What percentage of New Orleans to Chicago flights are direct?

Across the trailing 90 days, approximately 28.1% of flights from New Orleans to Chicago were direct. For flights that included stopovers, the median number of stopovers was 2. This indicates that while direct options are available, a significant portion of flights on this route involve at least one connection.

How long does it take to fly from New Orleans to Chicago?

A direct flight from New Orleans to Chicago typically takes 2 hours and 45 minutes, covering a distance of 1330 kilometers. For flights with one stop, the median travel time extends to 6 hours and 30 minutes. Travelers should account for these differences in duration when planning their journey.

Should I set a price alert for New Orleans to Chicago flights?

Historically, price fluctuations for flights from New Orleans to Chicago have been frequent. This route is classified as having frequent price changes across the trailing 30 days. Setting a price alert can be beneficial to track these changes and potentially secure a more favorable fare when prices drop.

Flights From New Orleans

To Chicago

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

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated today

456 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Aug 31, 2026.)

Today’s best flight deals from New Orleans to Chicago

Explore current cheapest deals departing from New Orleans to Chicago

2026-10-10 – 2026-10-14
MSY - Chicago
74% AI deal score
$314
$210
Round trip
2026-10-27 – 2026-10-31
MSY - Chicago
74% AI deal score
$315
$210
Round trip
2026-09-26 – 2026-09-28
MSY - Chicago
75% AI deal score
$379
$220
Round trip
2026-09-18 – 2026-09-19
MSY - Chicago
74% AI deal score
$330
$220
Round trip
2026-09-24 – 2026-09-26
MSY - Chicago
73% AI deal score
$319
$220
Round trip
2026-09-24 – 2026-09-25
MSY - Chicago
75% AI deal score
$379
$220
Round trip
2026-09-26 – 2026-09-29
MSY - Chicago
75% AI deal score
$379
$220
Round trip
2026-09-25 – 2026-09-27
MSY - Chicago
75% AI deal score
$379
$220
Round trip
2026-09-16 – 2026-09-23
MSY - Chicago
75% AI deal score
$361
$220
Round trip
2026-09-25 – 2026-09-28
MSY - Chicago
73% AI deal score
$318
$220
Round trip

New Orleans to Chicago: Overview

Insights for flights from New Orleans to Chicago

Only 2% of recent fares from New Orleans to Chicago were classified as a good price. Right now, fares for cheap flights from New Orleans to Chicago are below the typical level, with prices typically ranging from $322–$787, and a median of $554 over a 90-day period.

A typical journey from New Orleans to Chicago takes about 2h 45m. Since most itineraries include connections, the median connecting journey time is 7h 30m, while non-stop flights have a median duration of 2h 45m.

Most itineraries from New Orleans to Chicago connect at least once, with only 28.1% of recent fares being non-stop over a 90-day window. For connecting itineraries, the median number of stopovers is 2.

When is the cheapest time to fly from New Orleans to Chicago? The most affordable months to fly are typically January, with a median fare of $205, followed by April at $224, and November at $237. New deals appear almost daily for this route, suggesting frequent opportunities for savings.

The distance between New Orleans and Chicago is 1330 kilometers, making this a short-haul flight. This distance typically allows for a variety of flight options, including both direct and connecting services.

How much is a round trip from New Orleans to Chicago

Regular price: $252 - $381

Prices for flights from New Orleans to Chicago are currently below the regular range.

The regular price range for flights from New Orleans to Chicago is typically between $252 and $381. The current lowest deal is $210 with Frontier Airlines for travel from Oct 10-Oct 14.

now $210

Low $252

High $381

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

Cheapest

Flights from $180

June

Most Expensive

Flights from $683

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from New Orleans to Chicago

American Airlines

Southwest Airlines

Last-minute flights going from New Orleans to Chicago

Mon, Aug 24

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$569

$303

One-way

Mon, Aug 24

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$552

$322

One-way

Tue, Aug 25

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$552

$303

One-way

Tue, Aug 25

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$569

$303

One-way

Wed, Aug 26

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$531

$284

One-way

Wed, Aug 26

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$547

$303

One-way

Biggest price drops on these dates for flights from New Orleans to Chicago

3 nights

Aug 26 - Aug 29

$552 → $284

49%

2 nights

Aug 29 - Aug 31

$547 → $320

42%

2 nights

Aug 28 - Aug 30

$547 → $322

41%

3 nights

Aug 26 - Aug 29

$591 → $369

38%

Popular Airports to fly from New Orleans to Chicago

New Orleans - Chicago route insights

💸 Price insights

Recent fares below the typical level

Recent fares from New Orleans to Chicago are below the typical level at $210.

