$145+ Cheap flights from Little Rock (LIT) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
LIT — CHI
Jun 4 — Jun 111
Round-trip
1 adult, Economy
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Find cheap flights from Little Rock to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Little Rock to Chicago are usually found in January or September, booked 43 days in advance, depart on a Friday or Thursday and return on a Thursday
Cheap flight deals from Little Rock to Chicago
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Cheapest flights from Little Rock to ChicagoExplore the most affordable flight options available from Little Rock to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 5, 2026.
Explore the most affordable flight options available from Little Rock to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 5, 2026.
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:20 am
LIT
- ORD
Nonstop2h 12m
United Airlines
Fri 7/312:54 pm
ORD
- LIT
Nonstop2h 01m
United Airlines
Deal found 4/30![United Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:34 pm
LIT
- ORD
Nonstop2h 06m
American Airlines
Sun 5/316:00 am
ORD
- LIT
1 stop5h 04m
American Airlines
Deal found 5/4![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:34 am
LIT
- ORD
1 stop24h 47m
Multiple Airlines
Sat 7/44:59 pm
ORD
- LIT
1 stop14h 45m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/298:05 am
LIT
- ORD
2 stops35h 45m
Multiple Airlines
Sat 7/44:59 pm
ORD
- LIT
1 stop14h 45m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:41 pm
LIT
- MDW
1 stop4h 36m
Delta
Fri 7/311:05 am
MDW
- LIT
1 stop5h 31m
Delta
Deal found 4/30![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:58 am
LIT
- ORD
1 stop5h 06m
Delta
Fri 7/36:22 pm
ORD
- LIT
1 stop4h 56m
Delta
Deal found 4/30![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:10 am
LIT
- MDW
2 stops5h 25m
Southwest
Sat 7/47:35 am
MDW
- LIT
1 stop5h 50m
Southwest
Deal found 5/3![Southwest logo]()
$294
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:20 am
LIT
- ORD
Nonstop2h 15m
United Airlines
Sun 7/269:30 pm
ORD
- LIT
Nonstop2h 07m
United Airlines
Deal found 5/3![United Airlines logo]()
$294
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:50 pm
LIT
- MDW
2 stops6h 05m
Southwest
Tue 6/21:55 pm
MDW
- LIT
2 stops8h 00m
Southwest
Deal found 5/4![Southwest logo]()
$299
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:54 pm
LIT
- ORD
1 stop5h 48m
American Airlines
Tue 5/268:06 am
ORD
- LIT
Nonstop2h 10m
American Airlines
Deal found 5/4![American Airlines logo]()
$299
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:05 pm
LIT
- MDW
2 stops7h 05m
Southwest
Tue 6/93:10 pm
MDW
- LIT
1 stop7h 40m
Southwest
Deal found 5/3![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:25 pm
LIT
- MDW
1 stop4h 40m
Southwest
Tue 5/265:30 am
MDW
- LIT
1 stop6h 40m
Southwest
Deal found 4/30![Southwest logo]()
$304
Best flights from Little Rock to ChicagoDiscover carefully curated flight deals from Little Rock to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 5, 2026.
Discover carefully curated flight deals from Little Rock to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 5, 2026.
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:30 am
LIT
- ORD
Nonstop2h 12m
United Airlines
Wed 8/198:40 am
ORD
- LIT
Nonstop2h 02m
United Airlines
Deal found 5/3![United Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:00 pm
LIT
- MDW
1 stop4h 00m
Southwest
Sat 7/46:45 am
MDW
- LIT
1 stop5h 40m
Southwest
Deal found 5/3![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:25 am
LIT
- MDW
1 stop6h 31m
Delta
Sun 5/3110:59 am
MDW
- LIT
1 stop5h 20m
Delta
Deal found 5/5![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/211:59 am
LIT
- MDW
1 stop4h 13m
Delta
Tue 6/96:00 am
MDW
- LIT
1 stop5h 07m
Delta
Deal found 5/3![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/154:40 pm
LIT
- MDW
1 stop5h 15m
Southwest
Fri 6/196:40 pm
MDW
- LIT
1 stop5h 10m
Southwest
Deal found 5/3![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/304:05 pm
LIT
- MDW
1 stop6h 12m
Delta
Tue 7/711:05 am
MDW
- LIT
1 stop6h 50m
Delta
Deal found 5/3![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:10 am
LIT
- MDW
2 stops5h 25m
Southwest
Sat 7/47:35 am
MDW
- LIT
1 stop5h 50m
Southwest
Deal found 5/3![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:04 pm
LIT
- ORD
1 stop4h 46m
Delta
Mon 10/261:15 pm
ORD
- LIT
1 stop4h 40m
Delta
Deal found 5/3![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:10 am
LIT
- MDW
2 stops5h 25m
Southwest
Tue 7/75:20 pm
MDW
- LIT
1 stop5h 30m
Southwest
Deal found 5/2![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:25 am
LIT
- ORD
1 stop7h 11m
Delta
Tue 7/711:20 am
ORD
- LIT
1 stop6h 35m
Delta
Deal found 5/3![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:30 am
LIT
- MDW
2 stops6h 40m
Southwest
Thu 6/255:00 am
MDW
- LIT
1 stop5h 45m
Southwest
Deal found 5/2![Southwest logo]()
$309
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/233:36 pm
LIT
- ORD
1 stop6h 15m
United Airlines
Thu 6/255:30 am
ORD
- LIT
1 stop5h 43m
United Airlines
Deal found 5/2![United Airlines logo]()
$463
