time63%

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