Chicago — flights from New Orleans to Chicago

Flight Deals from New Orleans to Chicago from $185

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Good to Know

Essential information to help you plan your flight from New Orleans to Chicago.

Timing Your Trip

The best day, time of day, season and booking window for this route.

Price Drop Deals

Express Deal
Frontier AirlinesFrontier Airlinesfound Oct 14
11/18/26
4:42 pm
MSYLouis Armstrong New Orleans International Airport
7h 5mATLHartsfield Jackson Atlanta International Airport
11/18/26
11:47 pm
MDWChicago Midway Airport
11/25/26
5:40 am
ORDChicago O Hare Airport
12h 20mMCOOrlando International Airport
11/25/26
6:00 pm
MSYLouis Armstrong New Orleans International Airport
$226
Frontier AirlinesFrontier Airlinesfound Oct 11
11/02/26
10:45 am
MSYLouis Armstrong New Orleans International Airport
13h 36mDENDenver International Airport
11/03/26
12:21 am
ORDChicago O Hare Airport
11/09/26
10:29 am
ORDChicago O Hare Airport
5h 44mDFWDallas Fort Worth International Airport
11/09/26
4:13 pm
MSYLouis Armstrong New Orleans International Airport
$242
Frontier AirlinesFrontier Airlinesfound Oct 14
11/18/26
3:15 pm
MSYLouis Armstrong New Orleans International Airport
17h 31mMCOOrlando International Airport
11/19/26
8:46 am
ORDChicago O Hare Airport
11/25/26
5:40 am
ORDChicago O Hare Airport
12h 20mMCOOrlando International Airport
11/25/26
6:00 pm
MSYLouis Armstrong New Orleans International Airport
$251
Frontier AirlinesFrontier Airlinesfound Oct 11
11/02/26
10:45 am
MSYLouis Armstrong New Orleans International Airport
13h 36mDENDenver International Airport
11/03/26
12:21 am
ORDChicago O Hare Airport
11/09/26
6:08 am
MDWChicago Midway Airport
9h 39mATLHartsfield Jackson Atlanta International Airport
11/09/26
3:47 pm
MSYLouis Armstrong New Orleans International Airport
$253
Flight plus hotel
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Southwest AirlinesSouthwest Airlinesfound Oct 14
11/18/26
10:50 am
MSYLouis Armstrong New Orleans International Airport
7h 35mATLHartsfield Jackson Atlanta International Airport
11/18/26
6:25 pm
MDWChicago Midway Airport
11/25/26
10:25 pm
MDWChicago Midway Airport
2h 20m
11/26/26
12:45 am
MSYLouis Armstrong New Orleans International Airport
$293
Southwest AirlinesSouthwest Airlinesfound Oct 14
11/18/26
10:50 am
MSYLouis Armstrong New Orleans International Airport
9h 35mATLHartsfield Jackson Atlanta International Airport
11/18/26
8:25 pm
MDWChicago Midway Airport
11/25/26
10:25 pm
MDWChicago Midway Airport
2h 20m
11/26/26
12:45 am
MSYLouis Armstrong New Orleans International Airport
$293
American AirlinesAmerican Airlinesfound Oct 14
11/18/26
8:04 am
MSYLouis Armstrong New Orleans International Airport
2h 56m
11/18/26
11:00 am
ORDChicago O Hare Airport
11/25/26
9:15 pm
ORDChicago O Hare Airport
2h 43m
11/25/26
11:58 pm
MSYLouis Armstrong New Orleans International Airport
$309
Frontier AirlinesFrontier Airlinesfound Oct 11
11/02/26
10:45 am
MSYLouis Armstrong New Orleans International Airport
13h 36mDENDenver International Airport
11/03/26
12:21 am
ORDChicago O Hare Airport
11/09/26
9:51 am
ORDChicago O Hare Airport
10h 11mMCOOrlando International Airport
11/09/26
8:02 pm
MSYLouis Armstrong New Orleans International Airport
$256
Frontier AirlinesFrontier Airlinesfound Oct 11
11/02/26
10:45 am
MSYLouis Armstrong New Orleans International Airport
13h 36mDENDenver International Airport
11/03/26
12:21 am
ORDChicago O Hare Airport
11/09/26
9:51 am
ORDChicago O Hare Airport
28h 29mMCOOrlando International Airport
11/10/26
2:20 pm
MSYLouis Armstrong New Orleans International Airport
$256
Southwest AirlinesSouthwest Airlinesfound Oct 14
11/18/26
2:20 pm
MSYLouis Armstrong New Orleans International Airport
2h 15m
11/18/26
4:35 pm
MDWChicago Midway Airport
11/25/26
10:25 pm
MDWChicago Midway Airport
2h 20m
11/26/26
12:45 am
MSYLouis Armstrong New Orleans International Airport
$297

