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$48+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
XNA — CHI
Mar 30 — Apr 61
Mon 3/30
Mon 4/6
1 adult, Economy
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Cheap 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 February 28, 2026.

This Southwest deal was found by Cheapflights users on 2/24. 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 4/75:15 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Tue 4/149:05 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/24$95
This United Airlines deal was found by Cheapflights users on 2/26. 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.
Tue 4/79:50 am
MEM
-
ORD
Nonstop2h 03m
United Airlines
Tue 4/147:58 pm
ORD
-
MEM
Nonstop2h 01m
United Airlines
Deal found 2/26$97
This Southwest deal was found by Cheapflights users on 2/24. 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 4/149:45 am
MEM
-
MDW
1 stop7h 45m
Southwest
Wed 4/154:50 pm
MDW
-
MEM
1 stop4h 55m
Southwest
Deal found 2/24$115
This Southwest deal was found by Cheapflights users on 2/24. 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 4/83:00 pm
MEM
-
MDW
Nonstop1h 35m
Southwest
Thu 4/99:40 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/24$132
This United Airlines deal was found by Cheapflights users on 2/24. 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 4/297:30 am
MEM
-
ORD
Nonstop1h 56m
United Airlines
Mon 5/47:58 pm
ORD
-
MEM
Nonstop2h 01m
United Airlines
Deal found 2/24$134
This Southwest deal was found by Cheapflights users on 2/25. 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 4/293:00 pm
MEM
-
MDW
Nonstop1h 35m
Southwest
Thu 4/3011:45 am
MDW
-
MEM
1 stop6h 00m
Southwest
Deal found 2/25$142
This Southwest deal was found by Cheapflights users on 2/27. 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 5/68:10 am
MEM
-
MDW
1 stop5h 20m
Southwest
Thu 5/79:40 pm
MDW
-
MEM
Nonstop1h 45m
Southwest
Deal found 2/27$144
This Delta deal was found by Cheapflights users on 2/26. 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.
Tue 4/76:22 am
MEM
-
ORD
1 stop6h 55m
Delta
Tue 4/149:50 am
ORD
-
MEM
1 stop4h 37m
Delta
Deal found 2/26$157
This Delta deal was found by Cheapflights users on 2/24. 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.
Tue 4/712:29 pm
MEM
-
MDW
1 stop6h 11m
Delta
Tue 4/1412:52 pm
MDW
-
MEM
1 stop4h 02m
Delta
Deal found 2/24$157
This American Airlines deal was found by Cheapflights users on 2/25. 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.
Sat 4/116:40 am
MEM
-
ORD
Nonstop2h 09m
American Airlines
Sat 4/185:06 pm
ORD
-
MEM
Nonstop1h 58m
American Airlines
Deal found 2/25$170
This United Airlines deal was found by Cheapflights users on 2/26. 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.
Sat 5/96:00 am
MEM
-
ORD
Nonstop2h 00m
United Airlines
Mon 5/117:58 pm
ORD
-
MEM
Nonstop2h 01m
United Airlines
Deal found 2/26$171
This American Airlines deal was found by Cheapflights users on 2/25. 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.
Thu 4/96:40 am
MEM
-
ORD
Nonstop2h 09m
American Airlines
Mon 4/1310:05 pm
ORD
-
MEM
Nonstop1h 54m
American Airlines
Deal found 2/25$172

Find flight deals from Arkansas to Chicago

Keep the following information in mind while searching for Arkansas to Chicago flight deals. Data was last updated February 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$95
(Southwest)

One-way from

$48
(Southwest)

Popular in

June

Cheapest in

January

Average price

$284

Good round-trip deal

$325 or less

Good one-way deal

$251 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 Arkansas to Chicago (CHI)
Search Deals
One-way flight from Arkansas 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 February 2026
Search Deals
Price to beat on a round-trip flight from Arkansas to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Arkansas to Chicago (CHI).
Search Deals

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 February 28, 2026.
Use the filters below to find and compare flights from Arkansas to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sat 5/9

10:00 am-4:55 pm

1 stop6h 55m

Chicago O'Hare Intl

Wed 5/13

7:07 am-11:39 am

1 stop4h 32m

$174

MemphisChicago

MEM - ORD

MEMORD

Memphis

Tue 3/24

7:30 am-9:26 am

Nonstop1h 56m

Chicago O'Hare Intl

Tue 3/31

7:58 pm-9:59 pm

Nonstop2h 01m

$191

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 3/24

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

Tue 3/31

10:00 am-11:45 am

Nonstop1h 45m

$191

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 5/1

5:59 pm-11:59 pm

1 stop6h 00m

Chicago O'Hare Intl

Mon 5/4

5:15 am-9:35 am

1 stop4h 20m

$191

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sat 5/9

10:00 am-4:55 pm

1 stop6h 55m

Chicago O'Hare Intl

Mon 5/11

2:00 pm-8:56 pm

1 stop6h 56m

$191

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 5/8

12:44 pm-6:35 pm

1 stop5h 51m

Chicago O'Hare Intl

Mon 5/11

6:00 am-11:39 am

1 stop5h 39m

$191

FayettevilleChicago

XNA - ORD

XNAORD

Fayetteville Northwest Arkansas

Sat 6/13

6:32 pm-8:35 pm

Nonstop2h 03m

Chicago O'Hare Intl

Wed 6/17

9:16 pm-11:17 pm

Nonstop2h 01m

$209

Little RockChicago

LIT - ORD

LITORD

Little Rock

Mon 5/11

6:25 pm-8:25 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sat 5/16

8:05 pm-10:12 pm

Nonstop2h 07m

$209

Little RockChicago

LIT - ORD

LITORD

Little Rock

Tue 6/2

2:25 pm-4:40 pm

Nonstop2h 15m

Chicago O'Hare Intl

Tue 6/9

12:54 pm-2:55 pm

Nonstop2h 01m

$209

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 5/6

6:25 pm-8:25 pm

Nonstop2h 00m

Chicago O'Hare Intl

Tue 5/12

3:51 pm-5:53 pm

Nonstop2h 02m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, August is the cheapest month in which you can book a flight from Arkansas to Chicago (average of $179). Flying from Arkansas to Chicago in June is currently the most expensive (average of $217). 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 February 28, 2026.

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 52% 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 February 21, 2026.

Travelers seeking maximum savings on their Arkansas to Chicago flight should consider departing on Friday evenings 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 February 28, 2026.

The most flights from USAR to CHI are scheduled on a Friday (26 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (11 on average).

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 492 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 Southwest, which is currently one of the cheapest options available, starting at $114. American Airlines flights start at $120 while deals on United Airlines start at $168 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 Memphis - Chicago Midway.

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

    The top 3 most reliable airlines when flying from Arkansas to Chicago are Envoy Air (92%), Qatar Airways (92%) and GoJet (91%).

  • What are the cheapest flights from Arkansas to Chicago?

    On average you can expect to pay $976 for a flight from Arkansas to Chicago. The cheapest flight overall is $143 while the most popular route, (Memphis - Chicago O'Hare Intl) is currently priced at $97.

  • 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, August is the cheapest month in which you can book a flight from Arkansas to Chicago (average of $179). Flying from Arkansas to Chicago in June is currently the most expensive (average of $217). 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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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 4 airlines flying from Arkansas to Chicago

Discover the top 4 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 February 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$209Average$329FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$292FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$363FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$259Average$348FlexibilityNo cancel feeOn-time63%

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