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Cheap flights New Orleans — Chicago

from $132 1 344 km ~2h 5m 12 flights found 2 airlines cheapest on Wednesday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $132 on 25.12.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 15 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
25 Dec 2026, Fri
Frontier Airlines F9 3554
05:18
MSY Louis Armstrong New Orleans International Airport
10:11
MDW Chicago Midway International Airport
4h 53m 1 stop
View this ticket
15 Nov 2026, Sun
Frontier Airlines F9 2052
02:08
MSY Louis Armstrong New Orleans International Airport
05:59
MDW Chicago Midway International Airport
3h 51m 1 stop
View this ticket
13 Dec 2026, Sun
Frontier Airlines F9 3554
03:05
MSY Louis Armstrong New Orleans International Airport
07:57
MDW Chicago Midway International Airport
4h 52m 1 stop
View this ticket
12 Dec 2026, Sat
Southwest Airlines WN 588
15:45
MSY Louis Armstrong New Orleans International Airport
18:05
MDW Chicago Midway International Airport
2h 20m Direct
View this ticket
24 Dec 2026, Thu
Southwest Airlines WN 2112
15:10
MSY Louis Armstrong New Orleans International Airport
17:35
MDW Chicago Midway International Airport
2h 25m Direct
View this ticket
Route characteristics
Distance
1 344 km
Flight time
2h 5m
Time difference
+0h
Minimum price
from $132 (25.12.2026)
Average price
$145
Maximum price
$167
Departures per week
1
Cheapest day
Wednesday
Departure airports (1)
MSY Louis Armstrong New Orleans International Airport
Arrival airports (1)
MDW Chicago Midway International Airport
Airlines (2)
F9 Frontier Airlines WN Southwest Airlines
Agencies (2)
Trip.com Farera
Prices by day of week
Price trend by month
Airlines — cheapest prices 2
Frontier Airlines
Frontier Airlines
Low-cost 6 flights · 6 days
$132
Southwest Airlines
Southwest Airlines
Low-cost 6 flights · 5 days
$162
Where to buy tickets 2
Trip.com
4 tickets · 4 days
from $132
Farera
8 tickets · 5 days
from $136
Airports

From — New Orleans (1)

  • MSY Louis Armstrong New Orleans International Airport

To — Chicago (1)

  • MDW Chicago Midway International Airport
Other destinations from New Orleans
Frequently asked questions about the route New Orleans — Chicago
How long is the flight from New Orleans to Chicago?
Approximate flight time — 2h 5m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from New Orleans to Chicago?
The straight-line distance — 1 344 km.
How much do flights from New Orleans to Chicago cost?
The minimum price over 3 months — from $132 on 25.12.2026.
What is the average ticket price?
The average price — $145. Range: $132 — $167.
What is the time difference between New Orleans and Chicago?
The difference — +0h.
From which airports does New Orleans operate flights?
From New Orleans: MSY (Louis Armstrong New Orleans International Airport).
To which airports in Chicago do flights arrive?
To Chicago: MDW (Chicago Midway International Airport).
Which airlines fly this route?
This route is served by 2 airlines: Frontier Airlines, Southwest Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $162. Total direct flights found: 2.
Which day of the week is cheapest?
The cheapest day of the week — Wednesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route New Orleans — Chicago

Flights New Orleans — Chicago is a popular route. The straight-line distance is 1 344 km. Flight time 2h 5m. Time difference +0h.

From New Orleans (MSY) flights depart from 1 airport: MSY. To Chicago (MDW) — 1 arrival airport: MDW.

2 airlines operate on this route: Frontier Airlines, Southwest Airlines.

The minimum price for the next 3 months — from $132 (25.12.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $145, ranging from $132 to $167. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Wednesday.

Other destinations in United States from New Orleans