$97+ 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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
LIT — CHI
Aug 8 — Aug 151
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 80 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 July 9, 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 July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/8. 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 8/107:15 am
LIT
- MDW
1 stop3h 45m
Southwest
Mon 8/175:30 am
MDW
- LIT
1 stop4h 45m
Southwest
Deal found 7/8![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 7/8. 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 8/57:05 am
LIT
- MDW
2 stops6h 50m
Southwest
Mon 8/105:55 am
MDW
- LIT
1 stop3h 15m
Southwest
Deal found 7/8![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 7/7. 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 8/317:15 am
LIT
- MDW
1 stop3h 45m
Southwest
Wed 9/25:20 pm
MDW
- LIT
1 stop4h 35m
Southwest
Deal found 7/7![Southwest logo]()
$203
This Southwest deal was found by Cheapflights users on 7/7. 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 8/44:30 pm
LIT
- MDW
2 stops6h 40m
Southwest
Tue 8/112:00 pm
MDW
- LIT
2 stops6h 30m
Southwest
Deal found 7/7![Southwest logo]()
$204
This Southwest deal was found by Cheapflights users on 7/8. 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 8/202:40 pm
LIT
- MDW
2 stops7h 15m
Southwest
Sat 8/226:35 am
MDW
- LIT
2 stops6h 10m
Southwest
Deal found 7/8![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/289:50 am
LIT
- MDW
1 stop5h 55m
Southwest
Mon 8/315:30 am
MDW
- LIT
1 stop4h 45m
Southwest
Deal found 7/8![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 7/7. 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 9/224:30 pm
LIT
- MDW
2 stops6h 40m
Southwest
Thu 9/243:10 pm
MDW
- LIT
2 stops6h 55m
Southwest
Deal found 7/7![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/73:45 pm
LIT
- MDW
1 stop6h 15m
Southwest
Tue 8/116:00 am
MDW
- LIT
1 stop5h 10m
Southwest
Deal found 7/8![Southwest logo]()
$229
This Booking.com deal was found by Cheapflights users on 7/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Mon 8/109:57 pm
ORD
- LIT
1 stop21h 04m
Frontier
Deal found 7/5![Frontier logo]()
$252
This Booking.com deal was found by Cheapflights users on 7/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Mon 7/139:57 pm
ORD
- LIT
1 stop21h 04m
Frontier
Deal found 7/6![Frontier logo]()
$267
This American Airlines deal was found by Cheapflights users on 7/8. 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 10/237:01 am
LIT
- ORD
Nonstop2h 09m
American Airlines
Sun 10/258:37 pm
ORD
- LIT
Nonstop2h 05m
American Airlines
Deal found 7/8![American Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 7/8. 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 7/307:35 pm
LIT
- ORD
Nonstop2h 10m
American Airlines
Mon 8/37:59 pm
ORD
- LIT
Nonstop2h 00m
American Airlines
Deal found 7/8![American Airlines logo]()
$270
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 July 9, 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 July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/7. 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 8/42:55 pm
LIT
- MDW
1 stop5h 15m
Southwest
Tue 8/115:20 pm
MDW
- LIT
1 stop4h 35m
Southwest
Deal found 7/7![Southwest logo]()
$194
This United Airlines deal was found by Cheapflights users on 7/8. 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 8/282:33 pm
LIT
- ORD
Nonstop2h 09m
United Airlines
Sun 8/308:40 am
ORD
- LIT
Nonstop2h 02m
United Airlines
Deal found 7/8![United Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Wed 8/57:00 am
LIT
- ORD
Nonstop2h 10m
American Airlines
Sun 8/95:00 am
ORD
- LIT
1 stop6h 23m
American Airlines