Top Deals on flights from New Orleans to Chicago

New Orleans, US (MSY) - Chicago, US (CHI)

Frontier AirlinesFrontier Airlines

Nov 1

9:05 pm
MSYLouis Armstrong New Orleans International Airport
11h 41m1 stop · MCO

Nov 2

8:46 am
ORDChicago O Hare Airport
Search More

as low as

$185

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

7:30 am
MSYLouis Armstrong New Orleans International Airport
4h 30m1 stop · MCI

Nov 1

12:00 pm
MDWChicago Midway Airport
Search More

as low as

$209

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:00 am
MSYLouis Armstrong New Orleans International Airport
5h 25m1 stop · MCO

Nov 1

10:25 am
MDWChicago Midway Airport
Search More

as low as

$209

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:50 am
MSYLouis Armstrong New Orleans International Airport
6h 10m1 stop · DEN

Nov 1

12:00 pm
MDWChicago Midway Airport
Search More

as low as

$209

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:00 am
MSYLouis Armstrong New Orleans International Airport
7h 25m1 stop · MCO

Nov 1

12:25 pm
MDWChicago Midway Airport
Search More

as low as

$214

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

7:30 am
MSYLouis Armstrong New Orleans International Airport
8h 30m1 stop · MCI

Nov 1

4:00 pm
MDWChicago Midway Airport
Search More

as low as

$214

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

5:20 am
MSYLouis Armstrong New Orleans International Airport
9h 5m1 stop · TPA

Nov 1

2:25 pm
MDWChicago Midway Airport
Search More

as low as

$214

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

8:40 pm
MSYLouis Armstrong New Orleans International Airport
10h 20m1 stop · MCI

Nov 2

7:00 am
MDWChicago Midway Airport
Search More

as low as

$214

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

7:30 am
MSYLouis Armstrong New Orleans International Airport
10h 20m1 stop · MCI

Nov 1

5:50 pm
MDWChicago Midway Airport
Search More

as low as

$214

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

6:35 am
MSYLouis Armstrong New Orleans International Airport
11h 0m1 stop · PHX

Nov 1

5:35 pm
MDWChicago Midway Airport
Search More

as low as

$214

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

6:35 am
MSYLouis Armstrong New Orleans International Airport
11h 20m1 stop · PHX

Nov 1

5:55 pm
MDWChicago Midway Airport
Search More

as low as

$214

New Orleans, US (MSY) - Chicago, US (CHI)

Southwest AirlinesSouthwest Airlines

Nov 1

9:15 pm
MSYLouis Armstrong New Orleans International Airport
11h 35m1 stop · DAL

Nov 2

8:50 am
MDWChicago Midway Airport
Search More

as low as

$214

Best Chicago Hotel + Flight Packages

New Orleans - Chicago packages

Best Chicago Hotel + Flight + Car Packages

New Orleans - Chicago packages

When is the cheapest time to fly?

Cheapest in early February at about $273

Fares from New Orleans to Chicago are lowest in early February, around $273, and February is the cheapest month overall, averaging $276. They peak in late December at about $367, $94 more than the low. The yearly average is $319.

JanFebMarAprMayJunJulAugSepOctNovDec$0$60$120$180$240$300$360$420
Show the data
When is the cheapest time to fly?
MonthAverage fareEarly monthLate month
January$298$315$283
February$276$273$280
March$332$317$347
April$317$331$303
May$324$312$334
June$338$337$340
July$331$334$328
August$316$324$309
September$317$315$318
October$307$313$301
November$317$303$332
December$351$334$367

How far in advance should I book?

