Cheap flights from Little Rock to Chicago from $97

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Little Rock to Chicago departing on 5/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

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Southwest Logo
7:55 am - 1:30 pm
LIT
-
MDW
5h 35m
1 stop
Southwest Logo
6:30 am - 2:45 pm
MDW
-
LIT
8h 15m
1 stop
$194Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
3:25 pm - 10:15 pm
LIT
-
MDW
6h 50m
1 stop
Southwest Logo
1:55 pm - 9:55 pm
MDW
-
LIT
8h 00m
2 stops
$199Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
7:55 am - 12:50 pm
LIT
-
ORD
4h 55m
1 stop
Southwest Logo
11:55 am - 9:55 pm
ORD
-
LIT
10h 00m
1 stop
$199Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
7:55 am - 3:45 pm
LIT
-
MDW
7h 50m
2 stops
Southwest Logo
4:40 pm - 10:35 pm
MDW
-
LIT
5h 55m
2 stops
$204Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
3:40 pm - 9:00 pm
LIT
-
MDW
5h 20m
1 stop
Southwest Logo
5:55 pm - 11:35 pm
MDW
-
LIT
5h 40m
1 stop
$229Southwest
Mon, Apr 20 - Mon, Apr 27
Southwest Logo
3:40 pm - 9:00 pm
LIT
-
MDW
5h 20m
1 stop
Southwest Logo
4:00 pm - 11:35 pm
MDW
-
LIT
7h 35m
2 stops
$235Southwest
Mon, Apr 20 - Mon, Apr 27
Southwest Logo
7:55 am - 12:50 pm
LIT
-
ORD
4h 55m
1 stop
Southwest Logo
2:40 pm - 11:35 pm
ORD
-
LIT
8h 55m
1 stop
$235Southwest
Wed, May 6 - Fri, May 8
Southwest Logo
5:50 pm - 11:55 pm
LIT
-
MDW
6h 05m
2 stops
Southwest Logo
4:00 pm - 11:35 pm
MDW
-
LIT
7h 35m
2 stops
$240Southwest
Mon, Apr 20 - Mon, Apr 27
American Airlines Logo
12:16 pm - 2:23 pm
LIT
-
ORD
2h 07mnonstop
American Airlines Logo
3:11 pm - 5:13 pm
ORD
-
LIT
2h 02mnonstop
$269American Airlines
Wed, Apr 15 - Sat, Apr 18
American Airlines Logo
7:34 pm - 9:40 pm
LIT
-
ORD
2h 06mnonstop
American Airlines Logo
7:45 pm - 9:55 pm
ORD
-
LIT
2h 10mnonstop
$271American Airlines
Fri, May 29 - Mon, Jun 1

Delta flights from Little Rock to Chicago

Our best Delta deals on Little Rock to Chicago flight tickets
Delta
Apr 24
LIT7:08 pmLittle Rock
4h 51m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 26
ORD5:15 amChicago O'Hare Intl
6h 03m
1 stop
LIT11:18 amLittle Rock
$289
Delta
Apr 15
LIT5:35 amLittle Rock
4h 21m
1 stop
MDW9:56 amChicago Midway
Apr 18
MDW5:21 pmChicago Midway
6h 28m
1 stop
LIT11:49 pmLittle Rock
$309
Delta
Apr 7
LIT7:08 pmLittle Rock
4h 46m
1 stop
ORD11:54 pmChicago O'Hare Intl
Apr 11
ORD11:25 amChicago O'Hare Intl
5h 26m
1 stop
LIT4:51 pmLittle Rock
$329

Southwest flights from Little Rock to Chicago

Our best Southwest deals on Little Rock to Chicago flight tickets
Southwest
Apr 21
LIT5:40 pmLittle Rock
4h 05m
1 stop
MDW9:45 pmChicago Midway
Apr 28
MDW4:50 pmChicago Midway
5h 45m
1 stop
LIT10:35 pmLittle Rock
$194
Southwest
Apr 21
LIT7:55 amLittle Rock
4h 55m
1 stop
ORD12:50 pmChicago O'Hare Intl
Apr 28
ORD11:55 amChicago O'Hare Intl
10h 00m
1 stop
LIT9:55 pmLittle Rock
$199
Southwest
Apr 21
LIT7:55 amLittle Rock
7h 50m
2 stops
MDW3:45 pmChicago Midway
Apr 28
MDW4:40 pmChicago Midway
5h 55m
2 stops
LIT10:35 pmLittle Rock
$204

momondo Fare Finder

 
Customize your flight search to find flights from Little Rock 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, momondo users made 832,500 searches. Data last updated March 26, 2026.
Use the filters below to find and compare flights from Little Rock to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Tue 4/21

