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$79+ 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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
XNA — CHI
Jun 30 — Jul 71
Tue 6/30
Tue 7/7
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 May 31, 2026.

This American Airlines deal was found by Cheapflights users on 5/29. 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 8/85:32 am
MEM
-
ORD
1 stop6h 43m
American Airlines
Mon 8/109:20 pm
ORD
-
MEM
Nonstop1h 56m
American Airlines
Deal found 5/29$255
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/812:40 pm
MEM
-
MDW
Nonstop1h 35m
Southwest
Mon 8/105:30 pm
MDW
-
MEM
1 stop4h 25m
Southwest
Deal found 5/26$255
This Booking.com deal was found by Cheapflights users on 5/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/112:21 pm
XNA
-
ORD
1 stop6h 31m
Frontier
Wed 7/159:57 pm
ORD
-
XNA
1 stop15h 39m
Frontier
Deal found 5/29$256
This Southwest deal was found by Cheapflights users on 5/27. 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 6/244:15 pm
MEM
-
MDW
2 stops7h 50m
Southwest
Wed 7/15:05 am
MDW
-
MEM
2 stops7h 10m
Southwest
Deal found 5/27$257
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:13 pm
XNA
-
ORD
1 stop18h 02m
Multiple Airlines
Sat 8/295:30 pm
ORD
-
XNA
1 stop17h 32m
Multiple Airlines
Deal found 5/27$257
This American Airlines deal was found by Cheapflights users on 5/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1810:33 am
MEM
-
ORD
Nonstop2h 02m
American Airlines
Wed 7/2212:15 pm
ORD
-
MEM
Nonstop1h 49m
American Airlines
Deal found 5/30$258
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:00 am
MEM
-
MDW
Nonstop1h 35m
Southwest
Tue 6/305:20 pm
MDW
-
MEM
1 stop5h 25m
Southwest
Deal found 5/26$258
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:13 pm
XNA
-
ORD
1 stop18h 02m
Multiple Airlines
Thu 8/135:13 pm
ORD
-
XNA
1 stop25h 28m
Multiple Airlines
Deal found 5/27$258
This American Airlines deal was found by Cheapflights users on 5/28. 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.
Thu 8/2710:40 am
MEM
-
ORD
1 stop6h 59m
American Airlines
Sat 8/2911:53 am
ORD
-
MEM
1 stop5h 29m
American Airlines
Deal found 5/28$259
This Delta deal was found by Cheapflights users on 5/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:46 am
MEM
-
MDW
1 stop4h 29m
Delta
Sat 8/296:05 am
MDW
-
MEM
1 stop6h 38m
Delta
Deal found 5/28$259
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:13 pm
XNA
-
ORD
1 stop18h 02m
Multiple Airlines
Thu 8/277:55 am
ORD
-
XNA
2 stops10h 07m
Multiple Airlines
Deal found 5/27$260
This Booking.com deal was found by Cheapflights users on 5/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1611:51 am
MEM
-
ORD
1 stop7h 59m
Frontier
Thu 6/189:48 pm
ORD
-
MEM
1 stop21h 15m
Frontier
Deal found 5/26$261

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 May 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$255
(American Airlines)

One-way from

$79
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$305

Good round-trip deal

$374 or less

Good one-way deal

$299 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. 8% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 31, 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

Cheapest round-trip

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 6/24

4:15 pm-12:05 am

2 stops7h 50m

Chicago Midway

Wed 7/1

5:05 am-12:15 pm

2 stops7h 10m

$257

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 9/12

9:30 am-4:50 pm

2 stops7h 20m

Chicago Midway

Tue 9/15

11:10 am-5:15 pm

2 stops6h 05m

$263

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 8/7

10:35 am-4:24 pm

1 stop5h 49m

Chicago O'Hare Intl

Wed 8/12

6:25 pm-11:24 pm

1 stop4h 59m

$264

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 9/17

6:01 pm-10:25 pm

1 stop4h 24m

Chicago Midway

Mon 9/21

6:05 am-10:54 am

1 stop4h 49m

$265

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sat 7/4

6:30 am-10:35 am

1 stop4h 05m

Chicago O'Hare Intl

Tue 7/7

5:30 am-10:32 am

1 stop5h 02m

$268

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 6/17

5:20 am-6:55 am

Nonstop1h 35m

Chicago Midway

Thu 6/18

2:40 pm-11:55 pm

2 stops9h 15m

$269

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sat 7/4

2:55 pm-8:40 pm

1 stop5h 45m

Chicago Midway

Tue 7/7

7:50 am-3:00 pm

2 stops7h 10m

$273

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 9/4

10:35 am-4:24 pm

1 stop5h 49m

Chicago O'Hare Intl

Tue 9/8

7:10 am-2:23 pm

1 stop7h 13m

$274

MemphisChicago

MEM - ORD

MEMORD

Memphis

Sun 6/21

6:30 am-10:50 am

1 stop4h 20m

Chicago O'Hare Intl

Tue 6/30

6:35 am-1:57 pm

1 stop7h 22m

$274

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Sun 6/21

5:54 pm-10:17 pm

1 stop4h 23m

Chicago Midway

Tue 6/30

6:00 am-12:35 pm

1 stop6h 35m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/27

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, October is the cheapest month in which you can book a flight from Arkansas to Chicago (average of $114). Flying from Arkansas to Chicago in January is currently the most expensive (average of $209). 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 May 31, 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 56% on your trip compared to booking a flight at noon.

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 May 31, 2026.

The most flights from USAR to CHI are scheduled on a Sunday (32 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (6 on average).

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

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

The price you pay for your flight from Arkansas to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 23 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 May 30, 2026.

Travelers seeking maximum savings on their Arkansas to Chicago flight should consider departing on Thursday 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.

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 15m. 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 Southwest, which is currently one of the cheapest options available, starting at $114. American Airlines flights start at $133 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 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 SkyWest Airlines (95%), Republic Airways (85%) and British Airways (85%).

  • What are the cheapest flights from Arkansas to Chicago?

    On average you can expect to pay $1,000 for a flight from Arkansas to Chicago. The cheapest flight overall is $253 while the most popular route, (Memphis - Chicago O'Hare Intl) is currently priced at $157.

  • 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, October is the cheapest month in which you can book a flight from Arkansas to Chicago (average of $114). Flying from Arkansas to Chicago in January is currently the most expensive (average of $209). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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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 May 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$209Average$335FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$209Average$295FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$363FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$261Average$363FlexibilityNo cancel feeOn-time63%

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