Cheapest about 6 weeks out at $226

Book about 6 weeks before departure for the best fares from New Orleans to Chicago, around $226. Booking in the final days before the flight costs about $354, $128 more. Booking six months ahead runs about $430.

1w2w1mo2mo3mo4mo5mo$0$50$100$150$200$250$300$350$400$450
Show the data
How far in advance should I book? (selected points, lowest and highest included)
Days before departureAverage fare
180 days$430
172 days$425
164 days$412
156 days$393
148 days$382
140 days$370
132 days$347
124 days$328
116 days$313
108 days$296
100 days$274
92 days$264
84 days$260
76 days$248
68 days$241
2mo$241
52 days$237
44 days$229
39 days$226
36 days$226
28 days$230
20 days$250
12 days$287
4 days$331
0 days$354

What's the cheapest day of the week to fly?

Saturday is the cheapest day of the week to fly from New Orleans to Chicago. At $318 it is 11% cheaper than the average day. Sunday is the most expensive day, 29% above average.

$461Sun$385Mon$364Tue$327Wed$324Thu$321Fri$318Sat
Show the data
What's the cheapest day of the week to fly?
DayAverage fare
Sun$461
Mon$385
Tue$364
Wed$327
Thu$324
Fri$321
Sat$318

When is the best time of day to fly?

Midday (12pm - 2pm) is the cheapest time of day to fly from New Orleans to Chicago. At $335 it is 5% cheaper than the average time. Morning (5am - 12pm) is the most expensive time, 3% above average.

$363Morning$335Midday$348Afternoon$358Evening
Show the data
When is the best time of day to fly?
Time of dayAverage fare
Morning$363
Midday$335
Afternoon$348
Evening$358

What do round-trip flights from New Orleans to Chicago cost?

Share of fares in each price range, adjusted to current prices.

2%$0to $15022%$150to $30050%$300to $45014%$450to $6006%$600to $7503%$750to $9002%$900and up
Show the data
What do round-trip flights from New Orleans to Chicago cost?
Price rangeShare of fares
$0 to $1502%
$150 to $30022%
$300 to $45050%
$450 to $60014%
$600 to $7506%
$750 to $9003%
$900 and up2%
Methodology: learn how we calculate these charts

The charts “When is the cheapest time to fly?”, “How far in advance should I book?”, “What's the cheapest day of the week to fly?” and “What do round-trip flights from New Orleans to Chicago cost?” are built from the prices Priceline customers actually paid for flights on this route over the past 12 months or more.

Where a route has too few bookings to fill every point in a chart, we borrow the shape of the curve from a group of routes with similar price behavior and fit it to the fares booked on this route.

Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches on this route.

The chart “When is the best time of day to fly?” is calculated directly from the fares found in recent searches, not from historical bookings.

Frequently Asked Questions

Everything you need to know about flying from New Orleans to Chicago.

What is the typical flight duration from New Orleans to Chicago?

The flight from New Orleans to Chicago is about 830 miles. The typical nonstop flight time from New Orleans to Chicago is 2 hours and 20 minutes, with the return leg taking about 2 hours and 15 minutes.
Methodology
Flight times and distances come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). The typical flight time is the median scheduled block time across all carriers on the route, computed the same way in both directions so the difference reflects prevailing winds rather than any change in method. Distance is the great-circle distance between the two airports, so the actual flown track is typically 2-5% longer.

Are there any direct flights from New Orleans to Chicago?

Yes, there are nonstop flights from New Orleans to Chicago, and they run daily. Southwest flies New Orleans–Chicago Midway up to 21 times a week, while United and American (with some American flights operated by Republic and Envoy Air) serve New Orleans–O'Hare with a combined 41 weekly nonstops. All three carriers fly every day of the week.
Methodology
Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

What are the ground transportation options in Chicago?

