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Cheap flights from Arkansas to Chicago from $98

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Arkansas to Chicago departing on 10/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Frontier Logo
8:20 pm - 11:16 amLIT-MDW
14h 56m1 stop
Frontier Logo
12:11 pm - 7:35 pmMDW-LIT
7h 24m1 stop
$149Frontier
Find Deal
Thu, Oct 23 - Mon, Oct 27
Frontier Logo
8:20 pm - 11:16 amLIT-MDW
14h 56m1 stop
Frontier Logo
12:30 pm - 6:10 pmMDW-LIT
5h 40m1 stop
$162Frontier
Find Deal
Thu, Oct 23 - Thu, Oct 30
Frontier Logo
8:21 pm - 1:38 pmLIT-MDW
17h 17m2 stops
Frontier Logo
12:11 pm - 7:35 pmMDW-LIT
7h 24m1 stop
$181Frontier
Find Deal
Mon, Oct 20 - Mon, Oct 27
Multiple Airlines Logo
7:00 am - 9:47 amMEM-MDW
26h 47m1 stop
Multiple Airlines Logo
11:31 am - 11:08 pmMDW-MEM
11h 37m1 stop
$200Multiple Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
Multiple Airlines Logo
4:19 pm - 10:26 amMEM-MDW
18h 07m1 stop
Multiple Airlines Logo
8:00 am - 3:14 pmMDW-MEM
7h 14m1 stop
$203Multiple Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
Southwest Logo
7:00 am - 8:40 amMEM-MDW
1h 40mnonstop
Southwest Logo
12:35 pm - 5:00 pmMDW-MEM
4h 25m1 stop
$207Southwest
Find Deal
Tue, Oct 21 - Tue, Oct 28
Southwest Logo
3:20 pm - 4:55 pmMEM-MDW
1h 35mnonstop
Southwest Logo
5:50 am - 12:45 pmMDW-MEM
6h 55m2 stops
$212Southwest
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
11:06 am - 3:26 pmLIT-MDW
4h 20m1 stop
Delta Logo
6:00 am - 10:20 amMDW-LIT
4h 20m1 stop
$223Delta
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Sat, Oct 25 - Tue, Oct 28
Delta Logo
5:55 pm - 11:32 pmXNA-MDW
5h 37m1 stop
Delta Logo
9:59 am - 4:32 pmMDW-XNA
6h 33m1 stop
$229Delta
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Mon, Dec 8 - Mon, Dec 15
Allegiant Air Logo
4:19 pm - 10:17 amXNA-MDW
17h 58m1 stop
Allegiant Air Logo
11:07 am - 8:27 pmMDW-XNA
9h 20m1 stop
$377Allegiant Air
Find Deal
Sat, Oct 4 - Thu, Oct 9

Delta flights from Arkansas to Chicago Midway Airport

Our best Delta deals on Arkansas to Chicago Midway Airport flight tickets
Delta
Oct 25
LIT11:06 amLittle Rock
4h 20m
1 stop
MDW3:26 pmChicago Midway
Oct 28
MDW6:00 amChicago Midway
4h 20m
1 stop
LIT10:20 amLittle Rock
$223
Find similar
Delta
Dec 8
XNA5:55 pmFayetteville Northwest Arkansas
5h 37m
1 stop
MDW11:32 pmChicago Midway
Dec 15
MDW9:59 amChicago Midway
6h 33m
1 stop
XNA4:32 pmFayetteville Northwest Arkansas
$229
Find similar
Delta
Nov 1
MEM6:30 amMemphis
6h 01m
1 stop
MDW12:31 pmChicago Midway
Nov 4
MDW5:09 pmChicago Midway
5h 47m
1 stop
MEM10:56 pmMemphis
$234
Find similar

