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Cheap flights Little Rock — Chicago

from $261 891 km ~1h 33m 4 flights found 2 airlines cheapest on Friday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $261 on 14.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 2 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
14 Nov 2026, Sat
Southwest Airlines WN 175
01:20
LIT Bill and Hillary Clinton National Airport
04:05
MDW Chicago Midway International Airport
2h 45m 1 stop
View this ticket
14 Nov 2026, Sat
Southwest Airlines WN 2629
17:05
LIT Bill and Hillary Clinton National Airport
21:15
MDW Chicago Midway International Airport
4h 10m 2 stops
View this ticket
15 Nov 2026, Sun
Allegiant Air G4 2912
23:32
LIT Bill and Hillary Clinton National Airport
04:55
MDW Chicago Midway International Airport
5h 23m 2 stops
View this ticket
Route characteristics
Distance
891 km
Flight time
1h 33m
Time difference
+0h
Minimum price
from $261 (14.11.2026)
Average price
$294
Maximum price
$327
Cheapest day
Friday
Departure airports (1)
LIT Bill and Hillary Clinton National Airport
Arrival airports (1)
MDW Chicago Midway International Airport
Airlines (2)
WN Southwest Airlines G4 Allegiant Air
Agencies (2)
City.Travel Kiwi.com
Prices by day of week
Airlines — cheapest prices 2
Southwest Airlines
Southwest Airlines
Low-cost 3 flights · 2 days
$261
Allegiant Air
Allegiant Air
Low-cost 1 flights · 1 days
$327
Where to buy tickets 2
City.Travel
3 tickets · 2 days
from $261
Kiwi.com
1 tickets · 1 days
from $327
Airports

From — Little Rock (1)

  • LIT Bill and Hillary Clinton National Airport

To — Chicago (1)

  • MDW Chicago Midway International Airport
Other destinations from Little Rock
Frequently asked questions about the route Little Rock — Chicago
How long is the flight from Little Rock to Chicago?
Approximate flight time — 1h 33m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Little Rock to Chicago?
The straight-line distance — 891 km.
How much do flights from Little Rock to Chicago cost?
The minimum price over 3 months — from $261 on 14.11.2026.
What is the average ticket price?
The average price — $294. Range: $261 — $327.
What is the time difference between Little Rock and Chicago?
The difference — +0h.
From which airports does Little Rock operate flights?
From Little Rock: LIT (Bill and Hillary Clinton National Airport).
To which airports in Chicago do flights arrive?
To Chicago: MDW (Chicago Midway International Airport).
Which airlines fly this route?
This route is served by 2 airlines: Southwest Airlines, Allegiant Air.
Which day of the week is cheapest?
The cheapest day of the week — Friday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Little Rock — Chicago

Flights Little Rock — Chicago is a popular route. The straight-line distance is 891 km. Flight time 1h 33m. Time difference +0h.

From Little Rock (LIT) flights depart from 1 airport: LIT. To Chicago (MDW) — 1 arrival airport: MDW.

2 airlines operate on this route: Southwest Airlines, Allegiant Air.

The minimum price for the next 3 months — from $261 (14.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $294, ranging from $261 to $327. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Friday.

Other destinations in United States from Little Rock