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$91+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
LIT — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Little Rock to Chicago are usually found in November or February, 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 September 15, 2025.

Round-trip from

$140
(Southwest)

One-way from

$91
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$289

Good round-trip deal

$328 or less

Good one-way deal

$259 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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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This Southwest deal was found by Cheapflights users on 9/12. 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 11/46:10 amLIT - MDW
1 stop5h 15mSouthwest
Wed 11/55:00 amMDW - LIT
1 stop4h 50mSouthwest
Deal found 9/12$140
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/33:28 pmLIT - ORD
1 stop8h 31mFrontier
Sun 10/55:35 amORD - LIT
1 stop11h 16mFrontier
Deal found 9/13$158
This Southwest deal was found by Cheapflights users on 9/12. 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 10/134:40 pmLIT - MDW
2 stops6h 35mSouthwest
Wed 10/155:45 amMDW - LIT
1 stop5h 40mSouthwest
Deal found 9/12$163
This Southwest deal was found by Cheapflights users on 9/12. 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 11/46:10 amLIT - ORD
2 stops6h 05mSouthwest
Wed 11/52:15 pmORD - LIT
1 stop6h 00mSouthwest
Deal found 9/12$183
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/208:21 pmLIT - ORD
2 stops17h 26mFrontier
Thu 10/236:50 amORD - LIT
1 stop12h 45mFrontier
Deal found 9/14$193
This Southwest deal was found by Cheapflights users on 9/12. 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.
Fri 12/121:35 pmLIT - MDW
1 stop9h 05mSouthwest
Mon 12/158:25 amMDW - LIT
1 stop3h 00mSouthwest
Deal found 9/12$209
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Wed 10/296:15 pmLIT - ORD
Nonstop2h 03mUnited Airlines
Wed 11/128:20 pmORD - LIT
Nonstop2h 09mUnited Airlines
Deal found 9/13$209
This Southwest deal was found by Cheapflights users on 9/13. 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 10/296:30 pmLIT - MDW
1 stop5h 35mSouthwest
Wed 11/121:15 pmMDW - LIT
1 stop7h 00mSouthwest
Deal found 9/13$217
This Southwest deal was found by Cheapflights users on 9/13. 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 10/296:30 amLIT - ORD
1 stop4h 15mSouthwest
Wed 11/122:15 pmORD - LIT
1 stop6h 00mSouthwest
Deal found 9/13$217
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 10/176:00 pmLIT - MDW
1 stop6h 05mSouthwest
Tue 10/215:55 pmMDW - LIT
1 stop4h 10mSouthwest
Deal found 9/13$223
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 10/178:21 pmLIT - ORD
1 stop27h 32mFrontier
Sun 10/1910:51 amORD - LIT
1 stop8h 44mFrontier
Deal found 9/14$223
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/208:21 pmLIT - MDW
2 stops17h 17mFrontier
Thu 10/239:26 pmMDW - LIT
2 stops22h 00mFrontier
Deal found 9/14$227

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 September 15, 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

Tue 11/4

6:10 am-11:25 am

1 stop5h 15m

Chicago Midway

Wed 11/5

5:00 am-9:50 am

1 stop4h 50m

$140

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 10/13

4:40 pm-11:15 pm

2 stops6h 35m

Chicago Midway

Wed 10/15

5:45 am-11:25 am

1 stop5h 40m

$163

Little RockChicago

LIT - ORD

LITORD

Little Rock

Tue 11/4

6:10 am-12:15 pm

2 stops6h 05m

Chicago O'Hare Intl

Wed 11/5

2:15 pm-8:15 pm

1 stop6h 00m

$183

Little RockChicago

LIT - ORD

LITORD

Little Rock

Fri 12/12

7:05 am-9:10 am

Nonstop2h 05m

Chicago O'Hare Intl

Mon 12/15

6:30 pm-8:42 pm

Nonstop2h 12m

$209

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Fri 12/12

1:35 pm-10:40 pm

1 stop9h 05m

Chicago Midway

Mon 12/15

8:25 am-11:25 am

1 stop3h 00m

$209

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 10/29

9:25 am-4:41 pm

1 stop7h 16m

Chicago O'Hare Intl

Wed 11/12

6:45 am-1:04 pm

1 stop6h 19m

$217

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 10/29

5:40 am-3:20 pm

2 stops9h 40m

Chicago O'Hare Intl

Wed 11/12

2:15 pm-8:15 pm

1 stop6h 00m

$222

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 10/29

6:30 pm-12:05 am

1 stop5h 35m

Chicago Midway

Mon 11/3

6:20 am-11:25 am

1 stop5h 05m

$223

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 10/29

4:25 pm-10:25 pm

2 stops6h 00m

Chicago Midway

Wed 11/12

7:05 am-3:25 pm

2 stops8h 20m

$227

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 10/20

6:00 pm-12:05 am

1 stop6h 05m

Chicago Midway

Thu 10/23

6:55 pm-11:35 pm

1 stop4h 40m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 30 results
1
2
3

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 September 12, 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 28 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 September 15, 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 66% 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 September 15, 2025.

The most flights from LIT to CHI are scheduled on a Monday (23 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 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 September 15, 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
4,245 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,956 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,931 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

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

    Airlines like Southwest, American Airlines, and Delta fly from Little Rock to Chicago in about 2h 05m. The time it takes to get you to your destination can typically vary by up to 5h 11m. 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 $219 and $268, respectively. These flights start at 31% 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 $91 on Frontier. Other airlines that offer cheap prices include Delta from $109 and Southwest from $115 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 Air New Zealand (72%), GoJet (71%) or United Airlines (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 $949, our data shows the cheapest flight currently is $168. When looking at the most popular route, (Little Rock - Chicago O'Hare Intl), you can expect to pay $183 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
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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$209Average$358FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$294FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$268Average$334FlexibilityNo cancel feeOn-time63%

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