Illinois & The Great River Road

13 Nights

Discover the ultimate Illinois fly drive, combining Chicago’s iconic attractions with Route 66 heritage and scenic Midwest towns. From Springfield and St. Louis to Galena and Rockford, this journey blends culture, history and classic Americana, creating a well-rounded road trip filled with unforgettable experiences and diverse landscapes.

Accommodation Highlights

Millennium Knickerbocker, Chicago (3 Nights)

  • Prime location on the Magnificent Mile, close to shopping and attractions
  • Historic hotel with classic style and elegant interiors
  • Walking distance to Lake Michigan and Oak Street Beach

Comfort Suites, Springfield IL (2 Nights)

  • Central location near the State Capitol and Lincoln attractions
  • Spacious suites ideal for comfort and convenience
  • Complimentary breakfast and modern in-room amenities

Days Inn, St Louis (2 Nights)

  • Convenient base for exploring St. Louis highlights
  • Comfortable rooms with essential amenities
  • Easy access to major highways and local attractions

Best Western, Peoria (2 Nights)

  • Great midpoint location for Route 66 style road trips
  • Comfortable accommodation with reliable facilities
  • Close to riverfront areas and local dining options

Best Western Galena Inn & Suites, Galena (2 Nights)

  • Located near historic downtown Galena and key attractions
  • Close to landmarks like the Ulysses S. Grant Home
  • Comfortable stay with easy access to shops, wineries and scenic views

Hampton Inn, Rockford (2 Nights)

  • Convenient location for exploring northern Illinois
  • Complimentary breakfast and family-friendly rooms
  • Easy access to local parks, shopping and dining options

Prices

Year Dates Prices From
2026-2027 Bookable All Year Round £1749 per person
Based on 5th November 2026 - Call for your perfect departure date

What’s Included

  • UK return flights
  • All accommodation
  • Car hire for the full duration
  • Full ABTA protection

Example price based on 2 adults sharing, London departure, subject to change & availability

Core Holiday £1749pp

In Destination Resort Fees £0.00pp

Call us to discuss your perfect departure

About Illinois & The Great River Road

Discover the best of Illinois on this scenic fly drive, combining city highlights, Route 66 heritage and iconic American stops. This journey suits couples, families and solo travellers seeking culture, history and classic road trip experiences.

Chicago

Begin in Chicago, a city known for architecture, culture and world-famous attractions. Visit Millennium Park, Navy Pier and the 360 Observation Deck.

You can also explore museums, enjoy river cruises and shop along the Magnificent Mile. In the evening, unwind with dining, theatre and deep-dish pizza.

Springfield

Next, drive along historic Route 66 toward Springfield. Along the way, stop at classic roadside attractions and vintage diners.

In Springfield, discover Abraham Lincoln’s legacy at the Presidential Library and historic sites. This route delivers a true taste of Americana.

St. Louis

Continue to St. Louis, one of the Midwest’s most iconic cities. Visit the Gateway Arch and enjoy views over the Mississippi River.

You can also explore museums, parks and lively neighbourhoods. The city offers a great mix of culture, history and entertainment.

Peoria

Then head to Peoria, a perfect midpoint stop along your journey. Enjoy riverfront views, local dining and relaxed surroundings.

The area offers scenic drives, parks and a chance to slow the pace before continuing north.

Galena

Next, travel to Galena, one of the Midwest’s most charming towns. The area is known for historic buildings and scenic landscapes.

Stroll through preserved streets, enjoy boutique shopping or visit local wineries. Outdoor activities such as kayaking and golf are also popular.

Rockford

Finally, stop in Rockford before returning home. This area offers a mix of nature, culture and relaxation.

Visit Anderson Japanese Gardens or explore local museums and parks. The city is also within easy reach of Chicago O’Hare Airport.

This Illinois fly drive combines iconic cities, historic routes and scenic landscapes. It offers a well-balanced mix of culture, relaxation and exploration.

Call TravelPlanners on 020 3542 8888 to book or for more details.

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