Cheap Flights from New Orleans to Chicago
Browse current best options from New Orleans. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
New Orleans
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Prices updated 5 days ago
402 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)
Today’s best flight deals from New Orleans to Chicago
Explore current cheapest deals departing from New Orleans to Chicago
Round trip
Sort by: Cheapest
August 27 - August 31
MSY - Chicago
$163
$155
Round trip
August 13 - August 15
MSY - Chicago
$169
$155
Round trip
August 5 - August 10
MSY - Chicago
$164
$155
Round trip
August 26 - August 27
MSY - Chicago
$165
$155
Round trip
August 17 - August 19
MSY - Chicago
$165
$155
Round trip
August 19 - August 22
MSY - Chicago
$164
$155
Round trip
August 24 - August 31
MSY - Chicago
$157
$155
Round trip
August 22 - August 29
MSY - Chicago
$153
$155
Round trip
September 17 - September 21
MSY - Chicago
$221
$155
Round trip
September 8 - September 9
MSY - Chicago
$221
$155
Round trip
Unlock all 500+ flight deals to Chicago and get alerts when great deals appear
New Orleans to Chicago: Overview
Insights for flights from New Orleans to Chicago
How much is a round trip from New Orleans to Chicago
Regular price: $122 - $304
Prices for flights from New Orleans to Chicago are currently within the regular range.
The regular price range for flights from New Orleans to Chicago is between $122 and $304. The current lowest deal is $155 with American Airlines, for travel from Aug 27-Aug 31.
now $155
Low $122
High $304
The cheapest time to fly from New Orleans to Chicago
The cheapest month to fly from MSY to CHI is January, with a median price of $180. The most expensive month is June, with a median price of $683. Prices are generally lower from January to December.
January
Flights from $180
June
Flights from $683
Direct flights from New Orleans to Chicago
Southwest Airlines
United Airlines
Last-minute flights going from New Orleans to Chicago
Tue, Aug 4
MSY - Chicago
New Orleans (MSY) - Chicago (MDW)
$325
$181
One-way
Wed, Aug 5
MSY - Chicago
New Orleans (MSY) - Chicago (ORD)
United Airlines
$164
$155
One-way
Wed, Aug 5
MSY - Chicago
New Orleans (MSY) - Chicago (ORD)
$279
$155
One-way
Wed, Aug 5
MSY - Chicago
New Orleans (MSY) - Chicago (ORD)
$300
$186
One-way
Wed, Aug 5
MSY - Chicago
New Orleans (MSY) - Chicago (ORD)
$298
$186
One-way
Thu, Aug 6
MSY - Chicago
New Orleans (MSY) - Chicago (MDW)
$320
$155
One-way
Biggest price drops on these dates for flights from New Orleans to Chicago
Sep 22 - Sep 29
$366 → $210
43%
Jul 9 - Jul 11
$421 → $268
36%
Sep 16 - Sep 23
$363 → $211
42%
Sep 16 - Sep 20
$377 → $225
40%
Popular Airports to fly from New Orleans to Chicago
New Orleans - Chicago route insights
💸 Price insights
Recent fares are below the typical level
Recent fares from New Orleans to Chicago are below the typical level of $554.
📅 Best time to fly
Fly in January for the best prices
Historically, January offers the lowest median price at $205 for New Orleans to Chicago.
⏱️ Flight duration
Direct flights take 2h 45m
The typical direct flight from New Orleans to Chicago is 2 hours and 45 minutes.
✈️ Airlines & availability
Connecting flights are common
Historically, 28.1% of flights from New Orleans to Chicago are direct, with connecting flights dominant.
🏆 Airline highlight
American Airlines has a recent deal
A recent deal for $155 was found on American Airlines from New Orleans to Chicago.
🎯 Booking tip
Deals appear frequently
Deals on flights from New Orleans to Chicago appear frequently, typically within 30 days.
New Orleans main airports to depart from
Louis Armstrong New Orleans International (MSY)
Louis Armstrong New Orleans International Airport is a good option for flights from New Orleans to Chicago.