Deal found 7/8![American Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 7/6. 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 10/235:45 am
LIT
- MDW
1 stop6h 20m
Delta
Sun 10/256:00 am
MDW
- LIT
1 stop6h 50m
Delta
Deal found 7/6![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/7. 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 8/319:50 am
LIT
- MDW
2 stops8h 25m
Southwest
Wed 9/26:40 am
MDW
- LIT
1 stop7h 35m
Southwest
Deal found 7/7![Southwest logo]()
$208
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/289:50 am
LIT
- MDW
1 stop5h 55m
Southwest
Mon 8/315:30 am
MDW
- LIT
1 stop4h 45m
Southwest
Deal found 7/8![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 7/7. 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 10/231:35 pm
LIT
- ORD
1 stop5h 24m
Delta
Mon 10/265:30 am
ORD
- LIT
1 stop5h 12m
Delta
Deal found 7/7![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/8. 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 8/65:25 pm
LIT
- MDW
1 stop5h 55m
Southwest
Sun 8/96:10 am
MDW
- LIT
1 stop4h 40m
Southwest
Deal found 7/8![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/21:35 pm
LIT
- ORD
1 stop7h 35m
Delta
Mon 12/75:30 am
ORD
- LIT
1 stop5h 12m
Delta
Deal found 7/4![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/8. 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 8/57:05 am
LIT
- MDW
2 stops6h 50m
Southwest
Sun 8/96:10 am
MDW
- LIT
1 stop4h 40m
Southwest
Deal found 7/8![Southwest logo]()
$262
This United Airlines deal was found by Cheapflights users on 7/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:30 am
LIT
- ORD
Nonstop2h 09m
United Airlines
Tue 10/279:26 pm
ORD
- LIT
Nonstop2h 04m
United Airlines
Deal found 7/4![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 7/6. 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.
Wed 8/55:20 pm
LIT
- ORD
1 stop6h 37m
Delta
Wed 8/125:30 am
ORD
- LIT
1 stop7h 21m
Delta
Deal found 7/6![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 7/7. 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 10/237:30 am
LIT
- ORD
1 stop6h 57m
Delta
Sun 10/258:05 am
ORD
- LIT
1 stop4h 45m
Delta
Deal found 7/7![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/283:45 pm
LIT
- MDW
1 stop6h 15m
Southwest
Sun 8/306:10 am
MDW
- LIT
1 stop4h 40m
Southwest
Deal found 7/8![Southwest logo]()
$280
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Mon 7/205:23 pm
LIT
- ORD
1 stop5h 52m
United Airlines
Sun 8/29:30 pm
ORD
- LIT
Nonstop2h 07m
United Airlines
Deal found 7/8![United Airlines logo]()
$374
This Southwest deal was found by Cheapflights users on 7/6. 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 9/224:30 pm
LIT
- MDW
1 stop4h 10m
Southwest
Thu 9/245:55 am
MDW
- LIT
1 stop3h 15m
Southwest
Deal found 7/6![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 7/5. 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.
Fri 9/112:40 pm
LIT
- MDW
1 stop5h 30m
Southwest
Sun 9/136:10 am
MDW
- LIT
1 stop4h 40m
Southwest
Deal found 7/5![Southwest logo]()
$319
This United Airlines deal was found by Cheapflights users on 7/7. 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 9/1511:22 am
LIT
- ORD
Nonstop2h 08m
United Airlines
Fri 9/185:30 am
ORD
- LIT
1 stop5h 42m
United Airlines
Deal found 7/7![United Airlines logo]()
$472
This Delta deal was found by Cheapflights users on 7/7. 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 9/159:33 am
LIT
- ORD
1 stop6h 57m
Delta
Fri 9/185:30 am
ORD
- LIT
1 stop5h 05m
Delta
Deal found 7/7![Delta logo]()
$437
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 9/112:59 pm
LIT
- ORD
1 stop5h 56m
Delta
Mon 9/141:55 pm
ORD
- LIT
2 stops9h 38m
Delta
Deal found 7/5![Delta logo]()
$499
Last-minute flights from Little Rock to ChicagoDiscover last-minute flight deals from Little Rock to Chicago. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Little Rock to Chicago. Data last updated July 9, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 7/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Mon 7/209:57 pm
