Can I fly direct from Little Rock to Chicago?

Yes, direct flights are available from Little Rock to Chicago. Historically, approximately 45.5% of the flights on this route have been direct. For routes that involve a stopover, travelers typically experience one stop. This means that while direct options are common, connecting flights are also a significant part of the available routes.

How long does it take to fly from Little Rock to Chicago?

A direct flight from Little Rock to Chicago typically takes about 2 hours and 12 minutes, covering a distance of 876 kilometers. If your journey includes one stop, the median flight time increases significantly to approximately 6 hours and 4 minutes. This difference highlights the convenience and time-saving benefits of choosing a direct option when available for this route.

How often do Little Rock to Chicago flight prices drop?

Based on historical data, flight prices for the Little Rock to Chicago route are classified as dropping frequently. This suggests that travelers on this route often have opportunities to find reduced fares. Monitoring prices regularly can be beneficial for securing a good deal, as price fluctuations are a common occurrence for this particular route.

Flights From Little Rock

To Chicago

Cheap Flights from Little Rock to Chicago

Browse current best options from Little Rock. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Little Rock

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 6 days ago

454 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Aug 25, 2026.)

Today’s best flight deals from Little Rock to Chicago

Explore current cheapest deals departing from Little Rock to Chicago

2026-10-29 – 2026-11-11
LIT - Chicago
45% AI deal score
$276
$259
Round trip
2026-10-29 – 2026-11-04
LIT - Chicago
48% AI deal score
$306
$269
Round trip
2026-10-10 – 2026-10-13
LIT - Chicago
43% AI deal score
$169
$278
Round trip
2026-09-25 – 2026-09-27
LIT - Chicago
42% AI deal score
$174
$279
Round trip
2026-09-12 – 2026-09-15
LIT - Chicago
42% AI deal score
$177
$279
Round trip
2026-09-23 – 2026-09-30
LIT - Chicago
42% AI deal score
$163
$279
Round trip
2026-11-02 – 2026-11-09
LIT - Chicago
42% AI deal score
$230
$279
Round trip
2026-11-10 – 2026-11-17
LIT - Chicago
42% AI deal score
$230
$279
Round trip
2026-11-11 – 2026-11-18
LIT - Chicago
42% AI deal score
$231
$279
Round trip
2026-11-14 – 2026-11-21
LIT - Chicago
42% AI deal score
$240
$279
Round trip

Little Rock to Chicago: Overview

Insights for flights from Little Rock to Chicago

When planning cheap flights from Little Rock to Chicago, you'll find that February and March are typically the most affordable months, with median fares of $254 for both. July also presents a good value, with a median fare of $279. These months offer the best opportunities for cost-effective travel on this route.

Fares for flights from Little Rock to Chicago typically range from $300–$436, with a median price of $349. Right now, current fares are near the typical level for this route. Only 2% of recent fares were classified as a good price, indicating that finding significantly discounted tickets can be challenging.

A meaningful share of itineraries between Little Rock and Chicago are non-stop, while the rest connect once. Specifically, 45.5% of recent fares were for direct flights from Little Rock to Chicago. For itineraries that include connections, the typical number of stopovers is 1.

The typical journey time from Little Rock to Chicago is 2h 12m. This duration includes both direct and connecting flights. For non-stop flights, the median time is also 2h 12m, while connecting itineraries typically take around 6h 15m.

How much is a round trip from Little Rock to Chicago

Regular price: $238 - $380

Prices for flights from Little Rock to Chicago are currently within the regular range.

The regular price range for flights from Little Rock to Chicago is between $238 and $380. The current lowest deal is $259 with Allegiant Air for travel from Oct 29-Nov 11.

now $259

Low $238

High $380

The cheapest time to fly from Little Rock to Chicago

The cheapest month to fly from LIT to CHI is April, with a median price of $248. The most expensive month is May, with a median price of $366. Prices are generally lower from January to September.

