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$55+ Cheap flights from Arkansas 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
LIT — CHI
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Arkansas to Chicago

Keep the following information in mind while searching for Arkansas to Chicago flight deals. Data was last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$197
(Southwest)

One-way from

$55
(Frontier)

Popular in

December

Cheapest in

September

Average price

$299

Good round-trip deal

$286 or less

Good one-way deal

$204 or less
Provider with most accurate pricing for Little Rock-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Little Rock-Chicago (CHI) flights.
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From Arkansas to Chicago (CHI)
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One-way flight from Arkansas to Chicago (CHI)
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Highest demand for flights based on searches. 3% potential increase in price ($10 potential increase over avg. RT price).
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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 November 2025
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Price to beat on a round-trip flight from Arkansas to Chicago (CHI).
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Price to beat on a one-way flight from Arkansas to Chicago (CHI).
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Find flight deals from Arkansas to Chicago

Cheapest flights from Arkansas to Chicago
Explore the most affordable flight options available from Arkansas to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:49 amLIT - ORD
Nonstop2h 05mAmerican Airlines
Sat 12/136:30 pmORD - LIT
Nonstop2h 12mAmerican Airlines
Deal found 11/19$209
This Southwest deal was found by Cheapflights users on 11/18. 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.
Tue 12/910:45 amLIT - MDW
1 stop5h 10mSouthwest
Thu 12/111:20 pmMDW - LIT
1 stop6h 55mSouthwest
Deal found 11/18$213
This Southwest deal was found by Cheapflights users on 11/18. 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.
Tue 12/98:15 amLIT - ORD
1 stop4h 45mSouthwest
Thu 12/112:15 pmORD - LIT
1 stop6h 00mSouthwest
Deal found 11/18$213
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:42 pmMEM - ORD
1 stop17h 34mMultiple Airlines
Sun 12/148:45 amORD - MEM
1 stop9h 46mMultiple Airlines
Deal found 11/20$222
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1010:29 amMEM - ORD
1 stop7h 33mAmerican Airlines
Wed 12/178:26 amORD - MEM
Nonstop1h 55mAmerican Airlines
Deal found 11/20$224
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:03 amLIT - ORD
Nonstop2h 02mAmerican Airlines
Sat 1/36:44 pmORD - LIT
Nonstop2h 13mAmerican Airlines
Deal found 11/19$224
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:42 pmMEM - ORD
2 stops15h 26mMultiple Airlines
Sun 12/77:00 amORD - MEM
1 stop12h 12mMultiple Airlines
Deal found 11/18$226
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:48 pmMEM - ORD
2 stops41h 40mMultiple Airlines
Tue 12/165:00 amORD - MEM
1 stop7h 32mMultiple Airlines
Deal found 11/18$227
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Mon 12/111:08 amXNA - MDW
2 stops45h 38mMultiple Airlines
Sun 12/76:37 pmMDW - XNA
1 stop13h 40mMultiple Airlines
Deal found 11/19$227
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/210:07 amMEM - ORD
1 stop12h 59mMultiple Airlines
Tue 12/95:00 amORD - MEM
1 stop7h 32mMultiple Airlines
Deal found 11/18$228
This American Airlines deal was found by Cheapflights users on 11/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/910:51 amMEM - ORD
Nonstop1h 55mAmerican Airlines
Thu 12/116:35 pmORD - MEM
1 stop5h 29mAmerican Airlines
Deal found 11/18$229
This Southwest deal was found by Cheapflights users on 11/18. 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.
Tue 12/93:30 pmMEM - MDW
1 stop4h 45mSouthwest
Thu 12/118:40 pmMDW - MEM
Nonstop1h 45mSouthwest
Deal found 11/18$229

Cheapflights Fare Finder

 
Customize your flight search to find flights from Arkansas 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 November 20, 2025.
Use the filters below to find and compare flights from Arkansas to Chicago that are best for you.