From O'Hare, the CTA Blue Line 'L' train is the most economical and most-used option, running 24/7 and reaching downtown in about 45 minutes for around $5. Taxis and rideshares like Uber and Lyft are readily available from designated areas, taking 30–40 minutes and costing roughly $35–60. Metra's North Central Service and Pace buses also connect O'Hare to the city and suburbs, and numerous car rental companies operate at the airport.
References

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

Fares from New Orleans to Chicago are lowest in early February, around $273. February is the cheapest month overall, averaging $276, followed by January ($298) and October ($307). December is the most expensive month at about $351, and fares peak in late December at about $367. The yearly average is $319. Fares are adjusted to current market conditions.
Methodology
Seasonal fares come from Priceline's own air booking-summary archive, analysed in-house and refreshed monthly. For each day of the year we take a representative round-trip fare, a blend of the 25th-percentile and average ticket price over the route's bookings, and smooth the series into a seasonal curve; the half-month low and high and the monthly figures quoted here are averages of that curve. Thin and international routes borrow their seasonal shape from the nearest busy routes, with the price level anchored to the route's own bookings.

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

Book about 6 weeks before departure for the best fares from New Orleans to Chicago, around $226. Booking in the final days before the flight costs about $354, $128 more. Booking six months ahead runs about $430. Fares are adjusted to current market conditions.
Methodology
Booking-window guidance comes from the same monthly in-house analysis of Priceline's own air booking-summary archive. We aggregate the route's bookings by how many days before departure they were made, from about 180 days out to the day of travel, smooth the curve, and highlight the stretch of lead times with the lowest average fare. Thin and international routes borrow the curve shape from the nearest busy routes, anchored to the route's own price level. It reflects current fares and is refreshed monthly.

Are overnight (red‑eye) flights available from New Orleans to Chicago?

There is one overnight red-eye from New Orleans to Chicago: Southwest flies nonstop from MSY to Midway on Sundays, departing at 10:15 PM and landing at 12:35 AM, just after midnight in the early hours. That is the only red-eye service on this route.
Methodology
Red-eye flights are identified from scheduled local departure and arrival times and block times in our flight-schedule database — built from published airline timetables and official schedule data, including U.S. Department of Transportation records for domestic routes. A flight counts as a red-eye when it departs in the afternoon or evening (3 p.m. or later local time) or in the early hours before 4 a.m., and is in the air at some point between midnight and 4 a.m. local time at both its departure airport and its arrival airport. An evening flight that lands before midnight at its destination is never counted, nor is a morning departure or a daytime long-haul that reaches the next calendar date only because of time zones. Each red-eye is labelled with its timing (for example, overnight and landing the next morning, or late-night and landing after midnight). For connecting itineraries the same rule is applied to the longer leg, from one representative day's flight search.

Which airlines usually operate this route from New Orleans to Chicago?

Southwest Airlines, United Airlines, and American Airlines all fly nonstop from New Orleans to Chicago, with Southwest serving Midway and the other two serving O'Hare. Southwest operates 21 weekly flights, United 14, and American 27 across its mainline and regional services, all daily. United is a Star Alliance member and American is oneworld, while Southwest is not part of any alliance.
Methodology
Airlines and weekly frequencies come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a typical fare is shown for a carrier, it is the median of the real fares Priceline users found on this route in the last 72 hours.

How reliable are on‑time arrivals on this route from New Orleans to Chicago?

On-time arrivals from New Orleans to Chicago are generally solid, with Republic Airways (operating for American and United) the most reliable at 89.9% on-time and a 1.4% cancellation rate. Envoy Air (American Eagle) follows at 87.0% on-time with 0.6% cancellations, then United at 85.1% on-time with 0.5% cancellations, Southwest at 82.8% on-time with 0.3% cancellations, and American mainline at 77.3% on-time with 0.7% cancellations.
Methodology
On-time arrival and cancellation rates come from the U.S. Bureau of Transportation Statistics (BTS) Airline On-Time Performance dataset, which covers U.S. domestic routes only; a flight counts as on time when it arrives within 15 minutes of schedule. Carriers are ranked by arrival on-time rate on this route, and the carrier list itself comes from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI).

Which airport should I use in Chicago?

O'Hare is the main international and domestic hub, with the most flights and direct connections. Midway is closer to downtown and popular for Southwest Airlines low-cost service.

How do I get to New Orleans Louis Armstrong International Airport from the city center?