📅 Best time to fly

January offers the lowest median prices

Historically, January, April, and November offer the lowest median prices for this route.

⏱️ Flight duration

Direct flights average 2h 45m

Direct flights from New Orleans to Chicago typically take 2h 45m, connecting flights 7h 30m.

✈️ Airlines & availability

Connecting flights are more common

Connecting flights are more common, making up 71.9% of recent route options.

🏆 Airline highlight

Frontier Airlines offers a recent deal

A recent deal for $210 was found on Frontier Airlines for October 10-October 14.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from New Orleans to Chicago are frequent, appearing often in a 30-day window.

New Orleans main airports to depart from

Louis Armstrong New Orleans International (MSY)

Cheapest

Louis Armstrong New Orleans International Airport is a convenient option for flights from New Orleans to Chicago.

📍 ~19 km from New Orleans city center (reachable by car)

💸 Flights from ~$155

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

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 ~$156

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

📍 ~135 km from Chicago (reachable by train or car)

💸 Flights from ~$277

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

Sep 29

Chicago, United States

82% AI deal score

$1,034

$561

Save $473

United Airlines

Business Class

From MSY

Elite

Oct 13

Chicago, United States

82% AI deal score

$1,042

$561

Save $481

United Airlines

Business Class

From MSY

Elite

Oct 14

Chicago, United States

82% AI deal score

$1,045

$561

Save $484

United Airlines

Business Class

From MSY

Elite

Oct 20

Chicago, United States

82% AI deal score

$1,034

$561

Save $473

United Airlines

Business Class

From MSY

Elite

Aug 29

Chicago, United States

80% AI deal score

$1,008

$607

Save $401

United Airlines

Business Class

From MSY

Elite

Aug 27

Chicago, United States

79% AI deal score

$1,233

$741

Save $492

United Airlines

Business Class

From MSY

Elite

Aug 28

Chicago, United States

78% AI deal score

$1,144

$741

Save $403

United Airlines

Business Class

From MSY

Elite

Nov 25

Chicago, United States

76% AI deal score

$754

$566

Save $188

United Airlines

Business Class

From MSY

Elite

Sep 26

Chicago, United States

76% AI deal score

$751

$566

Save $185

United Airlines

Business Class

From MSY

Elite

Sep 11

Chicago, United States

76% AI deal score

$758

$574

Save $184

United Airlines

Business Class

From MSY

Elite

Aug 25

Chicago, United States

76% AI deal score

$1,114

$780

Save $334

United Airlines

Business Class

From MSY

Elite

Dec 05

Chicago, United States

75% AI deal score

$698

$551

Save $147

United Airlines

Business Class

Frequently Asked Questions About Flights to Chicago

Historically, the lowest average prices for flights from New Orleans to Chicago have been found in the 0-6 days booking window, with an average price of $440. Flights booked 14-27 days out also show a comparable average price of $446. Across the trailing 90 days, the average price for flights booked 7-13 days in advance was $743, which is significantly higher than other booking windows. Travelers typically find the most favorable prices when booking within a week of departure.

Across the trailing 90 days, a flight from New Orleans to Chicago is considered a good deal if it is priced at or below $322. The median price for this route during the same period was $554. Prices historically range, with 75% of observed prices being $787 or less. Keeping an eye out for fares at or below the $322 threshold can help identify a favorable deal.

Historically, the cheapest months to fly from New Orleans to Chicago include January, with a median price of $205, and April, with a median price of $224. November also typically offers lower fares, with a median price of $237. The annual median price for this route is $554, indicating that these specific months offer significant savings compared to the yearly average.

Related routes

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Flights to Chicago from other cities

Flights from Munich to Chicago Flights from Myrtle Beach to Chicago Flights from Nairobi to Chicago Flights from New York to Chicago Flights from Norfolk to Chicago Flights from Oakland to Chicago Flights from Oklahoma City to Chicago Flights from Omaha to Chicago Flights from Orlando to Chicago Flights from Philadelphia to Chicago Flights from Phoenix to Chicago Flights from Portland to Chicago

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: $252 - $381

Prices for flights from New Orleans to Chicago are currently below the regular range.