7:55 am-1:30 pm

1 stop5h 35m

Chicago Midway

Tue 4/28

6:30 am-2:45 pm

1 stop8h 15m

$194

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Tue 4/21

3:25 pm-10:15 pm

1 stop6h 50m

Chicago Midway

Tue 4/28

1:55 pm-9:55 pm

2 stops8h 00m

$199

Little RockChicago

LIT - ORD

LITORD

Little Rock

Tue 4/21

7:55 am-12:50 pm

1 stop4h 55m

Chicago O'Hare Intl

Tue 4/28

11:55 am-9:55 pm

1 stop10h 00m

$199

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Tue 4/21

7:55 am-3:45 pm

2 stops7h 50m

Chicago Midway

Tue 4/28

4:40 pm-10:35 pm

2 stops5h 55m

$204

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 4/20

3:40 pm-9:00 pm

1 stop5h 20m

Chicago Midway

Mon 4/27

5:55 pm-11:35 pm

1 stop5h 40m

$229

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 4/20

3:40 pm-9:00 pm

1 stop5h 20m

Chicago Midway

Mon 4/27

4:00 pm-11:35 pm

2 stops7h 35m

$235

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 5/6

7:55 am-12:50 pm

1 stop4h 55m

Chicago O'Hare Intl

Fri 5/8

2:40 pm-11:35 pm

1 stop8h 55m

$235

Little RockChicago

LIT - MDW

LITMDW

Little Rock

Mon 4/20

5:50 pm-11:55 pm

2 stops6h 05m

Chicago Midway

Mon 4/27

4:00 pm-11:35 pm

2 stops7h 35m

$240
Quickest round-trip

Little RockChicago

LIT - ORD

LITORD

Little Rock

Wed 4/15

12:16 pm-2:23 pm

Nonstop2h 07m

Chicago O'Hare Intl

Sat 4/18

3:11 pm-5:13 pm

Nonstop2h 02m

$269

Little RockChicago

LIT - ORD

LITORD

Little Rock

Fri 5/29

7:34 pm-9:40 pm

Nonstop2h 06m

Chicago O'Hare Intl

Mon 6/1

7:45 pm-9:55 pm

Nonstop2h 10m

$271

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 Little Rock to Chicago

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 typical price of a round-trip flight between Little Rock and Chicago?

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Little Rock, with most prices found around $256. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Little Rock to Chicago during September average around $270.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $460. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Little Rock to Chicago for around $719.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Little Rock to Chicago during this time can be as low as $510. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,048.

What is the cheapest Little Rock to Chicago flight route?

Fly from Little Rock to Chicago O'Hare Intl for the best Little Rock - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Little Rock when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $300 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Little Rock for as low as $197 on momondo.

What cabin class options are available on Little Rock to Chicago flights?

There are 4 cabin classes available to choose from on Little Rock to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Little Rock to Chicago flights?

You could potentially save up to 37% on your flight if you consider stops on a Little Rock to Chicago flight.

How have Little Rock to Chicago flight prices changed over time?

As of March 2026, prices for Little Rock to Chicago flights are approximately 19% more expensive when compared to flights at the same time last year.

When to book flights from Little Rock to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Little Rock to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Little Rock to Chicago (LIT to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Little Rock to Chicago

Best Price Found

$288

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Little Rock in the past 72 hours is $288. The best round-trip flight deal from Little Rock to Chicago found on momondo in the last 72 hours is $388.
The fastest flight from Little Rock to Chicago takes 2h 00m
Direct flights go from Little Rock to Chicago every day.
There are 3 airports in Chicago. From Little Rock there are direct flights to Chicago O'Hare Intl (ORD).
  • How far is Little Rock to Chicago by plane?

    A flight from Little Rock to Chicago will travel around 553.0 mi. In terms of flight time, this usually takes a little over 2h 00m.

  • When did momondo last update prices for flights from Little Rock Airport to Chicago?

    Prices for flights from Little Rock Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Little Rock Airport to Chicago?

  • How old do you have to be to fly from Little Rock Airport to Chicago?

    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 Little Rock Airport to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Little Rock to Chicago?

  • What is the most popular airline from Little Rock to Chicago?

Best airlines flying from Little Rock to Chicago

Compare and see reviews for airlines that fly from Little Rock to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $209Free CancellationRating
7.4
9,483 reviews
Search United Airlines flights
American AirlinesPriceFrom $209Free CancellationRating
7.1
11,495 reviews
Search American Airlines flights
SouthwestPriceFrom $259Free CancellationRating
8.0
4,333 reviews
Search Southwest flights
  • United Airlines Flights From Little Rock to Chicago

    Across 15 United Airlines flights from Little Rock to Chicago this week, the average price was $328, with the best United Airlines deals starting from $209 round-trip. 9,483 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Little Rock to Chicago

    American Airlines is also a popular choice for this route. American Airlines flight deals for Little Rock to Chicago start from as low as $209 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $293. American Airlines operates 8 flights to Chicago from Little Rock in an average week. Users have rated it 7.1/10 across 11,495 reviews.

Traveling to a place near Chicago?

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

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Little Rock to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Little Rock to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Little Rock to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Little Rock.

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

Price alerts on flights to Chicago from Little Rock are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Sat 4/25
Sat 5/2

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago