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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 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Little Rock to Chicago

Explore current cheapest deals departing from Little Rock to Chicago

Round trip

Sort by: Cheapest

September 24 - October 14

Cheapest

LIT - Chicago

$294

$251

Round trip

September 2 - September 7

Best

LIT - Chicago

$327

$260

Round trip

July 9 - July 13

LIT - Chicago

$281

$264

Round trip

July 9 - July 11

LIT - Chicago

$279

$264

Round trip

September 24 - October 7

LIT - Chicago

$302

$267

Round trip

August 14 - August 17

LIT - Chicago

$178

$268

Round trip

August 26 - August 29

LIT - Chicago

$178

$268

Round trip

July 17 - July 20

LIT - Chicago

$169

$269

Round trip

July 8 - July 12

Earliest

LIT - Chicago

$173

$269

Round trip

July 24 - July 28

LIT - Chicago

$166

$269

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Little Rock to Chicago

For travelers looking for cheap flights from Little Rock to Chicago, prices typically range from $297–$441, with a median of $349. Right now, current fares are near the typical level for this route. Only 1% of recent fares were classified as a good price, indicating that finding significantly lower prices can be challenging.

When is the cheapest time to fly from Little Rock to Chicago? The most affordable months to fly are February and March, both with a median fare of $254. July also offers competitive pricing, with a median fare of $279. These months present the best opportunities for securing lower prices on this route.

A meaningful share of itineraries from Little Rock to Chicago are non-stop, with 44.7% of recent fares being direct flights from Little Rock to Chicago. For the remaining itineraries, most connecting flights typically involve one stopover. This means you have options for both direct and connecting services, depending on your preference for convenience versus potential cost savings.

A typical journey from Little Rock to Chicago, including connections, takes approximately 5h 50m. This duration accounts for the median flight time across all itineraries, reflecting the common travel experience on this route.

The distance between Little Rock and Chicago is 876 kilometers, classifying this as a short-haul flight. This relatively short distance contributes to the overall travel time and available flight options.

How much is a round trip from Little Rock to Chicago

Regular price: $251 - $336

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

Regular prices for this route are between $251 and $336. The current lowest deal is $251 with Allegiant Air, for travel from September 24 to October 14.

now $251

Low $251

High $336

The cheapest time to fly from Little Rock to Chicago

The cheapest month to fly from LIT to CHI is February, with a median price of $254. The most expensive month is May, with a median price of $366. Prices are generally lower from January to August.

February

Cheapest

Flights from $254

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

American Airlines

Last-minute flights going from Little Rock to Chicago

Thu, Jun 18

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$465

$423

One-way

Fri, Jun 19

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$467

$410

One-way

Fri, Jun 19

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$465

$435

One-way

Fri, Jun 19

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$460

One-way

Sat, Jun 20

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$467

$394

One-way

Sat, Jun 20

⌛ Last-Minute

LIT - Chicago

Little Rock (LIT) - Chicago (MDW)

$414

$394

One-way

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

2 nights

Nov 20 - Nov 22

$463 → $300

35%

7 nights

Nov 21 - Nov 28

$450 → $290

36%

7 nights

Nov 2 - Nov 9

$448 → $289

36%

2 nights

Nov 20 - Nov 22

$385 → $289

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, with a median of $349.

📅 Best time to fly

February and March are historically cheapest

Historically, February and March offer the lowest median prices at $254 for this route.

⏱️ Flight duration

Median flight time is 5h 50m

The median flight duration from Little Rock to Chicago is 5 hours and 50 minutes.

✈️ Airlines & availability

Mixed availability of direct flights

About 44.7% of recent deals are direct, with connecting flights typically having 1 stopover.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines is an available carrier for direct flights on the Little Rock to Chicago route.

🎯 Booking tip

Deals appear frequently for this route

Deals for flights from Little Rock to Chicago appear frequently, about 0.93 per day.

Little Rock main airports to depart from

Clinton National (LIT)

Cheapest

Little Rock Clinton National is a good option for flights from Little Rock to Chicago.

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

💸 Flights from ~$251

Chicago main airports to arrive at

Chicago Rockford International (RFD)

Cheapest

Consider Chicago Rockford International for flights from Little Rock to Chicago with potentially lower prices.

📍 ~120 km from Chicago (reachable by car)

💸 Flights from ~$251

Chicago Midway International (MDW)

Chicago Midway International is a convenient option for flights from Little Rock to Chicago.

📍 ~15 km from Chicago (reachable by car)

💸 Flights from ~$260

O Hare International (ORD)

O Hare International is a major airport for flights from Little Rock to Chicago.

📍 ~25 km from Chicago (reachable by car)

💸 Flights from ~$264

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers excellent proximity to Chicago with high-frequency flight options.

📍 ~135 km from Chicago (reachable by rail)

💸 Flights from ~$324

South Bend International (SBN)

South Bend International is geographically the closest alternative to the Chicago area.

📍 ~120 km from Chicago (reachable by rail)

💸 Flights from ~$254

Gerald R. Ford International (GRR)

Cheapest

Gerald R. Ford International is a major regional hub offering a wide range of cabin classes.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$227

Dane County Regional (MSN)

Dane County Regional is a reliable regional airport with consistent service levels and less congestion.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$310

Fort Wayne International (FWA)

Fort Wayne International provides stable regional service and multiple cabin class options.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$323

Business & First Class Flight Deals to Chicago

46% AI deal score

$631

From LIT

Elite

Nov 06

Chicago, United States

46% AI deal score

$646

From LIT

Elite

Oct 24

Chicago, United States

46% AI deal score

$655

From LIT

Chicago, United States

35% AI deal score

$1,500

From LIT

Elite

Jun 18

Chicago, United States

35% AI deal score

$1,921

From LIT

Elite

Jun 20

Chicago, United States

31% AI deal score

$2,017

From LIT

Elite

Jun 22

Chicago, United States

30% AI deal score

$2,073

From LIT

Elite

Jun 19

Chicago, United States

30% AI deal score

$2,633

Frequently Asked Questions About Flights to Chicago

Historically, the best prices for flights from Little Rock to Chicago are found when booking 28-59 days in advance. Across the trailing quarter, the average price for this booking window was $335. Booking 7-13 days out typically saw an average price of $440, while flights booked within 6 days of departure averaged $523. For those planning further ahead, booking 60+ days out had an average price of $409, indicating that waiting until the 28-59 day window often yields better value.

A flight from Little Rock to Chicago is typically considered a good deal if it is priced at or below $297. The median price for this route across the trailing 90 days was $349. Prices above $441 are generally in the higher range for this route. By comparing prices to these historical benchmarks, travelers can better assess the value of a flight.

Historically, February and March have been the cheapest months to fly from Little Rock to Chicago, both with a median price of $254. July also offered a relatively low median price of $279. The annual median price for this route is $349, suggesting that these months offer significant savings. Travelers looking for the most economical options should consider these periods.

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