Skylines, Stockyards & Route 66: Chicago, Oklahoma City & Fort Worth

Holiday Highlights

Explore 3 sides of America on one holiday. Discover Chicago’s iconic skyline & Route 66 beginnings, explore Oklahoma City’s cowboy & First American heritage, then finish in Fort Worth with longhorn cattle drives & authentic Texas culture.

  • Chicago skyline & Lake Michigan
  • The birthplace of Route 66
  • Oklahoma City & the legendary Mother Road
  • First American & Western heritage
  • Bricktown & Stockyards City
  • Fort Worth Stockyards
  • Texas longhorn cattle drives
  • Rodeos, honky-tonks & live country music
12 Nights
More USA holiday
From £1,549 pp
Price Breakdown:
Holiday Cost: £1,549 per person
In Destination Cost: £49 per person
Holiday Code: #C12
Skylines, Stockyards & Route 66: C...
From £1,549 pp

What's Included

Wide range of dates available
Call 020 3542 8888 for more details

  • Return flights from London
  • Internal flights between destinations
  • Hand-picked accommodation
  • Luggage included
  • Regional flights available
  • ABTA protected for complete peace of mind

 

Accommodation

4 nights Hotel Felix River North, Chicago

  • Excellent River North location, close to restaurants, nightlife and Chicago attractions
  • Stylish boutique hotel with contemporary guestrooms
  • Easy access to the Magnificent Mile, Chicago River and downtown sights

4 nights Staybridge Suites Oklahoma City

  • Spacious suite-style accommodation with kitchen facilities
  • Complimentary breakfast included each morning
  • Comfortable base for exploring Oklahoma City, Route 66 and the city’s Western heritage

4 nights Country Inn & Suites by Radisson, Forth Worth

  • Great base for experiencing Fort Worth and its famous cowboy culture
  • Comfortable guestrooms with complimentary breakfast
  • Ideal for exploring the Fort Worth Stockyards, longhorn cattle drives and Texas attractions

Pricing

2026-2027
Bookable All Year Round (seasonal rates may vary)
£1598 pp
Based on London departure 12th April 2027 - 2 adults sharing
Prices subject to change and availability

About Skylines, Stockyards & Route 66: Chicago, Oklahoma City & Fort Worth

Description

Three Cities. Three Sides of America.

Experience three distinctive American cities on one unforgettable holiday. Start among Chicago’s skyscrapers and lakefront landmarks, discover Route 66 and cowboy culture in Oklahoma City, then head south to Fort Worth for rodeos, honky-tonks and an authentic taste of Texas.

Chicago – Big City America

Begin in Chicago, one of America’s great city destinations. Set beside Lake Michigan, the Windy City combines world-famous architecture, fantastic food, legendary music and some of the USA’s most recognisable sights.

Walk the waterfront at Navy Pier, see the famous Cloud Gate – ‘The Bean’ – in Millennium Park, or take an architecture cruise along the Chicago River. Head up to 360 CHICAGO or Skydeck Chicago for incredible skyline views, before exploring neighbourhood restaurants, blues clubs and the city’s famous deep-dish pizza.

Chicago also provides the perfect starting point for the journey ahead. It’s where Route 66 begins, connecting your first city with the Oklahoma adventure to come.

Oklahoma City – Discover the Heartland

Fly south to Oklahoma City, where Route 66, cowboy heritage and First American culture introduce you to a completely different side of the USA.

Explore the National Cowboy & Western Heritage Museum, discover the stories of Oklahoma’s 39 distinctive tribal nations at the First Americans Museum, and take time to visit the moving Oklahoma City National Memorial.

Then experience the city itself. Ride a water taxi through Bricktown, discover Oklahoma’s food and arts scene, or head to Stockyards City for Western stores, steakhouses and real cowboy culture.

And don’t forget Route 66. America’s legendary Mother Road winds straight through Oklahoma City, passing historic landmarks, colourful murals and classic roadside Americana.

Fort Worth – Where the West Begins

Finish in Fort Worth, where Texas cowboy culture takes centre stage.

The legendary Fort Worth Stockyards are an essential part of the experience. Watch the famous longhorn cattle drive, browse Western stores, discover Texas history and spend an evening enjoying live music and honky-tonk atmosphere.

There’s much more to Fort Worth than cowboy boots, however. Explore the city’s renowned Cultural District, discover excellent museums and galleries, wander through Sundance Square, or enjoy Texas barbecue and local restaurants.

For the perfect finale, catch the action at Cowtown Coliseum, step inside legendary Billy Bob’s Texas, or simply settle in for an evening of live country music in the Stockyards.

From Skyscrapers to Cowboy Country

This three-centre holiday takes you through three very different sides of America. Experience the big-city excitement of Chicago, discover the history, Route 66 heritage and warm hospitality of Oklahoma City, then finish among the unmistakable sights and sounds of Texas cowboy country.

Why Book This Holiday?

  • Experience three completely different sides of America in one holiday
  • Start in Chicago, one of the USA’s greatest city destinations
  • Discover the birthplace of legendary Route 66
  • Experience Oklahoma City’s cowboy and First American heritage
  • Explore Bricktown, Stockyards City and the Mother Road
  • Finish in Fort Worth, where authentic Texas cowboy culture takes centre stage
  • See the famous Fort Worth Herd longhorn cattle drive
  • Enjoy rodeos, honky-tonks, live country music and Texas barbecue
  • Flights, accommodation and luggage included
  • ABTA protected for complete peace of mind

Book Your American Three-Centre Holiday

From the skyscrapers of Chicago to the Mother Road in Oklahoma and the cowboy culture of Texas, this is an American adventure packed with iconic experiences.

Call our expert travelplanners on 020 3542 8888 to book, enquire or find out more.

12 Nights
More USA holiday
From £1,549 per person
Price Breakdown:
Holiday Cost: £1,549 per person
In Destination Cost: £49 per person
Holiday Code: #C12

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