The regular price range for flights from New Orleans to Chicago is typically between $252 and $381. The current lowest deal is $210 with Frontier Airlines for travel from Oct 10-Oct 14.

now $210

Low $252

High $381

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

Cheapest

Flights from $180

June

Most Expensive

Flights from $683

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from New Orleans to Chicago

American Airlines

Southwest Airlines

Last-minute flights going from New Orleans to Chicago

Mon, Aug 24

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$569

$303

One-way

Mon, Aug 24

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$552

$322

One-way

Tue, Aug 25

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$552

$303

One-way

Tue, Aug 25

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$569

$303

One-way

Wed, Aug 26

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$531

$284

One-way

Wed, Aug 26

⌛ Last-Minute

MSY - Chicago

New Orleans (MSY) - Chicago (ORD)

Frontier Airlines

$547

$303

One-way

Biggest price drops on these dates for flights from New Orleans to Chicago

3 nights

Aug 26 - Aug 29

$552 → $284

49%

2 nights

Aug 29 - Aug 31

$547 → $320

42%

2 nights

Aug 28 - Aug 30

$547 → $322

41%

3 nights

Aug 26 - Aug 29

$591 → $369

38%

Popular Airports to fly from New Orleans to Chicago

New Orleans - Chicago route insights

💸 Price insights

Recent fares below the typical level

Recent fares from New Orleans to Chicago are below the typical level at $210.

📅 Best time to fly

January offers the lowest median prices

Historically, January, April, and November offer the lowest median prices for this route.

⏱️ Flight duration

Direct flights average 2h 45m

Direct flights from New Orleans to Chicago typically take 2h 45m, connecting flights 7h 30m.

✈️ Airlines & availability

Connecting flights are more common

Connecting flights are more common, making up 71.9% of recent route options.

🏆 Airline highlight

Frontier Airlines offers a recent deal

A recent deal for $210 was found on Frontier Airlines for October 10-October 14.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from New Orleans to Chicago are frequent, appearing often in a 30-day window.

New Orleans main airports to depart from

Louis Armstrong New Orleans International (MSY)

Cheapest

Louis Armstrong New Orleans International Airport is a convenient option for flights from New Orleans to Chicago.

📍 ~19 km from New Orleans city center (reachable by car)

💸 Flights from ~$155

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

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 ~$156

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

Chicago, United States

75% AI deal score

$698

$551

Save $147

United Airlines

Business Class

Frequently Asked Questions About Flights to Chicago

Cheap Flights from New Orleans to Chicago

Today’s best flight deals from New Orleans to Chicago

New Orleans to Chicago: Overview

Insights for flights from New Orleans to Chicago

How much is a round trip from New Orleans to Chicago

The cheapest time to fly from New Orleans to Chicago

Direct flights from New Orleans to Chicago

Last-minute flights going from New Orleans to Chicago

Biggest price drops on these dates for flights from New Orleans to Chicago

Popular Airports to fly from New Orleans to Chicago

New Orleans - Chicago route insights

Recent fares below the typical level

January offers the lowest median prices

Direct flights average 2h 45m

Connecting flights are more common

Frontier Airlines offers a recent deal

Deals are frequent on this route

New Orleans main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Sep 29

Oct 13

Oct 14

Oct 20

Aug 29

Aug 27

Aug 28

Nov 25

Sep 26

Sep 11

Aug 25

Dec 05

Frequently Asked Questions About Flights to Chicago

How far in advance should I book a flight from New Orleans to Chicago?

How do I know if a New Orleans to Chicago flight is a good deal?

When is the cheapest time of year to fly from New Orleans to Chicago?

What percentage of New Orleans to Chicago flights are direct?

How long does it take to fly from New Orleans to Chicago?

Should I set a price alert for New Orleans to Chicago flights?

Related routes

More routes from New Orleans

Flights to Chicago from other cities

New Orleans to Chicago: Overview

Insights for flights from New Orleans to Chicago

How much is a round trip from New Orleans to Chicago

The cheapest time to fly from New Orleans to Chicago

Direct flights from New Orleans to Chicago

Last-minute flights going from New Orleans to Chicago

Biggest price drops on these dates for flights from New Orleans to Chicago

Popular Airports to fly from New Orleans to Chicago

New Orleans - Chicago route insights

Recent fares below the typical level

January offers the lowest median prices

Direct flights average 2h 45m

Connecting flights are more common

Frontier Airlines offers a recent deal

Deals are frequent on this route

New Orleans main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Sep 29

Oct 13

Oct 14

Oct 20

Aug 29

Aug 27

Aug 28

Nov 25

Sep 26

Sep 11

Aug 25

Dec 05

Frequently Asked Questions About Flights to Chicago

How far in advance should I book a flight from New Orleans to Chicago?

How do I know if a New Orleans to Chicago flight is a good deal?

When is the cheapest time of year to fly from New Orleans to Chicago?