Nashville from Chicago, Oct 30–Nov 1: $902 for two, all in
The verdict
Our verdict
Worth it, if
- $274 per person, $123 below the typical fare on this route
- TownePlace Suites scores 8.5 from 1,014 reviews, breakfast included
- Highs of 62–65°F, good for walking between Broadway honky-tonks
The catch: It's one stop on a Contour Airlines public charter, 3h 40m for 398 miles, and a checked bag adds about $160 for two.
Worth it if a stop is a fair trade for $123 per person off; skip it if you'd rather pay $454 per person for United's 1h 47m nonstop.
Worth it if you don't mind a stop: the trip is $902 for two, all in. That's $548 in flights, $306 for the TownePlace hotel and its $48 property fee, with taxes included; a checked bag isn't in that price. You fly out Friday, Oct 30 and come home Sunday, Nov 1 (2 nights) on Contour Airlines with one stop, 3h 40m on the way down.
The total, before you go
$902 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
| For two | |
|---|---|
| Flights for two, round trip | $548 |
| TownePlace Suites by Marriott Nashville Midtown, 2 nights, two guests, taxes in | $306 |
| Resort fee, collected at the desk | $48 |
| The total, before you go | $902 |
| A checked bag each, round trip (not in the total) | about $160 |
$122 per person below the typical fare on this route.
Not in it: seat picks on basic fares and a checked bag (about $40 each way per bag, $160 for two round trip); the resort fee is counted above. Prices are what we found at the time shown; the booking site’s checkout is the binding one.
The flight
$274 per person, round trip
$548 for two, taxes and fees included · Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charter · 1 stop · 3h 40m
Out Fri, Oct 30, 12:30 PM – Fri, Oct 30, 4:10 PM
| Airline | Per person | Stops | Duration |
|---|---|---|---|
| Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charter | $274 | 1 stop | 3h 40m |
| United | $454 | nonstop | 1h 47m |
| Frontier | $355 | 1 stop | 6h 53m |
Prices checked Oct 15, 2026, 8:06 PM CDT. Prices change; the binding price is the one on the booking site.
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
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Why now
The fare is $274 per person, which is $123 below the typical fare on this route (31% under), and our checks show it as the lowest in 30 days. That puts the whole weekend at $902 for two, all in, with breakfast at the hotel. The nonstop we found on United was $454 per person, so taking the stop is how you save the difference. Late October in Nashville usually brings highs of 62–65°F and lows from 51°F down to 43°F under overcast skies. That's jacket weather for walking between honky-tonks and catching a show at the Ryman. You don't need a passport, and Nashville is on the same time as Chicago. The flight leaves Friday at 12:30 PM and lands at 4:10 PM, in time for dinner and live music. Prices are what we found at our latest check, and they can change.
The kind of trip this is
This is a city weekend built around music and food, at an easy pace. Bands play from noon on Broadway, you eat hot chicken in the afternoon and catch a songwriter round at night. It suits a couple or two friends who like a loud evening and a slow breakfast. Two nights is enough for one big show, a few honky-tonks and a museum without rushing.
Weather in Nashville, Oct 30–Nov 1
Typical highs 62–65°F, lows near 47°F this time of year
| Day | Typical high | Typical low | Typical weather |
|---|---|---|---|
| Fri, Oct 30 | 65 °F | 51 °F | Overcast |
| Sat, Oct 31 | 65 °F | 48 °F | Overcast |
| Sun, Nov 1 | 62 °F | 43 °F | Overcast |
Weather data by Open-Meteo.com · averages, not a forecast
Where to stay in Nashville
Our best value is TownePlace Suites by Marriott Nashville Midtown in West End. It's $306 for the stay ($153 a night) for a King Studio with Sofa Bed and breakfast, and it scores 8.5 from 1,014 reviews. This is the hotel in the $902 total, including its $48 property fee. Midtown / Music Row is a quieter base near Vanderbilt and the recording studios. The top-rated pick is Grand Hyatt Nashville on Broadway at $633 ($317 a night), with a score of 9.1 from 830 reviews. It's room only, plus $95 in fees paid at the hotel. Hilton Garden Inn Nashville Downtown Convention Center is $449 ($225 a night) and scores 8.9 from 1,006 reviews. It's room only with $69 paid at the hotel, and from there you can walk to the honky-tonks, the Ryman and the Hall of Fame in Downtown / Lower Broadway. None of the three lists free cancellation.