April

Cheapest

Flights from $248

May

Most Expensive

Flights from $366

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Little Rock to Chicago

United Airlines

Last-minute flights going from Little Rock to Chicago

Tue, Aug 25

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$500

$394

One-way

Tue, Aug 25

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

Southwest Airlines

$701

$398

One-way

Tue, Aug 25

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$548

$399

One-way

Thu, Aug 27

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (ORD)

United Airlines

$599

$434

One-way

Thu, Aug 27

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$666

$440

One-way

Fri, Aug 28

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (ORD)

$390

One-way

Biggest price drops on these dates for flights from Little Rock to Chicago

2 nights

Sep 3 - Sep 5

$571 → $395

31%

4 nights

Sep 1 - Sep 5

$565 → $399

29%

2 nights

Sep 5 - Sep 7

$514 → $370

28%

3 nights

Sep 3 - Sep 6

$564 → $424

25%

Popular Airports to fly from Little Rock to Chicago

Little Rock - Chicago route insights

💸 Price insights

Recent fares are near the typical level.

Recent fares for Little Rock to Chicago are near the typical level of $349.

📅 Best time to fly

February, March, and July are historically cheapest.

Historically, the cheapest months to fly are February ($254), March ($254), and July ($279).

⏱️ Flight duration

Direct flights take 2h 12m.

Direct flights from Little Rock to Chicago typically take 2h 12m, while connecting flights average 6h 15m.

✈️ Airlines & availability

45.5% of recent flights are direct.

Historically, 45.5% of flights from Little Rock to Chicago are direct, with connecting flights having 1 stopover.

🏆 Airline highlight

United Airlines offers direct flights.

United Airlines is one airline that has offered direct flights on the Little Rock to Chicago route.

🎯 Booking tip

Deals appear frequently on this route.

Deals for flights from Little Rock to Chicago appear frequently, with many deals within 30 days.

Little Rock main airports to depart from

Clinton National (LIT)

Cheapest

Clinton National Airport (LIT) is a convenient option for flights from Little Rock to Chicago.

📍 ~6 km from Little Rock city center (reachable by car)

💸 Flights from ~$193

Chicago main airports to arrive at

Chicago Rockford International (RFD)

Cheapest

Chicago Rockford International offers a budget-friendly option for flights from Little Rock to Chicago.

📍 ~126 km from Chicago (reachable by car)

💸 Flights from ~$252

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International Airport is a major international airport with significant carrier presence and direct flight options.

📍 ~135 km from Chicago (reachable by car or train)

💸 Flights from ~$329

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from Little Rock to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From LIT

Elite

Sep 10

Chicago, United States

80% AI deal score

$1,348

$680

Save $668

United Airlines

Business Class

From LIT

Elite

Sep 18

Chicago, United States

79% AI deal score

$1,270

$664

Save $606

United Airlines

Business Class

From LIT

Elite

Oct 10

Chicago, United States

78% AI deal score

$1,237

$559

Save $678

From LIT

Elite

Oct 23

Chicago, United States

78% AI deal score

$1,294

$693

Save $601

United Airlines

Business Class

From LIT

Elite

Oct 21

Chicago, United States

77% AI deal score

$1,251

$589

Save $662

From LIT

Elite

Sep 11

Chicago, United States

77% AI deal score

$1,163

$684

Save $479

United Airlines

Business Class

From LIT

Elite

Sep 13

Chicago, United States

76% AI deal score

$1,116

$681

Save $435

United Airlines

Business Class

From LIT

Elite

Dec 10

Chicago, United States

73% AI deal score

$1,358

$854

Save $504

From LIT

Elite

Oct 29

Chicago, United States

65% AI deal score

$674

$599

Save $75

United Airlines

Business Class

From LIT

Elite

Dec 31

Chicago, United States

65% AI deal score

$676

$599

Save $77

United Airlines

Business Class

From LIT

Elite

Sep 10

Chicago, United States

65% AI deal score

$726

$636

Save $90

United Airlines

Business Class

From LIT

Elite

Oct 01

Chicago, United States

49% AI deal score

$638

$599

Save $39

United Airlines

Business Class

Frequently Asked Questions About Flights to Chicago

Historically, the lowest average prices for flights from Little Rock to Chicago are found when booking 28-59 days in advance. During this period, the average price is around $335. Booking within 0-6 days of departure typically sees prices rise to an average of $523. Even booking 60+ days out tends to be more expensive, with an average price of $409, indicating that there is a sweet spot for securing better deals.

Across the trailing quarter, a flight from Little Rock to Chicago is considered a good deal if it is priced at or below $300. The median price for this route over the same period was $349. Prices tend to increase significantly for flights above this threshold, with 75% of prices being $436 or less. Aiming for prices around $300 or lower will generally secure a favorable fare.

