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EXCLUSIVE OFFERS TO Chicago WITH FLIGHTS INCLUDED

Fairmont Chicago, Millennium Park 5*

DialAFlight offer

Save 10%

3 nights from £1,069pp (inc flights)
0 days from £1,069pp (inc flights)
Fairmont Chicago, Millennium Park 5*

Fairmont Chicago, Millennium Park 5*

offer 3 nights from £1,069pp (including flights) Save 10% 0 days from £1,069pp

The Fairmont Chicago is a beautiful, deluxe hotel located across the street from Grant Park, a half a block from Michigan Avenue. This delightful property offers the perfect blend of high quality service and deluxe accommodations. Here you can enjoy the warm, professional service with a smile that distinguish the best hotels, and make this a top choice for discriminating travellers. Each of the spacious rooms is tastefully decorated with rich, antique style furniture.

Valid from 01/06/2022 until 30/06/2022

98% would book again with DialAFlight
based on responses on Trustpilot

020·7962·9933

Still the best value after 40 years
Further details

Sable at Navy Pier 4*

DialAFlight offer

Save 10%

3 nights from £1,025pp (inc flights)
0 days from £1,025pp (inc flights)
Sable at Navy Pier 4*

Sable at Navy Pier 4*

offer 3 nights from £1,025pp (including flights) Save 10% 0 days from £1,025pp

Located right on Chicago’s Navy Pier, this unique hotel offers incredible views of the city skyline and Lake Michigan. It's within 10 minutes of iconic attractions like Cloud Gate, Magnificent Mile, the Wrigley Building and one of the area's many beaches. Enjoy several parks, restaurants, bars, and entertainment venues in the heart of Chicago, just a few minutes away. The hotel has a restaurant and fitness centre on site and all rooms have magnificent views.

Valid from 01/09/2022 until 30/09/2022

98% would book again with DialAFlight
based on responses on Trustpilot

020·7962·9933

Still the best value after 40 years
Further details

Route 66 - self drive

DialAFlight offer

Save 10% + car hire

15 nights from £1,899pp (inc flights)
0 days from £1,899pp (inc flights)
Route 66 - self drive

Route 66 - self drive

offer 15 nights from £1,899pp (including flights) Save 10% + car hire 0 days from £1,899pp

Tick one of the most famous road trips off your bucket list with an epic 16-day journey across the length of Route 66. Arrive in Chicago with time to explore this fascinating city before you head west, stopping off to see Native American history, the incredible Grand Canyon and experience a classic American diner as you see St Louis, Oklahoma and Vegas. You'll even have time to chill in the allure of Santa Monica.

Valid from 15/08/2022 until 30/10/2022

98% would book again with DialAFlight
based on responses on Trustpilot

020·7962·9933

Still the best value after 40 years
Further details

Palmer House Hilton 5*

DialAFlight offer

Save 10%

3 nights from £969pp (inc flights)
0 days from £969pp (inc flights)
Palmer House Hilton 5*

Palmer House Hilton 5*

offer 3 nights from £969pp (including flights) Save 10% 0 days from £969pp

Set in the theater and financial district, this plush, venerable hotel is a timeless classic that offers historic charm with modern amenities to amplify any visit to the Windy City. The Palmer House Hilton is just one block away from Millennium park and some of the city's finest spots.

Valid from 01/06/2022 until 30/06/2022

98% would book again with DialAFlight
based on responses on Trustpilot

020·7962·9933

Still the best value after 40 years
Further details

Silversmith Hotel 4*

DialAFlight offer

Save 10%

3 nights from £849pp (inc flights)
0 days from £849pp (inc flights)
Silversmith Hotel 4*

Silversmith Hotel 4*

offer 3 nights from £849pp (including flights) Save 10% 0 days from £849pp

Experience Chicago's bustling Downtown at the refined Silversmith Hotel. With an innovative lounge and restaurant, spacious guestrooms and examplary service, this is the perfect place to relax and unwind after a day taking in the best of the city.

Valid from 01/06/2022 until 30/06/2022

98% would book again with DialAFlight
based on responses on Trustpilot

020·7962·9933

Still the best value after 40 years
Further details

Ambassador Hotel 5*

DialAFlight offer

Save 10%

3 nights from £785pp (inc flights)
0 days from £785pp (inc flights)
Ambassador Hotel 5*

Ambassador Hotel 5*

offer 3 nights from £785pp (including flights) Save 10% 0 days from £785pp

Stay in the delightful Gold Coast Neighbourhood and enjoy a 5* stay of grandeur at the Ambassador Hotel. This 5* hotel is almost as iconic as the many landmarks in the area, including the Magnificent Mile and Water Tower Place.

Valid from 01/06/2022 until 30/06/2022

98% would book again with DialAFlight
based on responses on Trustpilot

020·7962·9933

Still the best value after 40 years
Further details

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Fly and Drive

Whether you simply wish to rent a car for a day, or are planning an adventurous Fly-Drive holiday, we have a selection of vehicles to suit every need.

For the adventure-seekers, we can easily customise a route to suit your exact requirements or we offer a range of self-guided itineraries where we can book your car and accommodation for you, please call us for advice.

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Route 66 - self drive

DialAFlight offer

The ultimate all-American road trip takes you along the world's most famous road, from Chicago to Santa Monica.
0 nights from £904pp (inc flights)
16 days from £904pp (inc flights)
The ultimate all-American road trip takes you along the world's most famous road, from Chicago to Santa Monica.

The ultimate all-American road trip takes you along the world's most famous road, from Chicago to Santa Monica.

offer 0 nights from £904pp (including flights) 16 days from £904pp

The famous Route 66, also known as the Main Street of America, stretches across the USA, from Illinois in the east to California in the west. This 16-day self-drive tour takes you along its entire length, giving you plenty of time to explore the towns and cities along the route, and even making a short detour to glitzy Las Vegas.

Valid from 31/10/2022 until 31/03/2023

98% would book again with DialAFlight
based on responses on Trustpilot

020·7962·9933

Still the best value after 40 years
Further details

Not quite what you're looking for?
We can easily customise an offer to suit your exact requirements

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Not quite what you're looking for?
We can easily customise an offer to suit your exact requirements