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A long-distance passenger train waiting under the platform canopies of the train station in New Orleans.

New Orleans, Mississippi Delta, Memphis and Chicago, 9 days

Blues Highway tour: Highway 61 from New Orleans to Chicago

On this Blues Highway tour you follow the music north the way the musicians went: from Congo Square and Preservation Hall, up Highway 61 through the Delta to Memphis, and on the train in the song to Chicago, where the blues plugged in at Chess Records.

From $4,590per person in a double room

  • $300 deposit by card or bank transfer holds your seat
  • Balance due 60 days before departure
  • Free date change up to 45 days before

The Blues Highway: New Orleans to Chicago: key facts

Length
9 days, 8 nights
Start and end
New Orleans to Chicago
Group
Up to 14
Minimum age
18
Pace
Moderate
Tour code
BBR-BHWY

9 days of music from New Orleans to Chicago

The Great Migration route in nine days: from New Orleans jazz up through the Delta and Memphis, then overnight on the City of New Orleans train to the Chicago blues.

Categories: Blues Trail, Jazz & New Orleans. Destinations: New Orleans, Mississippi Delta, Memphis, Chicago. Getting around: tour van, amtrak train. Tour leader: Celeste Arceneaux or a colleague from our team.

Highlights of the tour

  • Congo Square to Chess Records

    The whole road of the blues and jazz, south to north.

  • The City of New Orleans

    Overnight in a sleeper roomette from Memphis to Chicago.

  • A Clarksdale night

    A juke joint at the crossroads.

  • Stax and Beale Street

    Soul and blues in Memphis.

  • Buddy Guy's Legends

    Dinner and the blues on the last night.

After dark

New Orleans clubs, a Clarksdale juke joint, Beale Street and three Chicago blues nights. The only quiet night is on the train.

Your tour leader

Celeste Arceneaux, based in New Orleans. Grew up in the Seventh Ward of New Orleans and has gone to Jazz Fest every year since she was six.

The music you will hear

Styles and shows

  • Traditional New Orleans jazz
  • Delta blues
  • Memphis soul
  • Chicago electric blues

5 live shows in the price

  • Frenchmen Street clubs
  • Preservation Hall
  • A Clarksdale juke joint
  • Beale Street
  • Buddy Guy's Legends
  • Kingston Mines

Studios and sites you go inside

  • B.B. King Museum
  • Delta Blues Museum
  • Stax Museum
  • Chess Records studio

Seen from outside only

  • Congo Square
  • Mississippi Blues Trail markers

The Blues Highway: New Orleans to Chicago day by day

Show nights follow the club and theater calendars; your tour leader confirms each evening the day before.

  1. Day 1

    Arrive in New Orleans

    Airport pickup, welcome dinner

    Pickup at the airport and a welcome dinner in the French Quarter, then Frenchmen Street with the tour leader.

    Airport pickup, welcome dinnerNight: New Orleans

    A yellow and red Creole building with a balcony on Frenchmen Street, New Orleans, at night.
  2. Day 2

    Tremé and Preservation Hall

    Guided walk, Preservation Hall set

    A morning in Tremé and Congo Square with a local musician, the afternoon free, and seats for a set at Preservation Hall in the evening.

    Guided walk, Preservation Hall setNight: New Orleans

    A traditional jazz band playing trumpet, drums, bass and trombone in Preservation Hall, New Orleans.
  3. Day 3

    North to the Delta

    Van, about 6 h with stops, juke joint night

    The van leaves early for the long drive north through Jackson and up into the Delta, with lunch on the way. In Indianola, the B.B. King Museum, then on to Clarksdale for a juke joint night.

    Van, about 6 h with stops, juke joint nightNight: Clarksdale

    The B.B. King Museum in Indianola, Mississippi, built around the cotton gin where King worked.
  4. Day 4

    Clarksdale and the road to Memphis

    Museum visit, van about 1 h 30 min

    The Delta Blues Museum and the crossroads in the morning, then Highway 61 north to Memphis in the afternoon. Evening on Beale Street.

    Museum visit, van about 1 h 30 minNight: Memphis

    The Mississippi Blues Trail marker for Muddy Waters's house at Stovall Farms near Clarksdale.
  5. Day 5

    Stax, then the night train

    Museum visit, Amtrak overnight

    The Stax Museum in the morning and a free afternoon. After dinner the group boards the City of New Orleans at Memphis Central Station, in sleeper roomettes, for the overnight run north.

    Museum visit, Amtrak overnightNight: On the train

    The Stax Museum of American Soul Music in Memphis, red Stax letters over the marquee.
  6. Day 6

    Into Chicago

    Arrival, Legends dinner and show

    The train reaches Chicago Union Station in the morning. After a rest at the hotel, a walk through Grant Park and Millennium Park, and dinner and the blues at Buddy Guy's Legends.

    Arrival, Legends dinner and showNight: Chicago

    The steel band shell of the Jay Pritzker Pavilion in Millennium Park, Chicago.
  7. Day 7

    Chess Records

    Studio visit, show night

    The morning at 2120 South Michigan Avenue, the old Chess studio, now Willie Dixon's Blues Heaven. Afternoon free. In the evening, a South Side blues bar when one has a band, or the Green Mill for jazz.

