New Orleans from Chicago, Oct 23–25: round trip from $396
Round-trip flights from Chicago O'Hare to New Orleans cost $396 per person ($792 for two) for Oct 23–25, 2026, a 2-night weekend, on Frontier with 1 stop. The forecast shows highs of 80–84°F with a small chance of rain, and the best-value hotel, Hilton Garden Inn New Orleans Convention Center, is $528 for the stay. Heads-up: that fare leaves Friday at 8:11 PM and lands Saturday at 8:09 PM.
The flight
$427 $396 per person, round trip
the typical fare on this route
$792 for two, taxes and fees included · Frontier · 1 stop · 23h 58m
Out Fri, Oct 23, 8:11 PM – Sat, Oct 24, 8:09 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Frontier | $396 | 1 stop | 23h 58m |
| Frontier | $464 | 1 stop | 32h 5m |
| Frontier | $472 | 1 stop | 5h 44m |
Prices checked Oct 12, 2026, 3:11 AM CDT. Prices change; the binding price is the one on the booking site.
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Your trip for two
| For two | |
|---|---|
| Flights for two | $792 |
| Hilton Garden Inn New Orleans Convention Center, 2 nights | $528 |
| Trip total for two | $1,320 |
Regular: $1,382 You pay: $1,320 Saved: $62
the typical fare on this route.
Tweak this trip
Why go now
$396 per person round trip, $31 below the typical fare on this route, or 7% under $427. We checked 12 offers for this weekend, and they ran from $396 to $529 per person. The late October forecast shows highs of 80–84°F, lows of 69–72°F and rain chances of 29%, 25% and 11% across the three days. That's warm-evening weather for walking the French Quarter, sitting in a jazz club and working through gumbo and beignets. There's one catch with the cheapest fare: it takes 23h 58m with 1 stop, so you'd land Saturday night. If you want Friday evening in town, Frontier also has a fare at $472 per person that leaves at 10:26 AM and lands at 4:10 PM. October is still hurricane season, so check the forecast before you go.
The kind of trip this is
This is a city-and-food weekend: live jazz, Creole and Cajun cooking, old architecture and late nights out. It works best for a couple or a small group of friends who'd rather eat, listen and wander than follow a schedule. The pace is easy during the day and busier after dark, with plenty to see on foot and by streetcar.
Weather in New Orleans, Oct 23–25
Highs 80–84°F, a small chance of rain
| Day | High | Low | Rain chance |
|---|---|---|---|
| Fri, Oct 23 | 80 °F | 69 °F | 29% |
| Sat, Oct 24 | 82 °F | 70 °F | 25% |
| Sun, Oct 25 | 84 °F | 72 °F | 11% |
Where to stay in New Orleans
Hilton Garden Inn New Orleans Convention Center is the best-value pick at $528 for 2 nights ($264 a night). It's a King Room rated 8.3 from 1,365 reviews, it has free cancellation, and it's in the Arts - Warehouse District. That puts you in the Central Business District / Warehouse District, which has modern hotels, museums and restaurants a short walk from the French Quarter. St Charles Coach House, an Ascend Collection Hotel is the top-rated option: 8.8 from 626 reviews, $770 for the stay ($385 a night), a room with two queen beds in Central City. It can't be canceled for free. Wyndham Garden New Orleans Downtown is the budget-tagged choice at $621 ($311 a night), rated 7.5 from 814 reviews. It has no free cancellation and costs more than the Hilton this weekend. All three are room only.
Hilton Garden Inn New Orleans Convention Center
$528 for 2 nights, two guests · $264 a night
See roomsSt Charles Coach House, an Ascend Collection Hotel
$770 for 2 nights, two guests · $385 a night
See roomsWyndham Garden New Orleans Downtown
$621 for 2 nights, two guests · $311 a night
See roomsAll hotels in New Orleans for these dates
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Where in New Orleans
- French Quarter: Historic heart with balconies, jazz clubs and Bourbon Street.
- Central Business District / Warehouse District: Modern hotels, museums and restaurants a short walk from the Quarter.
- Garden District: Grand mansions and oak-lined streets along the streetcar line.
- Marigny / Bywater: Frenchmen Street music clubs and colourful shotgun houses.
What to do in New Orleans
- Hear live jazz on Frenchmen Street or at Preservation Hall
- Eat beignets at Café du Monde, then gumbo in the Quarter
- Ride the St. Charles streetcar past the Garden District's mansions and oak-lined streets
- Tour the National WWII Museum, close to the Warehouse District hotels
- Take a swamp tour to see alligators
- Visit the above-ground tombs of St. Louis Cemetery
Tours and tickets in New Orleans
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Getting there and around
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
|---|---|
| Airports in New Orleans | Louis Armstrong New Orleans International (MSY) |
| Flight time | 23h 58m (1 stop) |
| Distance | 835 miles each way |
| Time difference | same time zone |
What 2 nights in New Orleans costs
| Estimate | |
|---|---|
| Flights for two | $792 |
| Hotel, 2 nights (Hilton Garden Inn New Orleans Convention Center) | $528 |
| Food, getting around and tickets, 2 days for two | $520 |
| Total for two | $1,840 |
Flights and hotel are the prices we found; spending is a planning estimate for an upscale destination, per person per day times two.
Price history: Chicago to New Orleans
| Per person | |
|---|---|
| This trip | $396 per person |
| Lowest in the last 30 days | $362 (Oct 12, 2026) |
| Typical price, last 60 days | $427 |
| Price checks | 9 |
Good to know
- Passport: not needed for US citizens; a government ID is enough.
- Currency: US dollar (USD).
- Hurricane season
- No passport needed, you pay in US dollars, and New Orleans is on the same time as Chicago.
- The route is 835 miles, but the $396 fare has 1 stop and takes 23h 58m from O'Hare to Louis Armstrong New Orleans International (MSY).
- October falls in hurricane season, so keep an eye on the forecast that week.
- All three hotels are room only, and only the Hilton Garden Inn has free cancellation.
- Prices are all-in, with taxes and fees, as of when we checked. They can change.
Questions readers ask
How much is the flight?
$396 per person round trip on Frontier, $792 for two, with taxes and fees included when we checked. It has 1 stop and isn't nonstop.
Is 2 nights enough?
With the $396 fare, you leave Friday at 8:11 PM and land Saturday at 8:09 PM, so you'd get one evening and Sunday. For more time, the $472 per person Frontier fare leaves at 10:26 AM and lands at 4:10 PM Friday.
What is the weather like?
The forecast shows highs of 80°F Friday, 82°F Saturday and 84°F Sunday, with lows of 69–72°F. Rain chances are 29%, 25% and 11%.
What does the whole weekend cost for two?
Our estimate is $1,840 for two: $792 in flights, $528 at the Hilton Garden Inn and $520 for spending, which works out to $130 per person per day.
Do I need a passport?
No. It's a domestic trip, you'll pay in US dollars, and there's no time difference from Chicago.
Can I cancel the hotel?
Only Hilton Garden Inn New Orleans Convention Center offers free cancellation, at $528 for the stay. The other two hotels don't.
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Image credits
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- Photo: K / Pexels, Pexels License
- Photo: K / Pexels, Pexels License