📍 ~19 km from New Orleans (reachable by car)
💸 Flights from ~$155
Chicago main airports to arrive at
Chicago Midway International (MDW)
Chicago Midway International is a convenient arrival airport for flights from New Orleans to Chicago.
📍 ~14 km from Chicago city center (reachable by car)
💸 Flights from ~$155
Chicago Rockford International (RFD)
Chicago Rockford International is an alternative arrival airport for flights from New Orleans to Chicago.
📍 ~126 km from Chicago city center (reachable by car)
💸 Flights from ~$264
O Hare International (ORD)
O Hare International is a major arrival airport for flights from New Orleans to Chicago.
📍 ~25 km from Chicago city center (reachable by car)
💸 Flights from ~$155
Airports nearby Chicago used as alternative
General Mitchell International (MKE)
General Mitchell International offers significant carrier presence and is easily accessible from Chicago.
📍 ~135 km from Chicago (reachable by train or car)
💸 Flights from ~$232
Gerald R. Ford International (GRR)
Gerald R. Ford International provides a robust domestic network with legacy and low-cost airlines.
📍 ~225 km from Chicago (reachable by car)
💸 Flights from ~$230
Dane County Regional (MSN)
Dane County Regional is a reliable regional hub with efficient operations and direct highway access.
📍 ~200 km from Chicago (reachable by car)
💸 Flights from ~$286
South Bend International (SBN)
South Bend International is the closest alternative airport to the Chicago metro area.
📍 ~120 km from Chicago (reachable by train)
💸 Flights from ~$260
Fort Wayne International (FWA)
Fort Wayne International offers multiple cabin classes and solid connectivity for eastern domestic destinations.
📍 ~230 km from Chicago (reachable by car)
💸 Flights from ~$274
Business & First Class Flight Deals to Chicago
Discover luxury on the budget with premium cabin class on flights from New Orleans to Chicago.
Elite
Best Elite deals to Chicago
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From MSY
Elite
Aug 04
Chicago, United States
80% AI deal score
$891
$541
Save $350
From MSY
Elite
Aug 10
Chicago, United States
80% AI deal score
$880
$556
Save $324
From MSY
Elite
Aug 03
Chicago, United States
80% AI deal score
$892
$556
Save $336
From MSY
Elite
Aug 04
Chicago, United States
80% AI deal score
$892
$556
Save $336
From MSY
Elite
Aug 02
Chicago, United States
80% AI deal score
$1,470
$689
Save $781
From MSY
Elite
Aug 05
Chicago, United States
79% AI deal score
$795
$538
Save $257
From MSY
Elite
Aug 15
Chicago, United States
79% AI deal score
$878
$556
Save $322
From MSY
Elite
Aug 17
Chicago, United States
79% AI deal score
$829
$556
Save $273
From MSY
Elite
Aug 22
Chicago, United States
79% AI deal score
$826
$556
Save $270
From MSY
Elite
Aug 15
Chicago, United States
79% AI deal score
$829
$556
Save $273
From MSY
Elite
Aug 21
Chicago, United States
79% AI deal score
$868
$571
Save $297
From MSY
Elite
Aug 17
Chicago, United States
79% AI deal score
$869
$571
Save $298
From MSY
Elite
Aug 14
Chicago, United States
79% AI deal score
$880
$571
Save $309
From MSY
Elite
Aug 13
Chicago, United States
79% AI deal score
$870
$571
Save $299
From MSY
Elite
Aug 20
Chicago, United States
79% AI deal score
$869
$571
Save $298
From MSY
Elite
Aug 06
Chicago, United States
