Chicago

$148+ Cheap flights from Louisiana to Chicago (CHI)

MSY — CHI
Dec 9 — Dec 161
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Cheap flight deals from Louisiana to Chicago

Cheapest flights from Louisiana to Chicago

Wed 11/256:55 pm -
1 stop5h 47m
Fri 11/275:40 am -
1 stop12h 20m
Deal found 11/6$294
Sat 11/216:55 pm -
1 stop5h 48m
Tue 12/13:55 pm -
1 stop16h 43m
Deal found 11/4$295
Tue 12/19:28 am -
1 stop26h 05m
Thu 12/35:02 pm -
1 stop15h 36m
Deal found 11/5$295
Tue 11/175:08 pm -
1 stop6h 39m
Tue 1/195:34 pm -
2 stops38h 28m
Deal found 11/6$296
Thu 11/195:59 pm -
1 stop6h 14m
Sat 12/54:00 pm -
2 stops16h 35m
Deal found 11/5$298
Fri 12/189:40 am -
1 stop6h 53m
Sat 12/195:58 am -
2 stops26h 17m
Deal found 11/4$299
Thu 11/510:45 am -
1 stop13h 36m
Thu 11/265:12 pm -
1 stop24h 48m
Deal found 11/4$300
Tue 11/105:08 pm -
1 stop6h 39m
Sat 11/147:15 am -
1 stop8h 58m
Deal found 11/6$300
Mon 12/286:56 pm -
1 stop10h 53m
Thu 12/313:57 pm -
2 stops15h 58m
Deal found 11/4$301
Fri 12/49:26 am -
1 stop6h 41m
Sun 12/65:02 pm -
1 stop15h 36m
Deal found 11/8$301
Fri 12/1111:18 am -
2 stops10h 11m
Sun 12/1310:29 pm -
2 stops12h 04m
Deal found 11/8$302
Wed 11/114:42 pm -
1 stop7h 05m
Sat 11/147:15 am -
1 stop8h 58m
Deal found 11/7$302

Find flight deals from Louisiana to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$294
(Cheapflightsfares)

One-way from

$148
(Mytrip)

Popular in

June

Cheapest in

January

Average price

$375

Good round-trip deal

$319 or less

Good one-way deal

$201 or less
Provider with most accurate pricing for New Orleans Louis Armstrong-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for New Orleans Louis Armstrong-Chicago (CHI) flights.
From Louisiana to Chicago (CHI)
One-way flight from Louisiana to Chicago (CHI)
Highest demand for flights based on searches. 12% potential increase in price ($41 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Louisiana to Chicago (CHI).
Price to beat on a one-way flight from Louisiana to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Louisiana to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Fri 12/11

11:18 am-11:33 am

2 stops24h 15m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$151

New OrleansChicago

MSY New Orleans Louis Armstrong - ORD Chicago O'Hare Intl

MSYORD

New Orleans Louis Armstrong

Wed 12/23

2:20 pm-5:05 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$161
Quickest round-trip

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Wed 12/23

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 - ORD Chicago O'Hare Intl

MSYORD

New Orleans Louis Armstrong

Thu 12/3

2:20 pm-5:00 pm

Nonstop2h 40m

Chicago O'Hare Intl

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

Tue 12/22

6:05 pm-8:20 pm

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

Sun 1/24

7:49 am-10:40 am

Nonstop2h 51m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$176

New OrleansChicago

MSY New Orleans Louis Armstrong - ORD Chicago O'Hare Intl

MSYORD

New Orleans Louis Armstrong

Mon 12/14

7:00 am-9:38 am

Nonstop2h 38m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$176

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Sun 12/20

6:45 am-9:00 am

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$176

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Fri 12/25

2:20 pm-4:35 pm

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$176

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Sun 1/24

5:05 am-7:25 am

Nonstop2h 20m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Louisiana to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Louisiana with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Louisiana to Chicago

What is the cheapest month to book a flight from Louisiana to Chicago?

Currently, January is the cheapest month in which you can book a flight from Louisiana to Chicago (average of $242). Flying from Louisiana to Chicago in June is currently the most expensive (average of $405). 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 LA to CHI?

One of the essential ways to save on airfare from Louisiana to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 36% on airfare.

Weekly flight availability from Louisiana to Chicago

The most flights from USLA to CHI are scheduled on a Sunday (40 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 on average).

How much does it cost to fly round-trip from Louisiana to Chicago?

Airfare is below average for this route at the moment.
Louisiana to Chicago flights typically cost between $310 and $460 in November.
The cheapest round-trip price found within the last 5 days was $294 on Frontier (Nov 25-Nov 27).

How far ahead should I book a flight from Louisiana to Chicago?

Booking 83 days in advance of your planned departure date is, on average, the best time to get cheap flights from Louisiana to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Louisiana to Chicago?

Travelers seeking maximum savings on their Louisiana 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.

Related info for your journey

  • How long is the flight from Louisiana to Chicago?

    A quick flight from Louisiana to Chicago can take about 2h 25m. Southwest provides one of the quickest options available for as low as $321. Louisiana and Chicago are separated by a distance of 827 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Louisiana to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $52. Southwest flights start at $98 while deals on United Airlines start at $98 one-way.

  • What are the most popular routes from Louisiana to Chicago?

  • What are the most reliable airlines from Louisiana to Chicago?

    Consider Finnair (100%), Japan Airlines (96%) or Porter Airlines (94%) when booking your flight. These represent the most reliable airlines when flying from Louisiana to Chicago.

  • What are the cheapest flights from Louisiana to Chicago?

    While on average a flight from Louisiana to Chicago is generally $434, our data shows the cheapest flight currently is $155. When looking at the most popular route, (New Orleans Louis Armstrong - Chicago O'Hare Intl), you can expect to pay $267 for that flight.

  • Can I find deals for flights from Louisiana to Chicago that include hotel bookings?

    Yes. In addition to deals on Louisiana to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Louisiana to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Louisiana to Chicago.

  • Can I find deals for business class flights from Louisiana to Chicago?

    Yes. Cheapflights offers flight deals from Louisiana to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Louisiana to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Louisiana to Chicago (average of $242). Flying from Louisiana to Chicago in June is currently the most expensive (average of $405). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Louisiana to Chicago

Top 5 airlines flying from Louisiana to Chicago

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$88Average$269FlexibilityNo cancel feeOn-time62%
DeltaCheapest$188Average$429FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$196Average$425FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$225Average$389FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$237Average$410FlexibilityNo cancel feeOn-time63%

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