ORD
- LIT
1 stop21h 04m
Frontier
Deal found 7/5![Frontier logo]()
$272
This American Airlines deal was found by Cheapflights users on 7/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:22 pm
LIT
- ORD
Nonstop2h 05m
American Airlines
Mon 7/207:59 pm
ORD
- LIT
Nonstop2h 00m
American Airlines
Deal found 7/5![American Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 7/6. 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 7/189:59 am
LIT
- ORD
Nonstop2h 03m
American Airlines
Sat 7/257:30 am
ORD
- LIT
Nonstop1h 59m
American Airlines
Deal found 7/6![American Airlines logo]()
$339
This American Airlines deal was found by Cheapflights users on 7/6. 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 7/182:13 pm
LIT
- ORD
Nonstop2h 05m
American Airlines
Mon 7/207:59 pm
ORD
- LIT
Nonstop2h 00m
American Airlines
Deal found 7/6![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 7/7. 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 8/44:30 pm
LIT
- MDW
2 stops6h 40m
Southwest
Tue 8/112:00 pm
MDW
- LIT
2 stops6h 30m
Southwest
Deal found 7/7![Southwest logo]()
$204
This Southwest deal was found by Cheapflights users on 7/8. 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 8/57:05 am
LIT
- MDW
2 stops6h 50m
Southwest
Wed 8/123:10 pm
MDW
- LIT
1 stop5h 20m
Southwest
Deal found 7/8![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/73:45 pm
LIT
- MDW
1 stop6h 15m
Southwest
Tue 8/116:00 am
MDW
- LIT
1 stop5h 10m
Southwest
Deal found 7/8![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 7/8. 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 8/105:25 pm
LIT
- MDW
1 stop5h 55m
Southwest
Tue 8/186:00 am
MDW
- LIT
1 stop5h 10m
Southwest
Deal found 7/8![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 7/8. 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 8/202:40 pm
LIT
- MDW
2 stops7h 15m
Southwest
Sat 8/226:35 am
MDW
- LIT
2 stops6h 10m
Southwest
Deal found 7/8![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/8. 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.
Sun 8/236:35 pm
LIT
- MDW
1 stop5h 15m
Southwest
Tue 8/253:10 pm
MDW
- LIT
1 stop5h 20m
Southwest
Deal found 7/8![Southwest logo]()
$241
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/289:50 am
LIT
- MDW
1 stop5h 55m
Southwest
Mon 8/315:30 am
MDW
- LIT
1 stop4h 45m
Southwest
Deal found 7/8![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 7/7. 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 8/317:15 am
LIT
- MDW
1 stop3h 45m
Southwest
Wed 9/25:20 pm
MDW
- LIT
1 stop4h 35m
Southwest
Deal found 7/7![Southwest logo]()
$203
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 July 9, 2026.
Search for one-way flight options from Little Rock to Chicago. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/8. 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 8/133:45 pm
LIT
- MDW
1 stop8h 00m
Southwest
Deal found 7/8![Southwest logo]()
$97
This Southwest deal was found by Cheapflights users on 7/8. 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 8/57:05 am
LIT
- MDW
2 stops6h 50m
Southwest
Deal found 7/8![Southwest logo]()
$102
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/149:50 am
LIT
- MDW
2 stops7h 05m
Southwest
Deal found 7/8![Southwest logo]()
$126
This Trip.com deal was found by Cheapflights users on 7/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Deal found 7/6![Frontier logo]()
$130
This Booking.com deal was found by Cheapflights users on 7/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Deal found 7/5![Frontier logo]()
$131
This Southwest deal was found by Cheapflights users on 7/8. 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.