Historically, the cheapest months to fly from Little Rock to Chicago are February and March, both with a median price of $254. July also presents a relatively low median price of $279 for this route. The annual median price for flights on this route is $349, so these months offer a notable discount compared to the yearly average. Travelers can often find more economical fares during these periods.

Related routes

More routes from Little Rock

Flights from Little Rock to Copenhagen Flights from Little Rock to Dallas Flights from Little Rock to Denver Flights from Little Rock to Dublin Flights from Little Rock to Frankfurt Flights from Little Rock to Hong Kong Flights from Little Rock to Istanbul Flights from Little Rock to Las Vegas Flights from Little Rock to Lisbon Flights from Little Rock to Madrid Flights from Little Rock to Milan Flights from Little Rock to Milwaukee

Flights to Chicago from other cities

Flights from Chennai to Chicago Flights from Kansas City to Chicago Flights from Lagos to Chicago Flights from London to Chicago Flights from Manila to Chicago Flights from Melbourne to Chicago Flights from Memphis to Chicago Flights from Mexico City to Chicago Flights from Miami to Chicago Flights from Minneapolis to Chicago Flights from Morelia to Chicago Flights from New Orleans to Chicago

Little Rock to Chicago: Overview

Insights for flights from Little Rock to Chicago

How much is a round trip from Little Rock to Chicago

Regular price: $238 - $380

Prices for flights from Little Rock to Chicago are currently within the regular range.

The regular price range for flights from Little Rock to Chicago is between $238 and $380. The current lowest deal is $259 with Allegiant Air for travel from Oct 29-Nov 11.

now $259

Low $238

High $380

The cheapest time to fly from Little Rock to Chicago

The cheapest month to fly from LIT to CHI is April, with a median price of $248. The most expensive month is May, with a median price of $366. Prices are generally lower from January to September.

April

Cheapest

Flights from $248

May

Most Expensive

Flights from $366

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Little Rock to Chicago

United Airlines

Last-minute flights going from Little Rock to Chicago

Tue, Aug 25

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$500

$394

One-way

Tue, Aug 25

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

Southwest Airlines

$701

$398

One-way

Tue, Aug 25

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$548

$399

One-way

Thu, Aug 27

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (ORD)

United Airlines

$599

$434

One-way

Thu, Aug 27

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$666

$440

One-way

Fri, Aug 28

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (ORD)

$390

One-way

Biggest price drops on these dates for flights from Little Rock to Chicago

2 nights

Sep 3 - Sep 5

$571 → $395

31%

4 nights

Sep 1 - Sep 5

$565 → $399

29%

2 nights

Sep 5 - Sep 7

$514 → $370

28%

3 nights

Sep 3 - Sep 6

$564 → $424

25%

Popular Airports to fly from Little Rock to Chicago

Little Rock - Chicago route insights

💸 Price insights

Recent fares are near the typical level.

Recent fares for Little Rock to Chicago are near the typical level of $349.

📅 Best time to fly

February, March, and July are historically cheapest.

Historically, the cheapest months to fly are February ($254), March ($254), and July ($279).

⏱️ Flight duration

Direct flights take 2h 12m.

Direct flights from Little Rock to Chicago typically take 2h 12m, while connecting flights average 6h 15m.

✈️ Airlines & availability

45.5% of recent flights are direct.

Historically, 45.5% of flights from Little Rock to Chicago are direct, with connecting flights having 1 stopover.

🏆 Airline highlight

United Airlines offers direct flights.

United Airlines is one airline that has offered direct flights on the Little Rock to Chicago route.

🎯 Booking tip

Deals appear frequently on this route.

Deals for flights from Little Rock to Chicago appear frequently, with many deals within 30 days.

Little Rock main airports to depart from

Clinton National (LIT)

Cheapest

Clinton National Airport (LIT) is a convenient option for flights from Little Rock to Chicago.

📍 ~6 km from Little Rock city center (reachable by car)

💸 Flights from ~$193

Chicago main airports to arrive at

Chicago Rockford International (RFD)

Cheapest

Chicago Rockford International offers a budget-friendly option for flights from Little Rock to Chicago.

