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Cheap flights from Arkansas to Chicago from $55

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 1/8. 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

Enter your travel dates to find the best prices.
Delta Logo
6:30 am - 12:34 pmMEM-MDW
6h 04m1 stop
Delta Logo
6:00 am - 11:42 amMDW-MEM
5h 42m1 stop
$211Delta
Find Deal
Tue, Dec 9 - Wed, Dec 10
Southwest Logo
1:25 pm - 7:20 pmMEM-MDW
5h 55m1 stop
Southwest Logo
8:15 am - 10:00 amMDW-MEM
1h 45mnonstop
$220Southwest
Find Deal
Mon, Dec 8 - Wed, Dec 24
Frontier Logo
3:27 pm - 10:43 pmMEM-MDW
7h 16m1 stop
Frontier Logo
6:05 am - 5:41 pmMDW-MEM
11h 36m1 stop
$221Frontier
Find Deal
Thu, Nov 20 - Tue, Nov 25
Delta Logo
7:21 pm - 11:47 pmMEM-MDW
4h 26m1 stop
Delta Logo
5:39 pm - 11:23 pmMDW-MEM
5h 44m1 stop
$228Delta
Find Deal
Mon, Dec 15 - Tue, Dec 16
Delta Logo
3:29 pm - 10:22 pmXNA-MDW
6h 53m1 stop
Delta Logo
11:48 am - 5:00 pmMDW-XNA
5h 12m1 stop
$229Delta
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Wed, Dec 31 - Fri, Jan 2
Delta Logo
5:25 am - 9:52 amLIT-MDW
4h 27m1 stop
Delta Logo
6:00 am - 10:27 amMDW-LIT
4h 27m1 stop
$229Delta
Find Deal
Wed, Nov 26 - Thu, Dec 4
Delta Logo
12:48 pm - 4:39 pmMEM-MDW
3h 51m1 stop
Delta Logo
9:34 am - 1:32 pmMDW-MEM
3h 58m1 stop
$231Delta
Find Deal
Thu, Nov 27 - Wed, Dec 3
Frontier Logo
10:28 am - 6:12 pmMEM-MDW
7h 44m1 stop
Frontier Logo
6:05 am - 5:41 pmMDW-MEM
11h 36m1 stop
$232Frontier
Find Deal
Fri, Nov 21 - Tue, Nov 25
Multiple Airlines Logo
1:41 pm - 1:21 pmMEM-MDW
23h 40m1 stop
Multiple Airlines Logo
5:30 am - 2:00 pmMDW-MEM
8h 30m2 stops
$258Multiple Airlines
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Thu, Nov 20 - Sun, Nov 23
Multiple Airlines Logo
8:53 am - 7:50 pmXNA-MDW
10h 57m1 stop
Multiple Airlines Logo
8:56 pm - 8:03 amMDW-XNA
11h 07m1 stop
$270Multiple Airlines
Find Deal
Fri, Feb 20 - Sun, Feb 22

Delta flights from Arkansas to Chicago Midway Airport

Our best Delta deals on Arkansas to Chicago Midway Airport flight tickets
Delta
Dec 9
MEM6:30 amMemphis
6h 04m
1 stop
MDW12:34 pmChicago Midway
Dec 10
MDW6:00 amChicago Midway
5h 42m
1 stop
MEM11:42 amMemphis
$211
Find similar
Delta
Dec 15
MEM7:21 pmMemphis
4h 26m
1 stop
MDW11:47 pmChicago Midway
Dec 16
MDW5:39 pmChicago Midway
5h 44m
1 stop
MEM11:23 pmMemphis
$228
Find similar
Delta
Nov 26
LIT5:25 amLittle Rock
4h 27m
1 stop
MDW9:52 amChicago Midway
Dec 4
MDW6:00 amChicago Midway
4h 27m
1 stop
LIT10:27 amLittle Rock
$229
Find similar

Southwest flights from Arkansas to Chicago Midway Airport

Our best Southwest deals on Arkansas to Chicago Midway Airport flight tickets
Southwest
Dec 8
MEM1:25 pmMemphis
5h 55m
1 stop
MDW7:20 pmChicago Midway
Dec 24
MDW8:15 amChicago Midway
1h 45m
MEM10:00 amMemphis
$220
Find similar
Southwest
Dec 8
MEM1:25 pmMemphis
6h 05m
2 stops
MDW7:30 pmChicago Midway
Dec 24
MDW6:40 amChicago Midway
8h 10m
1 stop
MEM2:50 pmMemphis
$235
Find similar
Southwest
Dec 15
MEM3:00 pmMemphis
1h 35m
MDW4:35 pmChicago Midway
Dec 16
MDW8:40 pmChicago Midway
1h 45m
MEM10:25 pmMemphis
$238
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 November 6, 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

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 12/9

6:30 am-12:34 pm

1 stop6h 04m

Chicago Midway

Wed 12/10

6:00 am-11:42 am

1 stop5h 42m

$211

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 12/8

1:25 pm-7:20 pm

1 stop5h 55m

Chicago Midway

Wed 12/24

8:15 am-10:00 am

Nonstop1h 45m

$220

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 11/20

3:27 pm-10:43 pm

1 stop7h 16m

Chicago Midway

Tue 11/25

6:05 am-5:41 pm

1 stop11h 36m

$221

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Mon 12/15

7:21 pm-11:47 pm

1 stop4h 26m

Chicago Midway

Tue 12/16

5:39 pm-11:23 pm

1 stop5h 44m

$228

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Wed 12/31

3:29 pm-10:22 pm

1 stop6h 53m

Chicago Midway

Fri 1/2

11:48 am-5:00 pm

1 stop5h 12m

$229

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Wed 11/26

5:25 am-9:52 am

1 stop4h 27m

Chicago Midway

Thu 12/4

6:00 am-10:27 am

1 stop4h 27m

$229

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 11/27

12:48 pm-4:39 pm

1 stop3h 51m

Chicago Midway

Wed 12/3

9:34 am-1:32 pm

1 stop3h 58m

$231

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Fri 11/21

10:28 am-6:12 pm

1 stop7h 44m

Chicago Midway

Tue 11/25

6:05 am-5:41 pm

1 stop11h 36m

$232

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Thu 11/20

1:41 pm-1:21 pm

1 stop23h 40m

Chicago Midway

Sun 11/23

5:30 am-2:00 pm

2 stops8h 30m

$258

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Fri 2/20

8:53 am-7:50 pm

1 stop10h 57m

Chicago Midway

Sun 2/22

8:56 pm-8:03 am

1 stop11h 07m

$270

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 $267Free CancellationRating
8.0
4,241 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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