Fri 8/75:25 pm
LIT
- MDW
1 stop5h 55m
Southwest
Deal found 7/8![Southwest logo]()
$133
This Trip.com deal was found by Cheapflights users on 7/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Deal found 7/7![Frontier logo]()
$140
This Southwest deal was found by Cheapflights users on 7/6. 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 8/63:45 pm
LIT
- MDW
1 stop8h 00m
Southwest
Deal found 7/6![Southwest logo]()
$145
This Trip.com deal was found by Cheapflights users on 7/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Deal found 7/6![Frontier logo]()
$151
This Southwest deal was found by Cheapflights users on 7/7. 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 7/226:00 pm
LIT
- MDW
1 stop6h 10m
Southwest
Deal found 7/7![Southwest logo]()
$165
This American Airlines deal was found by Cheapflights users on 7/9. 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.
Tue 9/1512:09 pm
LIT
- ORD
Nonstop2h 08m
American Airlines
Deal found 7/9![American Airlines logo]()
$174
This Booking.com deal was found by Cheapflights users on 7/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:46 pm
LIT
- ORD
1 stop25h 06m
Frontier
Deal found 7/5![Frontier logo]()
$183
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 July 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $194 (Southwest) |
One-way from | $97 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $308 |
Good round-trip deal | $368 or less |
Good one-way deal | $273 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 July 9, 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
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Tue 8/4
2:55 pm-8:10 pm
1 stop5h 15m
Chicago Midway
Tue 8/11
5:20 pm-9:55 pm
1 stop4h 35m
$194
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Mon 8/31
9:50 am-6:15 pm
2 stops8h 25m
Chicago Midway
Wed 9/2
6:40 am-2:15 pm
1 stop7h 35m
$208
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Fri 8/28
9:50 am-3:45 pm
1 stop5h 55m
Chicago Midway
Mon 8/31
5:30 am-10:15 am
1 stop4h 45m
$226
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Thu 8/6
5:25 pm-11:20 pm
1 stop5h 55m
Chicago Midway
Sun 8/9
6:10 am-10:50 am
1 stop4h 40m
$256
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Wed 8/5
7:05 am-1:55 pm
2 stops6h 50m
Chicago Midway
Sun 8/9
6:10 am-10:50 am
1 stop4h 40m
$262
Quickest round-trip
Little RockChicago
LIT - ORD
LITORD
Little Rock
Fri 8/28
2:33 pm-4:42 pm
Nonstop2h 09m
Chicago O'Hare Intl
Sun 8/30
8:40 am-10:42 am
Nonstop2h 02m
$269
Little RockChicago
LIT - ORD
LITORD
Little Rock
Wed 8/5
7:00 am-9:10 am
Nonstop2h 10m
Chicago O'Hare Intl
Sun 8/9
5:00 am-11:23 am
1 stop6h 23m
$279
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Fri 8/28
3:45 pm-10:00 pm
1 stop6h 15m
Chicago Midway
Sun 8/30
6:10 am-10:50 am
1 stop4h 40m
$280
Little RockChicago
LIT - MDW
LITMDW
Little Rock
Fri 10/23
5:45 am-12:05 pm
1 stop6h 20m
Chicago Midway
Sun 10/25
6:00 am-12:50 pm
1 stop6h 50m
$289
Little RockChicago
LIT - ORD
LITORD
Little Rock
Fri 10/23
1:35 pm-6:59 pm
1 stop5h 24m
Chicago O'Hare Intl
Mon 10/26
5:30 am-10:42 am
1 stop5h 12m
$289
Showing 1-10 of 36 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 July.
| 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
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 July is currently the most expensive (average of $229). 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 July 9, 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 62% on your trip compared to booking a flight at noon.
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 July 9, 2026.
The most flights from LIT to CHI are scheduled on a Monday (29 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Little Rock to Chicago?
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 84 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 July 4, 2026.
Travelers seeking maximum savings on their Little Rock to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 July 9, 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.
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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
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Lansing
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Valparaiso
Porter
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Other flights to Chicago
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Complete your trip
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Little Rock and Chicago flights
Browse other Little Rock and Chicago flight options. Last updated on July 9, 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 July 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$309 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$306 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$261 | Average$369 | FlexibilityNo cancel fee | On-time63% |