Getting to Louis Armstrong New Orleans International Airport from downtown is straightforward, with ride-share and taxis being the most popular and fastest options, typically taking 20 to 30 minutes depending on traffic. Public buses operated by JET and RTA offer an affordable connection from the Central Business District, while several hotel and airport shuttle services provide door-to-door convenience. Driving and parking are also viable, with short-term, long-term, and economy garages available at the airport. Taxis are known for a flat rate to the French Quarter or Central Business District, making them a predictable choice, whereas ride-share pricing varies with demand.
References

Are there hotels or sleeping facilities at Chicago airport?

The Hilton Chicago O'Hare Airport Hotel is located directly across from Terminals 1, 2, and 3, connected by underground pedestrian tunnels. There is no transit hotel inside the secure area, and there are no sleep cabins, pods, or day rooms. Several nearby hotels also offer free airport shuttles.
References

What facilities and services are available to travelers at Chicago O'Hare International Airport?

Chicago O'Hare International Airport offers unlimited free Wi-Fi throughout all terminals, both pre- and post-security. Power stations with AC outlets and counter space are available throughout the terminals for recharging devices. Mother's Rooms and lactation pods are available in every terminal, each with seating, a sink, electrical outlets, a diaper changing surface, and 24/7 access. Diaper vending machines and Hudson News stores sell baby supplies. Business travelers can use the Executive Center in Terminal 3, which has 26 meeting rooms. A yoga room and an aeroponic garden are also available.
References

Are there accessible services or children's facilities at the New Orleans and Chicago airports?

Louis Armstrong New Orleans International Airport is fully free of architectural barriers for travelers with disabilities, with TTY service through the Louisiana Relay Service, visual paging on flight information displays, and an adult changing table in the post-security family restroom. Chicago O'Hare International Airport offers wheelchair assistance coordinated by each airline, a Companion Plus Restroom with accessible showers and caregiver support, sensory-friendly resources including the Hidden Disabilities Sunflower program, ASL interpretation via video remote service, and TSA Cares for security screening help. To arrange mobility assistance, contact your airline directly before travel, and at O'Hare you can also request TSA Cares support at 855-787-2227.
References

What aircraft are typically used on flights from New Orleans to Chicago?

Southwest Airlines leads the New Orleans to Chicago route with Boeing 737 family aircraft, including the 737-700. United flies Boeing 737-900s, American operates Airbus A319s, and Republic Airways flies Embraer E175s for both American and United. Envoy Air also serves the route for American with Embraer E175s.
Methodology
Aircraft types come from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). For U.S. routes the type is grounded in the tail number that actually operated the flight; elsewhere it comes from the airline's filed equipment code. Where the source does not commit to a specific variant we name the aircraft family (for example Airbus A320 family) rather than guess, and where no reliable type is on file the aircraft is omitted rather than estimated. Types describe typical scheduled equipment and can vary with seasonal or day-of-week assignments and last-minute swaps.

Which airline alliances serve flights from New Orleans to Chicago?

Nonstop service from New Orleans to Chicago is flown by Southwest (to Midway) and by United and American (to O'Hare), with some American flights operated by regional partners under the American brand. Alliances on the route therefore are Star Alliance (via United) and oneworld (via American), while Southwest belongs to no alliance and is the notable independent carrier. Other alliances could serve the route only through connecting itineraries.
Methodology
Airlines and weekly frequencies are compiled from our flight-schedule database, which combines published airline timetables, U.S. government schedule data from the Bureau of Transportation Statistics (BTS), and observed flight operations from the EUROCONTROL/OpenSky Open Performance Data Initiative (OPDI). We count each operating carrier's scheduled weekly departures and the days it flies; where there is no nonstop service, connecting carriers are identified by linking scheduled nonstop segments through common hub airports. Where a median fare is shown for a carrier, it reflects the real fares Priceline users found on this route in the last 72 hours.

What are the best airport lounge options when departing from New Orleans?

When departing from New Orleans, the standout lounge option is The Club MSY in Concourse A, which offers a full bar, showers, Wi-Fi, flight monitors, and plentiful charging stations. Access is permitted up to 2.5 hours before departure, children under 2 enter free, and alcoholic drinks are limited to passengers 21 and older. A Delta Sky Club and a United Lounge also operate at the airport, along with a Military Lounge for active service members.
References

Are same‑day changes or standby possible on this route?

Same-day changes and standby depend on the airline and fare class, with flexible and premium tickets offering the best options while Basic Economy generally does not.