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:05 pm
LIT
- MDW
2 stops7h 05m
Southwest
Sun 5/317:00 pm
MDW
- LIT
1 stop4h 50m
Southwest
Deal found 5/2![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/83:59 pm
LIT
- MDW
1 stop6h 16m
Delta
Mon 8/105:25 pm
MDW
- LIT
1 stop6h 07m
Delta
Deal found 4/30![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
LIT
- ORD
1 stop9h 30m
Southwest
Tue 6/211:55 am
ORD
- LIT
1 stop5h 10m
Southwest
Deal found 5/4![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/179:50 am
LIT
- MDW
2 stops7h 05m
Southwest
Wed 8/191:40 pm
MDW
- LIT
2 stops6h 50m
Southwest
Deal found 5/5![Southwest logo]()
$338
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/189:40 am
LIT
- ORD
1 stop5h 50m
Southwest
Fri 5/222:40 pm
ORD
- LIT
1 stop8h 55m
Southwest
Deal found 5/4![Southwest logo]()
$429
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:00 am
LIT
- ORD
2 stops7h 15m
Southwest
Sun 5/311:35 pm
ORD
- LIT
2 stops10h 15m
Southwest
Deal found 5/2![Southwest logo]()
$453
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:00 am
LIT
- ORD
2 stops9h 00m
Southwest
Sat 5/2312:15 pm
ORD
- LIT
2 stops10h 05m
Southwest
Deal found 5/1![Southwest logo]()
$460
Last-minute flights from Little Rock to ChicagoDiscover last-minute flight deals from Little Rock to Chicago. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Little Rock to Chicago. Data last updated May 5, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/147:19 am
LIT
- ORD
Nonstop2h 11m
American Airlines
Sun 5/177:05 pm
ORD
- LIT
Nonstop2h 06m
American Airlines
Deal found 4/30![American Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:30 pm
LIT
- ORD
1 stop5h 24m
American Airlines
Sun 5/177:05 pm
ORD
- LIT
Nonstop2h 06m
American Airlines
Deal found 5/1![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:40 pm
LIT
- ORD
Nonstop2h 00m
United Airlines
Thu 5/213:35 pm
ORD
- LIT
Nonstop2h 03m
United Airlines
Deal found 5/1![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/164:25 pm
LIT
- MDW
1 stop4h 40m
Southwest
Wed 5/204:50 pm
MDW
- LIT
1 stop5h 45m
Southwest
Deal found 5/1![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:25 pm
LIT
- MDW
1 stop4h 40m
Southwest
Tue 5/265:30 am
MDW
- LIT
1 stop6h 40m
Southwest
Deal found 4/30![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:40 pm
LIT
- MDW
1 stop4h 05m
Southwest
Sun 5/317:00 pm
MDW
- LIT
1 stop4h 50m
Southwest
Deal found 5/2![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:50 pm
LIT
- MDW
2 stops6h 05m
Southwest
Tue 6/21:55 pm
MDW
- LIT
2 stops8h 00m
Southwest
Deal found 5/4![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:05 pm
LIT
- MDW
2 stops7h 05m
Southwest
Tue 6/93:10 pm
MDW
- LIT
1 stop7h 40m
Southwest
Deal found 5/3![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/117:05 pm
LIT
- MDW
1 stop5h 55m
Southwest
Thu 6/255:00 am
MDW
- LIT
1 stop5h 45m
Southwest
Deal found 5/2![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:40 am
LIT
- MDW
2 stops8h 05m
Southwest
Fri 6/1910:35 am
MDW
- LIT
2 stops12h 30m
Southwest
Deal found 5/3![Southwest logo]()
$305
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:41 pm
LIT
- MDW
1 stop4h 36m
Delta
Fri 7/311:05 am
MDW
- LIT
1 stop5h 31m
Delta
Deal found 4/30![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:10 am
LIT
- MDW
2 stops5h 25m
Southwest
Sat 7/47:35 am
MDW
- LIT
1 stop5h 50m
Southwest
Deal found 5/3![Southwest logo]()
$294
One-way flights from Little Rock to ChicagoSearch for one-way flight options from Little Rock to Chicago. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
Search for one-way flight options from Little Rock to Chicago. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:30 am
LIT
- MDW
1 stop4h 00m
Southwest
Deal found 5/4![Southwest logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:46 pm
LIT
- ORD
1 stop24h 46m
Frontier
Deal found 5/4![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:46 pm
LIT
- ORD
1 stop24h 46m
Frontier
Deal found 5/3![Frontier logo]()
$146
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:15 am
LIT
- MDW
2 stops9h 55m
Southwest
Deal found 5/2![Southwest logo]()
$156
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:25 pm
LIT
- MDW
1 stop4h 40m
Southwest
Deal found 5/1![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:30 am
LIT
- MDW
2 stops5h 15m
Southwest
Deal found 5/4![Southwest logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:46 pm
LIT
- ORD
2 stops23h 55m
Frontier
Deal found 4/30![Frontier logo]()
$166
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:00 am
LIT
- MDW
1 stop8h 25m
Southwest
Deal found 4/30![Southwest logo]()
$170
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:34 pm
LIT
- ORD
Nonstop2h 06m
American Airlines
Deal found 5/2![American Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/28:34 am
LIT
- ORD
1 stop24h 37m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/257:46 pm
LIT
- ORD
1 stop24h 57m
Frontier
Deal found 4/30![Frontier logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/288:39 am
LIT
- MDW
2 stops33h 09m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$187
