$135+ Cheap flights from New Orleans (MSY) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Nov 9 — Nov 161
Round-trip
1 adult, Economy
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Find cheap flights from New Orleans 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 New Orleans Louis Armstrong to Chicago are usually found in January or February, booked 84 days in advance, depart on a Friday or Thursday and return on a Tuesday
Cheap flight deals from New Orleans to Chicago
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Best
Last-minute
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Cheapest flights from New Orleans to ChicagoExplore the most affordable flight options available from New Orleans to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2026.
Explore the most affordable flight options available from New Orleans to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2026.
This Southwest deal was found by Cheapflights users on 10/6. 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 11/126:00 pm -
Nonstop2h 20m
Fri 11/135:20 pm -
1 stop4h 35m
Deal found 10/6![Southwest logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:04 pm -
1 stop12h 42m
Mon 11/27:50 pm -
2 stops18h 30m
Deal found 10/6![Frontier logo]()
$246
This Cheapflightsfares deal was found by Cheapflights users on 10/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:55 pm -
1 stop5h 48m
Tue 11/245:12 pm -
1 stop24h 48m
Deal found 10/10![Frontier logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:05 pm -
1 stop6h 38m
Sat 10/246:21 am -
1 stop11h 01m
Deal found 10/7![Frontier logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:04 pm -
1 stop10h 27m
Mon 10/268:36 am -
1 stop5h 43m
Deal found 10/5![Frontier logo]()
$248
This Southwest deal was found by Cheapflights users on 10/6. 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 11/247:15 pm -
1 stop3h 45m
Sat 11/285:00 am -
Nonstop2h 25m
Deal found 10/6![Southwest logo]()
$248
This American Airlines deal was found by Cheapflights users on 10/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:14 am -
Nonstop2h 46m
Wed 11/43:52 pm -
1 stop7h 05m
Deal found 10/7![American Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 10/6. 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.
Fri 11/66:10 pm -
1 stop6h 00m
Fri 11/139:20 pm -
Nonstop2h 30m
Deal found 10/6![Southwest logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:15 pm -
2 stops53h 28m
Fri 11/275:40 am -
1 stop12h 20m
Deal found 10/8![Frontier logo]()
$250
This Frontier deal was found by Cheapflights users on 10/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:42 pm -
1 stop7h 05m
Sat 11/146:42 pm -
2 stops21h 31m
Deal found 10/9![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:05 pm -
1 stop11h 41m
Wed 11/47:35 pm -
2 stops50h 34m
Deal found 10/7![Multiple Airlines logo]()
$251
This Orbitz deal was found by Cheapflights users on 10/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:17 pm -
1 stop16h 34m
Thu 10/295:15 pm -
1 stop24h 24m
Deal found 10/8![Frontier logo]()
$252
Best flights from New Orleans to ChicagoDiscover carefully curated flight deals from New Orleans to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
Discover carefully curated flight deals from New Orleans to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
This Southwest deal was found by Cheapflights users on 10/6. 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 11/126:00 pm -
Nonstop2h 20m
Fri 11/135:20 pm -
1 stop4h 35m
Deal found 10/6![Southwest logo]()
$244
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:00 am -
1 stop5h 11m
Mon 11/236:59 am -
Nonstop2h 29m
Deal found 10/6![United Airlines logo]()
$249
This Southwest deal was found by Cheapflights users on 10/6. 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 11/247:15 pm -
1 stop3h 45m
Sat 11/285:00 am -
Nonstop2h 25m
Deal found 10/6![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 10/5. 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.
Tue 1/52:55 pm -
1 stop4h 55m
Fri 1/810:00 am -
2 stops6h 00m
Deal found 10/5![Southwest logo]()
$249
This United Airlines deal was found by Cheapflights users on 10/8. 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 11/137:00 am -
Nonstop2h 38m
Sun 11/1510:43 am -
Nonstop2h 36m
Deal found 10/8![United Airlines logo]()
$280
This Southwest deal was found by Cheapflights users on 10/7. 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.
Thu 11/126:00 pm -
Nonstop2h 20m
Sun 11/157:20 am -
1 stop4h 30m
Deal found 10/7![Southwest logo]()
$260
This United Airlines deal was found by Cheapflights users on 10/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:12 pm -
1 stop5h 43m
Mon 11/306:59 am -
Nonstop2h 29m
Deal found 10/9![United Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 10/8. 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 12/236:45 am -
Nonstop2h 15m
Sun 12/2710:25 pm -
Nonstop2h 15m
Deal found 10/8![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 10/7. 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.