Southwest flights from Arkansas to Chicago Midway Airport

Our best Southwest deals on Arkansas to Chicago Midway Airport flight tickets
Southwest
Oct 21
MEM7:00 amMemphis
1h 40m
MDW8:40 amChicago Midway
Oct 28
MDW12:35 pmChicago Midway
4h 25m
1 stop
MEM5:00 pmMemphis
$207
Find similar
Southwest
Oct 21
MEM3:20 pmMemphis
1h 35m
MDW4:55 pmChicago Midway
Oct 28
MDW5:50 amChicago Midway
6h 55m
2 stops
MEM12:45 pmMemphis
$212
Find similar
Southwest
Oct 22
MEM3:20 pmMemphis
1h 35m
MDW4:55 pmChicago Midway
Oct 25
MDW8:30 amChicago Midway
1h 40m
MEM10:10 amMemphis
$214
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Arkansas to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated September 23, 2025.
Use the filters below to find and compare flights from Arkansas to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Thu 10/23

8:20 pm-11:16 am

1 stop14h 56m

Chicago Midway

Mon 10/27

12:11 pm-7:35 pm

1 stop7h 24m

$149

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Thu 10/23

8:20 pm-11:16 am

1 stop14h 56m

Chicago Midway

Thu 10/30

12:30 pm-6:10 pm

1 stop5h 40m

$162

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 10/20

8:21 pm-1:38 pm

2 stops17h 17m

Chicago Midway

Mon 10/27

12:11 pm-7:35 pm

1 stop7h 24m

$181

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Wed 10/22

7:00 am-9:47 am

1 stop26h 47m

Chicago Midway

Sat 10/25

11:31 am-11:08 pm

1 stop11h 37m

$200

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 11/7

4:19 pm-10:26 am

1 stop18h 07m

Chicago Midway

Mon 11/10

8:00 am-3:14 pm

1 stop7h 14m

$203

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 10/21

7:00 am-8:40 am

Nonstop1h 40m

Chicago Midway

Tue 10/28

12:35 pm-5:00 pm

1 stop4h 25m

$207

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 10/21

3:20 pm-4:55 pm

Nonstop1h 35m

Chicago Midway

Tue 10/28

5:50 am-12:45 pm

2 stops6h 55m

$212

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Sat 10/25

11:06 am-3:26 pm

1 stop4h 20m

Chicago Midway

Tue 10/28

6:00 am-10:20 am

1 stop4h 20m

$223

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Mon 12/8

5:55 pm-11:32 pm

1 stop5h 37m

Chicago Midway

Mon 12/15

9:59 am-4:32 pm

1 stop6h 33m

$229

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Sat 10/4

4:19 pm-10:17 am

1 stop17h 58m

Chicago Midway

Thu 10/9

11:07 am-8:27 pm

1 stop9h 20m

$377

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Arkansas to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Arkansas, with most prices found around $253. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Arkansas during the month March is also very affordable. Most momondo users find prices during this month for around $268.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Arkansas. The lowest ticket price found for a Tuesday departure recently was $288. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Arkansas because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $498.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Arkansas in the morning is the least expensive time of day to depart. momondo users have found prices as low as $340 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $373. Of course, these prices can vary depending on the time of year and what airport you fly to.

Cheap Arkansas to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Arkansas to Chicago Midway Airport

Fastest flight time

1h 35m

Direct flights

Every day
The fastest flight from Arkansas to Chicago Midway Airport takes 1h 35m
Direct flights go from Arkansas to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Arkansas to Chicago Midway Airport?

    Prices for flights from Arkansas to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Arkansas to Chicago Midway Airport?

  • How old do you have to be to fly from Arkansas to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Arkansas to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Arkansas to Chicago Midway Airport

Compare and see reviews for airlines that fly from Arkansas to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $268Free CancellationRating
8.0
4,244 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Arkansas to Chicago?

Finding the right flight to Chicago from Arkansas is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Arkansas to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Arkansas with this policy.

How can momondo help me find flights from Arkansas to Chicago?

Once you have performed a search for Arkansas to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Arkansas to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Arkansas to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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