Find flight deals from Little Rock to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Little Rock (LIT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (United Airlines) |
One-way from | $145 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $293 |
Good round-trip deal | $398 or less |
Good one-way deal | $283 or less |
Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated May 5, 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
Cheapest round-trip
Quickest round-trip
Little RockChicago
LIT - ORD
LITORD
Little Rock
Wed 6/17
7:30 am-9:42 am
Nonstop2h 12m
Chicago O'Hare Intl
Wed 8/19
8:40 am-10:42 am
Nonstop2h 02m
$269
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Wed 7/1
6:00 pm-10:00 pm
1 stop4h 00m
Chicago Midway
Sat 7/4
6:45 am-12:25 pm
1 stop5h 40m
$289
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Thu 5/28
5:25 am-11:56 am
1 stop6h 31m
Chicago Midway
Sun 5/31
10:59 am-4:19 pm
1 stop5h 20m
$289
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Tue 6/2
11:59 am-4:12 pm
1 stop4h 13m
Chicago Midway
Tue 6/9
6:00 am-11:07 am
1 stop5h 07m
$289
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Mon 6/15
4:40 pm-9:55 pm
1 stop5h 15m
Chicago Midway
Fri 6/19
6:40 pm-11:50 pm
1 stop5h 10m
$289
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Tue 6/30
4:05 pm-10:17 pm
1 stop6h 12m
Chicago Midway
Tue 7/7
11:05 am-5:55 pm
1 stop6h 50m
$289
Little RockChicago
LIT - ORD
LITORD
Little Rock
Fri 10/23
7:04 pm-11:50 pm
1 stop4h 46m
Chicago O'Hare Intl
Mon 10/26
1:15 pm-5:55 pm
1 stop4h 40m
$289
Little RockChicago
LIT - ORD
LITORD
Little Rock
Tue 6/30
5:25 am-12:36 pm
1 stop7h 11m
Chicago O'Hare Intl
Tue 7/7
11:20 am-5:55 pm
1 stop6h 35m
$289
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Tue 6/30
8:10 am-1:35 pm
2 stops5h 25m
Chicago Midway
Sat 7/4
7:35 am-1:25 pm
1 stop5h 50m
$294
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Tue 6/30
8:10 am-1:35 pm
2 stops5h 25m
Chicago Midway
Tue 7/7
5:20 pm-10:50 pm
1 stop5h 30m
$294
Showing 1-10 of 40 resultsSorted by cheapest first
Compare providers for flights from Little Rock to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Little Rock to Chicago in May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Little Rock-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Little Rock-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Little Rock-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Little Rock-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Little Rock-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Little Rock to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Little Rock with our price prediction graph.
LIT-CHI
LIT-MDW
LIT-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Little Rock to Chicago
LIT-CHI
LIT-MDW
LIT-ORD
How far ahead should I book a flight from Little Rock to Chicago?
The price you pay for your flight from Little Rock to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Little Rock to Chicago?
Currently, October is the cheapest month in which you can book a flight from Little Rock to Chicago (average of $114). Flying from Little Rock to Chicago in January is currently the most expensive (average of $209). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from LIT to CHI?
Find hourly flight availability from Little Rock to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 5, 2026.
A simple way to save on the total cost of your ticket is to fly from Little Rock to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 56% on your trip compared to booking a flight at noon.
What is the cheapest day to fly from Little Rock to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Little Rock to Chicago. Price data was last updated on May 2, 2026.
Travelers seeking maximum savings on their Little Rock to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Little Rock to Chicago
Explore weekly flight availability from Little Rock to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 5, 2026.
The most flights from LIT to CHI are scheduled on a Sunday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (17 on average).
How much does it cost to fly round-trip from Little Rock to Chicago?
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 5, 2026.
Read through reviews of airlines operating flights from Little Rock to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Little Rock to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Chicago
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Little Rock and Chicago flights
Browse other Little Rock and Chicago flight options. Last updated on May 5, 2026.
Other flights from Little Rock
Browse through other flights departing from Little Rock. Flights are based on user searches made on Cheapflights and were last updated on May 5, 2026.
Popular flight searches
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Top 3 airlines flying from Little Rock to Chicago
Discover the top 3 airlines that operate flights from Little Rock to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$328 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$293 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$259 | Average$383 | FlexibilityNo cancel fee | On-time63% |