Chicago & New Orleans
Chicago & New Orleans
Chicago, Illinois
Chicago, Illinois
New Orleans, Louisiana
New Orleans, Louisiana

Chicago and New Orleans

6 nights from £1,349 per person Including Flights


One of the most popular city destinations in the Midwest, Chicago incorporates a thriving cityscape with the beautiful backdrop of Lake Michigan.  From Navy Pier to Millennium Park, from the Sky Deck at the top of Willis Tower, from the U-505 German submarine at the Museum of Science and Industry to downtown Chicago, every inch of this great city is worth exploring to the fullest.  From Chicago you head to New Orleans - a city known as much for its eclecticism as for its musical and culinary heritage.  Nicknamed the Big Easy and famed for creole restaurants, live music and Mardi Gras, New Orleans holidays help the locals celebrate their love of life. The French Quarter or Vieux Carré, is New Orleans’ oldest district and is a cultural hub of the city, sitting on a crescent of the Mississippi River. (TM)

Our holidays include
  • Flights & taxes
  • Accommodation
  • Checked baggage
  • ATOL protection
  • In resort assistance & 24 hour contact centre
Why Book with American Sky?
  • Hassle-free - book direct quickly and easily
  • Choice of airlines and the option to switch
  • A friendly, family run business with a wealth of experience.
  • Great deals on offer for multiple destinations
  • Low deposits
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Why American Sky?
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Day 1 - 3

Fly to Chicago

Arrive at Chicago airport and make your own way to your hotel as you spend three nights in the Windy City.

Enjoy some gorgeous sightseeing on the Navy Pier or see the city at a height by ascending to the Sky Deck at the top of Willis Tower. Take an obligatory photo with the Cloud Gate – or more famously known as The Bean and walk the Magnificent Mile whilst taking in Chicago’s grand architecture.

Day 4 - 6

Fly to New Orleans

Arrive into New Orleans and make your own way to your hotel as you spend three nights in the Big Easy.

Indulge in the southern hospitality as you enjoy New Orleans live music, famous creole restaurants and if you time your trip well – New Orleans Mardi Gras. Explore the French Quarter with its buzzing nightlife and not to be missed Bourbon Street that lies in the heart of it. During the day see Jackson Square and see the local artists draw and paint the scenery. Have a cultural day and visit the National WWII Museum, full of military exhibitions, planes and 4D theatre, perhaps check out the Audubon Aquarium of the Americas – a large aquarium with underwater tunnel.

Day 7

Today check out of your hotel, enjoy some last minute shopping before heading to the airport for your flight home.

  • Return transatlantic flights
  • Internal flight from Chicago to New Orleans
  • 3 nights hotel accommodation on a room only basis in Chicago
  • 3 nights hotel accommodation on a room only basis in New Orleans

Whats Not Included

  • Transfers to and from hotel / airports in Chicago and New Orleans

Omni Chicago Hotel


Located in the heart of the Magnificent Mile, the Omni Chicago Hotel is one of the area's best-loved hotels and home to Michigan Avenue's only all-suite luxury accommodations.

Fairmont Chicago Millennium Park


Conveniently located in the heart of downtown Chicago, near major cultural attractions, Navy Pier, the city’s business and financial district and the world renowned shopping along the Magnificent Mile

The Langham Chicago


This luxurious hotel sits close to the sophisticated centre of Chicago

Hotel Felix


Only a 10 minute walk from the lively Magnificent Mile, this sophisticated hotel is a trendy spot to rest your head in between exploring the city's best attractions. After a day of exploring, dine on delectable French cuisine or indulge in a relaxing massage.

Four Points by Sheraton French Quarter

New Orleans

In the heart of the French Quarter, just steps from many of the city’s most popular sights and attractions, the Four Points by Sheraton offers well-appointed rooms and traditional décor.

Loews New Orleans

New Orleans

Ideally located just outside the historic French Quarter, Loews New Orleans Hotel is surrounded by museums, entertainment and restaurants and just 20 minutes from the Louis Armstrong International Airport.

Hilton New Orleans Riverside

New Orleans

Nestled in the heart of downtown New Orleans, this charming hotel offers contemporary style and great comfort for those hoping to explore the lively city.


New Orleans

Since 1886, the Hotel Monteleone has proudly stood as one of the first landmarks in the famous French Quarter. It's location at the foot of Royal Street is perfect for exploring New Orleans. This is a luxurious hotel that will make any stay in New Orleans especially memorable.

The Roosevelt New Orleans, A Waldorf Astoria Hotel

New Orleans

This grand hotel is situated in a prime central location, just a short walk from the well-known French Quarter, and close to attractions such as the New Orleans nightlife and Mardi Gras centre. The upscale sanctuary provides a touch of elegance and sophistication amongst the vibrant culture of the city.

Brendan White
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