Fly from

Arkansas

Fly to

Chicago

Route

Depart

Return

Price

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 1/14

4:35 pm-8:40 pm

1 stop4h 05m

Chicago Midway

Wed 1/21

8:15 am-2:55 pm

1 stop6h 40m

$197

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 1/28

7:05 am-9:08 am

Nonstop2h 03m

Chicago O'Hare Intl

Sat 1/31

6:35 pm-8:42 pm

Nonstop2h 07m

$209

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 1/14

7:45 am-9:55 am

Nonstop2h 10m

Chicago O'Hare Intl

Wed 1/21

3:35 pm-5:42 pm

Nonstop2h 07m

$209

Little RockChicago

LIT - ORD

LITORD

Little Rock

Thu 12/11

3:42 pm-5:44 pm

Nonstop2h 02m

Chicago O'Hare Intl

Sun 1/11

8:23 am-10:30 am

Nonstop2h 07m

$209

Little RockChicago

LIT - ORD

LITORD

Little Rock

Tue 1/13

12:52 pm-2:51 pm

Nonstop1h 59m

Chicago O'Hare Intl

Sat 1/17

6:35 pm-8:42 pm

Nonstop2h 07m

$209

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Tue 12/9

1:00 pm-7:30 pm

2 stops6h 30m

Chicago Midway

Thu 12/11

1:20 pm-8:15 pm

1 stop6h 55m

$218

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 1/14

9:05 am-4:45 pm

2 stops7h 40m

Chicago Midway

Sat 1/17

9:05 am-7:45 pm

1 stop10h 40m

$224

Little RockChicago

LIT - ORD

LITORD

Little Rock

Tue 12/30

5:42 pm-7:50 pm

Nonstop2h 08m

Chicago O'Hare Intl

Sat 1/3

6:44 pm-8:57 pm

Nonstop2h 13m

$224

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Wed 2/18

7:15 am-12:01 pm

1 stop4h 46m

Chicago Midway

Sat 2/21

6:00 am-11:03 am

1 stop5h 03m

$229

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Tue 2/24

11:46 am-6:37 pm

1 stop6h 51m

Chicago Midway

Sat 2/28

4:13 pm-11:50 pm

1 stop7h 37m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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Best time to book a flight from Arkansas to Chicago

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

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

Currently, January is the cheapest month in which you can book a flight from Arkansas to Chicago (average of $122). Flying from Arkansas to Chicago in February is currently the most expensive (average of $235). 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 AR to CHI?

Find hourly flight availability from Arkansas 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 November 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Arkansas to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Arkansas to Chicago?

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

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

Weekly flight availability from Arkansas to Chicago

Explore weekly flight availability from Arkansas 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 November 20, 2025.

The most flights from USAR to CHI are scheduled on a Wednesday (20 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (11 on average).

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

Related info for your journey

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

  • How long is the flight from Arkansas to Chicago?

    Departing from Arkansas to Chicago will take you 2h 03m. The distance between Arkansas and Chicago is about 552 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $99. Southwest flights start at $99 while deals on Frontier start at $126 one-way.

  • What are the most popular routes from Arkansas to Chicago?

    The most popular flight routes from Arkansas to Chicago are Memphis - Chicago O'Hare Intl, Fayetteville Northwest Arkansas - Chicago O'Hare Intl and Little Rock - Chicago O'Hare Intl.

  • What are the most reliable airlines from Arkansas to Chicago?

    The top 3 most reliable airlines when flying from Arkansas to Chicago are Iberia (83%), American Airlines (82%) and Envoy Air (82%).

  • What are the cheapest flights from Arkansas to Chicago?

    On average you can expect to pay $791 for a flight from Arkansas to Chicago. The cheapest flight overall is $136 while the most popular route, (Memphis - Chicago O'Hare Intl) is currently priced at $154.

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

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

  • How can I find direct flights from Arkansas to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Arkansas 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 Arkansas to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Arkansas to Chicago (average of $122). Flying from Arkansas to Chicago in February is currently the most expensive (average of $235). 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
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Arkansas to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Arkansas to Chicago

Discover the top 3 airlines that operate flights from Arkansas 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$209Average$358FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$291FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$267Average$335FlexibilityNo cancel feeOn-time63%

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