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Browse our Chicago Offers for 2024 & 2025

Fly Drive Route 66 Holiday 2020/2021 | Travelplanners

Fly Drive Route 66 Holiday

from £1725 Per Person
Fly Drive, Multi Centre
3/5
  • Explore the Classic Route 66
  • Stopping off at the following Destinations:
  • Chicago, Oklahoma, Albuquerque, Las Vegas,  & more
ac347702ca3ad0f96bcae571a150c1fc

Great North Music Trail

from £2249 Per Person
Philadelphia
Fly Drive
3.5/5
  • Illinois, Michigan,
  • Ohio, Pennsylvania
  • New York & more
Chicago to New York | Twin Holiday 2020/2021 | Travelplanners

Chicago & New York

from £759 Per Person
Twin Centre
4/5
  • 2 Nights The Stewart Hotel, New York
  • 2 Nights Radisson Blu, Chicago
Chicago to Las Vegas Twin Holidays 2020/2021 | Travelplanners

Chicago & Las Vegas

from £1325 Per Person
Twin Centre
4/5
  • 2 Nights at Hotel Monaco, Chicago
  • 4 Nights at Planet Hollywood, Las Vegas
  • Over 30 World-Class Restaurants & Bars
Illinois & Chicago Fly Drive Holiday 2020/2021 | Travelplanners

Discover Illinois

from £1029 Per Person
Fly Drive
3/5
  • Visit Some Superb Destinations:
  • Chicago, Springfield,
  • Grafton, Peoria & Galena
Illinois Multi Centre Holiday 2020/2021 | Travelplanners

Best of Illinois

from £1179 Per Person
More USA
Multi Centre
4/5
  • Chicago, Springfield,
  • Galena
  • & Rockford
Washington DC to Chicago | Twin Holiday 2020/2021

Washington, DC & Chicago

from £699 Per Person
Twin Centre
4/5
  • 2 Nights Hilton Washington, DC
  • Beautiful & Historic Chicago Hotel
  • 3 Nights Millennium Knickerbocker
Hawaii to Chicago | Twin Holiday 2020/2021 | Travelplanners

Chicago & Hawaii

from £2129 Per Person
Hawaii
Twin Centre
3/5
  • 3 Nights The Drake Hotel, Chicago
  • Great Location on Miracle Mile
  • 7 Nights Aqua Aloha Surf, Waikiki
  • Located Close to Waikiki Beach
Pittsburgh & Chicago 2020 / 2021 | Twin Centre

Pittsburgh & Chicago

from £1399 Per Person
Twin Centre
4/5
  • 3 Nights Chicago
  • 3 Nights Pittsburgh
  • Includes Internal Flight