TownePlace Suites by Marriott Nashville Midtown
$306 for 2 nights, two guests · $153 a night
See roomsHilton Garden Inn Nashville Downtown Convention Center
$449 for 2 nights, two guests · $225 a night
See roomsCaption by Hyatt Downtown Nashville
$440 for 2 nights, two guests · $220 a night
See roomsAll hotels in Nashville for these dates
Paid links: when you book through a link on this page, the booking site pays us a referral fee. Your price does not change. How we earn
Where in Nashville
- Downtown / Lower Broadway: Honky-tonks, the Ryman and the Country Music Hall of Fame on foot.
- The Gulch: New hotels, rooftop bars and murals a short walk from Broadway.
- Midtown / Music Row: Quieter base near Vanderbilt and the recording studios.
- East Nashville: Local music bars, vintage shops and hot chicken joints.
- 12 South: Boutique neighbourhood with cafes and the Draper James shop.
What to do in Nashville
- Bar-hop the honky-tonks of Lower Broadway, where bands start playing at noon
- Catch a show at the Ryman Auditorium or the Grand Ole Opry
- Eat Nashville hot chicken at Prince's or Hattie B's
- Hear a songwriter round at the Bluebird Cafe
- Tour the Country Music Hall of Fame
- Walk the replica Parthenon in Centennial Park
Tours and tickets in Nashville
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Getting there and around
| Airports in Chicago | Chicago O'Hare International (ORD), Chicago Midway International (MDW) |
|---|---|
| Airports in Nashville | Nashville International (BNA) |
| Flight time | 3h 40m (1 stop) |
| Distance | 398 miles each way |
| Time difference | same time zone |
What 2 nights in Nashville costs
| Estimate | |
|---|---|
| Flights for two | $548 |
| Hotel, 2 nights (TownePlace Suites by Marriott Nashville Midtown) | $306 |
| Food, getting around and tickets, 2 days for two | $520 |
| Total for two | $1,374 |
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 Nashville
| Per person | |
|---|---|
| This trip | $274 per person |
| Lowest in the last 30 days | $274 (Oct 16, 2026) |
| Typical price, last 60 days | $396 |
| Price checks | 34 |
Good to know
- Passport: no passport needed for travelers from the United States: a government photo ID is enough for Nashville.
- Currency: US dollar (USD).
- You don't need a passport, you pay in US dollars and Nashville is on the same time as Chicago.
- The flight leaves O'Hare (ORD) at 12:30 PM on Friday, Oct 30 and lands at Nashville International (BNA) at 4:10 PM.
- A checked bag is about $160 for two and isn't in the $902.
- None of the three hotels lists free cancellation.
- The weather figures are seasonal normals, not a forecast: highs of 62–65°F and overcast skies.
Questions readers ask
Is it worth it?
Worth it if you can take a stop. The fare is $274 per person, 31% below the typical fare on this route. The hotel includes breakfast and scores 8.5. The trade-off is one stop and 3h 40m in the air for a 398-mile trip.
How much is the whole trip for two?
It's $902, all in: $548 for flights and $306 for 2 nights at TownePlace Suites by Marriott Nashville Midtown, plus its $48 property fee, with taxes included. A checked bag, about $160 for two, and spending money aren't included.
Is there a nonstop?
Yes. United had a 1h 47m nonstop leaving at 10:45 AM and landing at 12:32 PM on Oct 30, at $454 per person ($908 for two). That's $180 per person more than the one-stop fare.
What is the weather like?
Seasonal normals for Oct 30–Nov 1 show highs of 62–65°F and lows from 51°F down to 43°F, mostly overcast. Pack a jacket for the evenings.
Is 2 nights enough?
For a first weekend, yes. You land Friday at 4:10 PM, which leaves that evening, all of Saturday and Sunday morning for Broadway, a show at the Ryman or the Opry, hot chicken and the Hall of Fame.
Do I need a passport?
No. It's a domestic trip from Chicago, you pay in US dollars and there's no time difference.
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