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Chicago Reviews 461
Chicago Offers 10
Chicago Hotels 65
USA Fly-Drives 32
Chicago Offers 10
Chicago Hotels 65
Chicago Fly-Drives 1
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Sable at Navy Pier 4*

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3 nights from £1,029pp
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Sable at Navy Pier 4*
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The Drake 4*

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3 nights from £925pp
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The Drake 4*
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Palmer House Hilton 5*

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3 nights from £789pp
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Palmer House Hilton 5*
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Ambassador Hotel 5*

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3 nights from £699pp
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Ambassador Hotel 5*
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Silversmith Hotel 4*

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3 nights from £879pp
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Silversmith Hotel 4*
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Fairmont Chicago, Millennium Park 5*

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3 nights from £1,035pp
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Fairmont Chicago, Millennium Park 5*
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Drive Route 66 - Fly Drive

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15 nts / 16 days from £2,095pp
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Drive Route 66 - Fly Drive
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The Millennium Knickerbocker 4*

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3 nights from £749pp
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The Millennium Knickerbocker 4*
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Illinois Iconic Route 66

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Personalised Tour

An unforgettable road trip from Chicago to St Louis on the legendary Route 66
8 nts / 9 days from £551pp
Accommodation only
An unforgettable road trip from Chicago to St Louis on the legendary Route 66
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Rhythms of the River

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Personalised Tour

Hit the road with an unforgettable self-drive adventure from Chicago to New Orleans
10 nts / 11 days from £921pp
Accommodation only
Hit the road with an unforgettable self-drive adventure from Chicago to New Orleans
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Chicago Reviews 461
Chicago Offers 10
Chicago Hotels 65
USA Fly-Drives 32
Car Family

Car Rental

Would you like to rent a car for a day or two, or are you planning an adventurous one or two week driving holiday? Perhaps you wish to hire a campervan to tour around in for a month?

We have a selection of vehicles to suit every need, from economy 2 door cars to seven seaters, compact campervans and cool convertibles.

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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