Chicago

June 5-9, 2025

Booking Coming Soon!

– Sold Out –

If you have any questions, please email booking@jaybeetravel.com or call (218) 409-6188.

Weekend In Chicago

June 5-9, 2025

Join JayBee Travel for the 5-day, 4-night trip to Chicago! You will travel from St. Paul to Chicago and back aboard the new Amtrak Borealis Train!

Once you arrive, you will be treated to a weekend you won’t forget! You will enjoy a Chicago Highlights Tour, plus visits to the Shedd Aquarium, Field Museum, John Hancock Building, and Frank Llyod Wright Home & Studio. You will also take part in a Murder Mystery Dinner experience, a Dinner Cruise on Lake Michigan, and put your pizza-making skills to the test with a little Doughboy Pizza Making Competition!

Hotel Accommodation

Stay 4 nights at Courtyard Chicago Downtown/River North Hotel located in the heart of Chicago’s vibrant River North neighborhood offering easy walking to premier shopping, restaurants, iconic attractions, and Chicago's Riverwalk.

Transportation

Skip the hassle of traffic! Round trip motorcoach transfers to/from the Northland and Amtrak Train Station, round trip coach or first class seat on Amtrak Borealis, and motorcoach transportation throughout Chicago to each destination on a temperature-controlled deluxe motor coach with onboard restrooms.

Meals

Enjoy an included lunch and dinner the four nights we are in Chicago, along with taxes and meal gratuities.

Tours & Attractions

All attractions and tour admissions listed above are included.

Itinerary

*Itinerary may change due to weather or other circumstances. We will attempt to see everything on this schedule, but the date and time may change.

Thursday, June 5th
Start your trip with an early morning pick up in Hibbing, Chisholm, Virginia, Eveleth, Duluth, or Carlton on your way to the Amtrak Station in St. Paul. Enjoy a coach seat (first class upgrade available) aboard the Borealis Train to Chicago! This 7 hour train ride will take you from St. Paul to downtown Chicago, where you will meet your motorcoach for your transfer to your hotel room at the Courtyard Chicago Downtown/River North, 30 East Hubbard, Chicago, IL 60611.
Friday, June 6th
Enjoy a breakfast on your own, before starting a busy day of exploring the Windy City! You will start with a Chicago City Highlights Tour aboard your motorcoach. You will make a stop for an included lunch, before continuing to Frank Lloyd Wright’s Home and Studio for a private tour. Next, you will go up, up, and away as you enjoy the view from the John Hancock Observatory. Tonight, you will take part in a hilariously fun Murder Mystery Dinner!
Saturday, June 7th
Enjoy breakfast on your own, before more adventures begin! You will enjoy entrance to the Field Museum of Natural History, and Shedd Aquarium. You will end the day with a wonderful dinner boat cruise on Lake Michigan!
Sunday, June 8th
Today is a day on your own for exploring this great city! You will make your way back to the hotel on your own via Cab, Trolley, Walk or Subway to prepare for a great, unique dinner experience. You will become a pizza chef in a Doughboy Pizza Making Competition! Once your pizza is cooked, and the winner is crowned, you will enjoy a great dinner.
Monday, June 9th
After enjoying breakfast on your own, get ready to board the Amtrak Borealis train for your train ride back to St. Paul. You will arrive in the early evening, and board your motorcoach for transportation back to the Northland.

Pricing

*First Class Upgrade is Sold Out

Single
Occupancy
$1,935/person
Double
Occupancy
$1,605/person
Triple
Occupancy
$1,425/person
Quad
Occupancy
$1,335/person

$1,335+/person

To reserve your seat, please fill out the below reservation form to JayBee Travel with a $100 deposit per person.

Booking Reservation

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Booking Payment

If you chose to pay online, you will receive an invoice by email from JayBee Travel to pay electronically. *A 3% service fee will be added for all credit card transactions. Otherwise please send your check to JayBee Travel, 600 E. Superior Street, Duluth, MN 55802.

Trip Cancellation Insurance

Passengers may enroll in a travel protection plan an by visiting nta.aontravelprotect.com or by calling AON’s contact center at (800) 388-1470. The Location Number for JayBee Travel is 236059. Basic insurance includes trip cancellation and interruption coverage, travel delay, medical and evacuation, baggage, and assistance services. Enhanced insurance includes all the above, plus cancellation due to pre-existing conditions. Exact costs can be found on the NTA website. If you plan to enroll in travel insurance, this must be done within 14 days of your initial deposit.

Have a Question?

Feel free to reach out and we're happy to answer any questions you may have.

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