Fri 1/224:40 pm -
Nonstop2h 20m
Sun 1/248:00 pm -
Nonstop2h 25m
Deal found 10/7![Southwest logo]()
$280
This Southwest deal was found by Cheapflights users on 10/8. 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 10/217:15 am -
Nonstop2h 20m
Tue 10/278:35 pm -
Nonstop2h 20m
Deal found 10/8![Southwest logo]()
$294
This United Airlines deal was found by Cheapflights users on 10/10. 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 10/1310:31 am -
Nonstop2h 44m
Wed 10/148:12 pm -
Nonstop2h 33m
Deal found 10/10![United Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 10/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:50 pm -
Nonstop2h 20m
Mon 11/3010:25 pm -
Nonstop2h 20m
Deal found 10/9![Southwest logo]()
$306
This United Airlines deal was found by Cheapflights users on 10/8. 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 11/207:00 am -
Nonstop2h 38m
Mon 11/236:59 am -
Nonstop2h 29m
Deal found 10/8![United Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 10/10. 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 11/146:45 am -
Nonstop2h 20m
Sun 11/157:55 am -
Nonstop2h 20m
Deal found 10/10![Southwest logo]()
$306
This United Airlines deal was found by Cheapflights users on 10/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:00 am -
1 stop5h 29m
Tue 10/279:20 pm -
Nonstop2h 32m
Deal found 10/9![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/7. 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 10/207:00 am -
1 stop5h 25m
Tue 10/205:53 pm -
1 stop5h 06m
Deal found 10/7![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 10/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:16 pm -
1 stop7h 26m
Wed 10/218:12 pm -
Nonstop2h 33m
Deal found 10/9![United Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 10/8. 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.
Sun 10/257:00 am -
Nonstop2h 38m
Tue 10/277:00 am -
Nonstop2h 26m
Deal found 10/8![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 10/8. 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 10/235:15 am -
1 stop6h 01m
Sun 10/257:00 am -
Nonstop2h 29m
Deal found 10/8![United Airlines logo]()
$491
Last-minute flights from New Orleans to ChicagoDiscover last-minute flight deals from New Orleans to Chicago. Data last updated October 10, 2026 and is based on user searches.
Discover last-minute flight deals from New Orleans to Chicago. Data last updated October 10, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:05 pm -
1 stop10h 46m
Tue 10/136:00 am -
1 stop10h 10m
Deal found 10/5![Frontier logo]()
$249
This CheapOair deal was found by Cheapflights users on 10/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:17 pm -
1 stop16h 34m
Thu 10/156:58 pm -
1 stop25h 12m
Deal found 10/5![Frontier logo]()
$248
This Orbitz deal was found by Cheapflights users on 10/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:17 pm -
1 stop16h 34m
Thu 10/295:15 pm -
1 stop24h 24m
Deal found 10/8![Frontier logo]()
$252
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:05 pm -
1 stop6h 38m
Sat 10/246:21 am -
1 stop11h 01m
Deal found 10/7![Frontier logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:37 am -
1 stop13h 47m
Mon 10/268:11 pm -
1 stop18h 09m
Deal found 10/5![Frontier logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:05 pm -
1 stop11h 41m
Wed 11/47:35 pm -
2 stops50h 34m
Deal found 10/7![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:04 pm -
1 stop12h 42m
Mon 11/27:50 pm -
2 stops18h 30m
Deal found 10/6![Frontier logo]()
$246
This Southwest deal was found by Cheapflights users on 10/6. 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.
Fri 11/66:10 pm -
1 stop6h 00m
Fri 11/139:20 pm -
Nonstop2h 30m
Deal found 10/6![Southwest logo]()
$249
This Frontier deal was found by Cheapflights users on 10/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:42 pm -
1 stop7h 05m
Sat 11/146:42 pm -
2 stops21h 31m
Deal found 10/9![Frontier logo]()
$250
This Southwest deal was found by Cheapflights users on 10/6. 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 11/126:00 pm -
Nonstop2h 20m
Fri 11/135:20 pm -
1 stop4h 35m
Deal found 10/6![Southwest logo]()
$244
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:00 pm -
1 stop9h 10m
Mon 11/235:40 am -
1 stop12h 20m
Deal found 10/5![Frontier logo]()
$240
This Southwest deal was found by Cheapflights users on 10/6. 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 11/247:15 pm -
1 stop3h 45m
Sat 11/285:00 am -
Nonstop2h 25m
Deal found 10/6![Southwest logo]()
$248
One-way flights from New Orleans to ChicagoSearch for one-way flight options from New Orleans to Chicago. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
Search for one-way flight options from New Orleans to Chicago. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:57 pm -
2 stops26h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:57 pm -
2 stops26h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$136
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:59 pm -
2 stops21h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/47:11 pm -
1 stop28h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:08 pm -
2 stops18h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:57 pm -
2 stops21h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:05 pm -
1 stop18h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1011:18 am -
2 stops33h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:15 pm -
1 stop12h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/710:48 am -
2 stops12h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Frontier logo]()
$141
This Super.com deal was found by Cheapflights users on 10/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:04 pm -
1 stop12h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:07 pm -
2 stops26h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$142
Find flight deals from New Orleans to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from New Orleans (MSY) 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 October 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $240 (Cheapflightsfares) |
One-way from | $135 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $282 |
Good round-trip deal | $301 or less |
Good one-way deal | $214 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from New Orleans 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 7,457,451 searches. Data last updated October 10, 2026.