📍 ~126 km from Chicago (reachable by car)

💸 Flights from ~$252

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International Airport is a major international airport with significant carrier presence and direct flight options.

📍 ~135 km from Chicago (reachable by car or train)

💸 Flights from ~$329

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from Little Rock to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From LIT

Elite

Sep 10

Chicago, United States

80% AI deal score

$1,348

$680

Save $668

United Airlines

Business Class

From LIT

Elite

Sep 18

Chicago, United States

79% AI deal score

$1,270

$664

Save $606

United Airlines

Business Class

From LIT

Elite

Oct 10

Chicago, United States

78% AI deal score

$1,237

$559

Save $678

From LIT

Elite

Oct 23

Chicago, United States

78% AI deal score

$1,294

$693

Save $601

United Airlines

Business Class

From LIT

Elite

Oct 21

Chicago, United States

77% AI deal score

$1,251

$589

Save $662

From LIT

Elite

Sep 11

Chicago, United States

77% AI deal score

$1,163

$684

Save $479

United Airlines

Business Class

From LIT

Elite

Sep 13

Chicago, United States

76% AI deal score

$1,116

$681

Save $435

United Airlines

Business Class

From LIT

Elite

Dec 10

Chicago, United States

73% AI deal score

$1,358

$854

Save $504

From LIT

Elite

Oct 29

Chicago, United States

65% AI deal score

$674

$599

Save $75

United Airlines

Business Class

From LIT

Elite

Dec 31

Chicago, United States

65% AI deal score

$676

$599

Save $77

United Airlines

Business Class

From LIT

Elite

Sep 10

Chicago, United States

65% AI deal score

$726

$636

Save $90

United Airlines

Business Class

From LIT

Elite

Oct 01

Chicago, United States

49% AI deal score

$638

$599

Save $39

United Airlines

Business Class

Frequently Asked Questions About Flights to Chicago

Cheap Flights from Little Rock to Chicago

Today’s best flight deals from Little Rock to Chicago

Little Rock to Chicago: Overview

Insights for flights from Little Rock to Chicago

How much is a round trip from Little Rock to Chicago

The cheapest time to fly from Little Rock to Chicago

Direct flights from Little Rock to Chicago

Last-minute flights going from Little Rock to Chicago

Biggest price drops on these dates for flights from Little Rock to Chicago

Popular Airports to fly from Little Rock to Chicago

Little Rock - Chicago route insights

Recent fares are near the typical level.

February, March, and July are historically cheapest.

Direct flights take 2h 12m.

45.5% of recent flights are direct.

United Airlines offers direct flights.

Deals appear frequently on this route.

Little Rock main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Sep 10

Sep 18

Oct 10

Oct 23

Oct 21

Sep 11

Sep 13

Dec 10

Oct 29

Dec 31

Sep 10

Oct 01

Frequently Asked Questions About Flights to Chicago

How early should I book Little Rock to Chicago flights to get the cheapest price?

How do I know if a Little Rock to Chicago flight is a good deal?

When is the cheapest time of year to fly from Little Rock to Chicago?

Can I fly direct from Little Rock to Chicago?

How long does it take to fly from Little Rock to Chicago?

How often do Little Rock to Chicago flight prices drop?

Related routes

More routes from Little Rock

Flights to Chicago from other cities

Little Rock to Chicago: Overview

Insights for flights from Little Rock to Chicago

How much is a round trip from Little Rock to Chicago

The cheapest time to fly from Little Rock to Chicago

Direct flights from Little Rock to Chicago

Last-minute flights going from Little Rock to Chicago

Biggest price drops on these dates for flights from Little Rock to Chicago

Popular Airports to fly from Little Rock to Chicago

Little Rock - Chicago route insights

Recent fares are near the typical level.

February, March, and July are historically cheapest.

Direct flights take 2h 12m.

45.5% of recent flights are direct.

United Airlines offers direct flights.

Deals appear frequently on this route.

Little Rock main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Sep 10

Sep 18

Oct 10

Oct 23

Oct 21

Sep 11

Sep 13

Dec 10

Oct 29

Dec 31

Sep 10

Oct 01

Frequently Asked Questions About Flights to Chicago

How early should I book Little Rock to Chicago flights to get the cheapest price?

How do I know if a Little Rock to Chicago flight is a good deal?

When is the cheapest time of year to fly from Little Rock to Chicago?