79% AI deal score
$870
$571
Save $299
From MSY
Elite
Aug 07
Chicago, United States
79% AI deal score
$881
$571
Save $310
From MSY
Elite
Aug 19
Chicago, United States
78% AI deal score
$780
$541
Save $239
From MSY
Elite
Aug 18
Chicago, United States
78% AI deal score
$782
$541
Save $241
From MSY
Elite
Aug 12
Chicago, United States
78% AI deal score
$786
$541
Save $245
From MSY
Elite
Aug 15
Chicago, United States
78% AI deal score
$784
$541
Save $243
From MSY
Elite
Aug 16
Chicago, United States
78% AI deal score
$829
$571
Save $258
From MSY
Elite
Jul 06
Chicago, United States
78% AI deal score
$1,504
$812
Save $692
From MSY
Elite
Aug 25
Chicago, United States
77% AI deal score
$750
$541
Save $209
From MSY
Elite
Aug 29
Chicago, United States
77% AI deal score
$742
$541
Save $201
From MSY
Elite
Aug 27
Chicago, United States
77% AI deal score
$813
$571
Save $242
From MSY
Elite
Aug 14
Chicago, United States
77% AI deal score
$785
$571
Save $214
From MSY
Elite
Aug 06
Chicago, United States
77% AI deal score
$795
$571
Save $224
From MSY
Elite
Aug 13
Chicago, United States
77% AI deal score
$785
$571
Save $214
From MSY
Elite
Aug 20
Chicago, United States
77% AI deal score
$782
$571
Save $211
From MSY
Elite
Jul 12
Chicago, United States
77% AI deal score
$1,091
$664
Save $427
From MSY
Elite
Sep 02
Chicago, United States
76% AI deal score
$712
$541
Save $171
From MSY
Elite
Nov 14
Chicago, United States
76% AI deal score
$706
$541
Save $165
From MSY
Elite
Sep 26
Chicago, United States
75% AI deal score
$663
$541
Save $122
From MSY
Elite
Sep 29
Chicago, United States
75% AI deal score
$663
$541
Save $122
From MSY
Elite
Sep 02
Chicago, United States
74% AI deal score
$664
$541
Save $123
From MSY
Elite
Aug 16
Chicago, United States
74% AI deal score
$785
$556
Save $229
From MSY
Elite
Sep 01
Chicago, United States
72% AI deal score
$708
$541
Save $167
From MSY
Elite
Aug 04
Chicago, United States
72% AI deal score
$1,830
$1,302
Save $528
From MSY
Elite
Aug 22
Chicago, United States
72% AI deal score
$1,840
$1,302
Save $538
From MSY
Elite
Aug 03
Chicago, United States
71% AI deal score
$1,832
$1,319
Save $513
From MSY
Elite
Dec 25
Chicago, United States
70% AI deal score
$701
$571
Save $130
From MSY
Elite
Sep 03
Chicago, United States
70% AI deal score
$708
$571
Save $137
From MSY
Elite
Aug 02
Chicago, United States
69% AI deal score
$3,029
$2,178
Save $851
From MSY
Elite
Aug 02
Chicago, United States
67% AI deal score
$2,765
$2,255
Save $510
From MSY
Elite
Aug 02
Chicago, United States
66% AI deal score
$2,700
$2,340
Save $360
From MSY
Elite
Aug 12
Chicago, United States
66% AI deal score
$2,843
$2,422
Save $421
From MSY
Elite
Aug 02
Chicago, United States
66% AI deal score
$2,919
$2,463
Save $456
From MSY
Elite
Aug 02
Chicago, United States
65% AI deal score
$2,750
$2,536
Save $214
From MSY
Elite
Sep 17
Chicago, United States
65% AI deal score
$1,308
$1,059
Save $249
From MSY
Elite
Sep 20
Chicago, United States
49% AI deal score
$2,433
$2,311
Save $122
From MSY
Elite
Aug 25
Chicago, United States
48% AI deal score
$2,554
$2,533
Save $21
From MSY
Elite
Aug 26
Chicago, United States
48% AI deal score
$1,458
$1,302
Save $156
From MSY
Elite
Aug 26
Chicago, United States
48% AI deal score
$1,446
$1,302
Save $144
From MSY
Elite
Aug 27
Chicago, United States