Use the filters below to find and compare flights from New Orleans to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Fri 12/11
10:45 am-5:45 pm
2 stops7h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
New OrleansChicago
MSY New Orleans Louis Armstrong - ORD Chicago O'Hare Intl
MSYORD
New Orleans Louis Armstrong
Wed 12/2
10:30 am-1:08 pm
Nonstop2h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$143
New OrleansChicago
MSY New Orleans Louis Armstrong - ORD Chicago O'Hare Intl
MSYORD
New Orleans Louis Armstrong
Mon 11/9
8:57 pm-6:30 pm
2 stops21h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$147
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Wed 4/7
5:30 am-9:52 am
1 stop4h 22m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$156
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Tue 2/9
4:25 pm-8:10 pm
1 stop3h 45m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$156
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Tue 4/6
7:35 am-12:25 pm
1 stop4h 50m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$156
Quickest round-trip
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Sun 12/27
6:45 am-9:00 am
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Sun 1/24
5:05 am-7:20 am
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
New OrleansChicago
MSY New Orleans Louis Armstrong - ORD Chicago O'Hare Intl
MSYORD
New Orleans Louis Armstrong
Mon 11/23
7:00 am-9:38 am
Nonstop2h 38m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$166
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Thu 4/8
11:18 am-6:37 pm
1 stop7h 19m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$171
Showing 1-10 of 40 resultsSorted by cheapest first
Compare providers for flights from New Orleans 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 New Orleans to Chicago in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on New Orleans-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Orleans-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Orleans-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New Orleans-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 New Orleans-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 New Orleans to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from New Orleans with our price prediction graph.
MSY-CHI
MSY-MDW
MSY-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 New Orleans to Chicago
MSY-CHI
MSY-MDW
MSY-ORD
What is the cheapest month to book a flight from New Orleans to Chicago?
Currently, January is the cheapest month in which you can book a flight from New Orleans to Chicago (average of $203). Flying from New Orleans to Chicago in June is currently the most expensive (average of $399). 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 MSY to CHI?
Find hourly flight availability from New Orleans 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 October 10, 2026.
When flying from New Orleans to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 40% versus a flight in the afternoon.
Weekly flight availability from New Orleans to Chicago
Explore weekly flight availability from New Orleans 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 October 10, 2026.
The most flights from MSY to CHI are scheduled on a Monday (37 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).
How much does it cost to fly round-trip from New Orleans to Chicago?
Airfare is typical for this route at the moment.
New Orleans to Chicago flights typically cost between $227 and $358 in November.The cheapest round-trip price found within the last 5 days was $244 on Southwest (Nov 12-Nov 13).
What’s the top layover airport for flights from New Orleans to Chicago?
Share of 1-stop round-trip flights from New Orleans to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.
Dallas (DFW) – chosen by Cheapflights users on 50% of 1-stop itineraries from New Orleans to Chicago on Cheapflights.
What’s the cheapest layover airport for flights from New Orleans to Chicago?
Average round-trip fare for 1-stop flights from New Orleans to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Dallas (DFW) is the most affordable 1-stop option, with an average round-trip price of $202.
What’s the fastest layover option from New Orleans to Chicago?
Shortest average travel time for 1-stop one-way flights from New Orleans to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 5h 01m.
Which airport typically offers the quickest layover for flights from New Orleans to Chicago?
Average layover duration for 1-stop one-way flights from New Orleans to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 1h 19m.
How far ahead should I book a flight from New Orleans to Chicago?
The price you pay for your flight from New Orleans to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 83 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 New Orleans to Chicago?
Use this chart to determine the cheapest time to fly round-trip from New Orleans to Chicago. Price data was last updated on October 3, 2026.
Travelers seeking maximum savings on their New Orleans to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for New Orleans to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your New Orleans to Chicago trip
Our travel experts
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 October 10, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from New Orleans to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.4
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.4
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.4
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.4
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Entertainment
7.4
Food
7.0
Overall
7.9
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from New Orleans 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
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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New Orleans and Chicago flights
Browse other New Orleans and Chicago flight options. Last updated on October 10, 2026.
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Browse through other flights departing from New Orleans. Flights are based on user searches made on Cheapflights and were last updated on October 10, 2026.
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Top 5 airlines flying from New Orleans to Chicago
Discover the top 5 airlines that operate flights from New Orleans 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 7,457,451 searches. Data last updated October 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$268 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$180 | Average$370 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$188 | Average$196 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$364 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$208 | Average$401 | FlexibilityNo cancel fee | On-time63% |