    Studio visit, show nightNight: Chicago

    The small recording booth at the old Chess studio in Chicago, seen from the control room.
  8. Day 8

    Kingston Mines

    Free day, farewell dinner and show

    A free day in Chicago, with the Art Institute or an architecture boat tour. The farewell dinner is followed by two stages of blues at Kingston Mines.

    Free day, farewell dinner and showNight: Chicago

    The front of Kingston Mines, the blues club on Halsted Street in Chicago.
  9. Day 9

    Departure

    Airport transfer

    Transfers to O'Hare or Midway from the morning.

    Airport transferTour ends

Where you stay

Hotels within walking distance of the clubs, or a short ride away, or similar of the same class. Breakfast is included every day.

  • New Orleans

    Hotel Monteleone

    4-star2 nights

  • Clarksdale

    The Travelers Hotel

    3-star1 night

  • Memphis

    The Peabody Memphis

    4-star1 night

  • Chicago

    Hotel Blake

    4-star3 nights

The tour on the map

Loading the map

Tour vanAmtrak trainRiverboatShort flight Map tiles: © Esri, HERE, Garmin © OpenStreetMap contributors. Lines join the stops in tour order in simplified form.

What the price includes

8 breakfasts and 5 dinners4 studio and museum entries5 live shows in the price

Included

  • 8 nights in central hotels (4-star and 3-star) with breakfast
  • Our own van and driver between cities, as in the program
  • Airport pickup and drop-off on the tour dates
  • A named tour leader from the first evening to the last morning
  • Show tickets, studio tours and museum entries listed in the program
  • 5 dinners, including the welcome and farewell dinners
  • Reserved tables or seats at the shows in the program
  • Local music guides in each city

Not included

  • Flights to the start city (optional add-on, priced on each tour)
  • Lunches and the dinners not listed
  • Drinks and cover charges on free nights
  • Travel insurance
  • Tips for the tour leader, guides and driver
  • Single room supplement

Good to know before you book

Pace. Moderate. Two to three hours on foot on city days, standing at some shows, and late nights.

Good to know. One long road day north from New Orleans and one night on the train in a small sleeper roomette with shared space. The train is often an hour or two late, so the first Chicago morning is kept free. Chicago is cold from December to March.

Weather and changes. Shows and studio visits run in all weather; if a venue cancels, we replace it with one of the same kind and tell you in writing.

Flights to New Orleans

Most of our guests fly in on their own, drive, or use miles, and the tour price does not include flights. If you would rather we handle it, we book round-trip economy flights on scheduled airlines into New Orleans and home from Chicago, and the airport pickup on the tour dates is already included.

Flights add-on per person, round trip in economy
Fly fromAirportAdd-on from
New YorkJFK, LaGuardia and Newark$450
AtlantaHartsfield-Jackson$450
DallasDFW and Love Field$450
Washington DCReagan National and Dulles$490
BostonLogan$510
PhiladelphiaPHL$490
DenverDEN$510
Los AngelesLAX$560
San FranciscoSFO$560

Fares change daily; the add-on is confirmed when you book. Other US airports on request.

The Blues Highway: New Orleans to Chicago dates and prices

7 dates from to . "Guaranteed" means the group has reached its minimum and will run.

The Blues Highway: New Orleans to Chicago: departures and prices per person in a double room
DatesStatusTour priceWith flights from New York
Deal, save $250Few seats left$4,340 $4,590$4,790
Guaranteed$4,590$5,040
Guaranteed$4,790$5,240
Few seats left$4,790$5,240
Few seats left$4,790$5,240
Available$4,790$5,240
Guaranteed$4,790$5,240

Single room supplement $1,090. Deposit $300 per person; the balance is due 60 days before departure. All dates, booking terms.

The Blues Highway: New Orleans to Chicago: your questions

Activity
Moderate. Two to three hours on foot on city days, standing at some shows, and late nights.
Group size
Up to 14 guests with one tour leader and a driver.
Meals
Breakfast daily and 5 dinners.
Age and ID
Adults only. Bring a photo ID: many clubs check it at the door whatever your age. More in our questions.
What is a sleeper roomette?

A small private compartment with two seats that become two berths, one above the other. Meals in the dining car are included. A bedroom with its own bathroom is available for a supplement.

What if the train is late?

It often is, by an hour or two. The Chicago morning is kept loose for that reason.

Can I do it in the other direction?

Our group dates run north. Private tours can go south, ending with jazz.

Is it too much driving?

Only the third day is long. After that the drives are short and the train does the rest.

Ask about a date

Book The Blues Highway: New Orleans to Chicago

Email a travel advisor with the date you like and whether you want flights to New Orleans. We answer within one business day with seats and the exact price, and hold your places for 72 hours while you decide.

Email a travel advisor

[email protected]

SubjectThe Blues Highway: New Orleans to Chicago: tour enquiry

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What to include

  • The tour and the departure date you would like
  • How many are traveling, and double, twin or single rooms
  • Whether you want us to book flights, and from which city
  • Names as they appear on your photo IDs
  • A phone number and any questions
Office hours
Mon to Fri 9:00 to 17:30, Central time
Reply
A travel advisor in Nashville answers within one business day with seats, the price and, if you want them, flights from your city.
Deposit
$300 per person holds your seats; the balance is due 60 days before departure. Day tours are paid in full.

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