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Chicago Offers 5
Chicago Hotels 55
Chicago Fly-Drives 1

Staying in Chicago? Did you know you get better
value by booking flights and hotels together?

Sable at Navy Pier 4*

DialAFlight offer

Save 10%

3 nights from £1,059pp
Includes flights
Sable at Navy Pier 4*
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The Drake 4*

DialAFlight offer

Save 10%

3 nights from £1,039pp
Includes flights
The Drake 4*
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Palmer House Hilton 5*

DialAFlight offer

Save 10%

3 nights from £1,055pp
Includes flights
Palmer House Hilton 5*
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Ambassador Hotel 5*

DialAFlight offer

Save 10%

3 nights from £835pp
Includes flights
Ambassador Hotel 5*
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Route 66 - Fly Drive

DialAFlight offer

Personalised Tour

The ultimate all-American road trip takes you along the world's most famous road, from Chicago to Santa Monica.
15 nts / 16 days from £1,062pp
Accommodation only
The ultimate all-American road trip takes you along the world's most famous road, from Chicago to Santa Monica.
Further details

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We can easily customise an offer to suit your exact requirements Choose from another 55 luxury hotels

Dial Up The Wow

Chicago Reviews 399
USA Fly-Drives 32
Chicago Offers 5
Chicago Hotels 55
Car Family

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.

SEE ALL CAR RENTAL PRICES

For more inspiration, read what travel writers have to say...

Singing the blues in Chicago!

The Windy City is unbeatable for music, art and glitz, says Mark Porter

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