48% AI deal score
$1,785
$1,541
Save $244
From MSY
Elite
Nov 12
Chicago, United States
47% AI deal score
$2,094
From MSY
Elite
Jul 12
Chicago, United States
47% AI deal score
$2,437
From MSY
Elite
Sep 16
Chicago, United States
47% AI deal score
$2,557
From MSY
Elite
Aug 19
Chicago, United States
47% AI deal score
$2,707
From MSY
Elite
Dec 28
Chicago, United States
47% AI deal score
$734
From MSY
Elite
Aug 13
Chicago, United States
47% AI deal score
$2,771
From MSY
Elite
Aug 20
Chicago, United States
47% AI deal score
$2,771
From MSY
Elite
Aug 13
Chicago, United States
47% AI deal score
$2,785
From MSY
Elite
Aug 10
Chicago, United States
46% AI deal score
$2,790
From MSY
Elite
Dec 24
Chicago, United States
46% AI deal score
$1,261
$1,183
Save $78
From MSY
Elite
Nov 04
Chicago, United States
46% AI deal score
$1,382
$1,302
Save $80
From MSY
Elite
Aug 20
Chicago, United States
46% AI deal score
$1,404
$1,317
Save $87
From MSY
Elite
Aug 13
Chicago, United States
46% AI deal score
$2,777
From MSY
Elite
Aug 20
Chicago, United States
46% AI deal score
$2,777
From MSY
Elite
Aug 13
Chicago, United States
46% AI deal score
$2,785
From MSY
Elite
Aug 20
Chicago, United States
46% AI deal score
$2,785
From MSY
Elite
Aug 20
Chicago, United States
46% AI deal score
$2,785
From MSY
Elite
Aug 13
Chicago, United States
46% AI deal score
$2,896
From MSY
Elite
Aug 20
Chicago, United States
46% AI deal score
$2,896
From MSY
Elite
Aug 20
Chicago, United States
46% AI deal score
$2,913
From MSY
Elite
Aug 13
Chicago, United States
46% AI deal score
$2,918
From MSY
Elite
Aug 13
Chicago, United States
46% AI deal score
$2,918
From MSY
Elite
Aug 20
Chicago, United States
46% AI deal score
$2,918
From MSY
Elite
Aug 21
Chicago, United States
46% AI deal score
$2,946
From MSY
Elite
Aug 21
Chicago, United States
46% AI deal score
$2,952
From MSY
Elite
Aug 21
Chicago, United States
46% AI deal score
$2,960
From MSY
Elite
Aug 21
Chicago, United States
46% AI deal score
$2,960
From MSY
Elite
Aug 11
Chicago, United States
46% AI deal score
$3,127
From MSY
Elite
Jul 19
Chicago, United States
45% AI deal score
$738
$731
Save $7
From MSY
Elite
Sep 03
Chicago, United States
45% AI deal score
$1,337
$1,302
Save $35
From MSY
Elite
Sep 22
Chicago, United States
45% AI deal score
$1,347
$1,302
Save $45
From MSY
Elite
Aug 31
Chicago, United States
45% AI deal score
$2,846
From MSY
Elite
Aug 19
Chicago, United States
45% AI deal score
$2,928
From MSY
Elite
Aug 19
Chicago, United States
45% AI deal score
$2,934
From MSY
Elite
Aug 19
Chicago, United States
45% AI deal score
$2,942
From MSY
Elite
Aug 19
Chicago, United States
45% AI deal score
$2,942
From MSY
Elite
Aug 21
Chicago, United States
45% AI deal score
$2,986
From MSY
Elite
Aug 22
Chicago, United States
45% AI deal score
$2,987
From MSY
Elite
Aug 31
Chicago, United States
45% AI deal score
$2,988
From MSY
Elite
Aug 21
Chicago, United States
45% AI deal score
$2,992
From MSY
Elite
Aug 22
Chicago, United States
45% AI deal score
$2,994
From MSY
Elite
Aug 13
Chicago, United States
45% AI deal score
$3,000
From MSY
Elite
Aug 21
Chicago, United States
45% AI deal score
$3,000
From MSY
Elite
Aug 21
Chicago, United States
45% AI deal score
$3,000
From MSY
Elite
Aug 22
Chicago, United States
45% AI deal score
$3,002