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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$96 Chicago, Illinois Cheap Car Rentals in Chicago Fr $96/Day
CarRentals.com
$101 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$33 Chicago, Illinois Cheap Car Rentals in Chicago Fr $33/Day
CarRentals.com
$124 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$80 Chicago, Illinois Cheap Car Rentals in Chicago Fr $80/Day
CarRentals.com
$74 Chicago, Illinois Frontier Airlines Evergreen Sale
DealBase.com
$42 Chicago, Illinois Cheap Car Rentals in Chicago Fr $42/Day
CarRentals.com
$183 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$114 Chicago, Illinois Cheap Car Rentals in Chicago Fr $114/Day
CarRentals.com
$126 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$41 Chicago, Illinois Cheap Car Rentals in Chicago Fr $41/Day
CarRentals.com
$161 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$68 Chicago, Illinois Cheap Car Rentals in Chicago Fr $68/Day
CarRentals.com
$144 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$172 Chicago, Illinois Cheap Car Rentals in Chicago Fr $172/Day
CarRentals.com
$154 Chicago, Illinois Southwest Airlines Phoenix Sale
DealBase.com
$77 Chicago, Illinois Cheap Car Rentals in Chicago Fr $77/Day
CarRentals.com
$153 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$31 Chicago, Illinois Cheap Car Rentals in Chicago Fr $31/Day
CarRentals.com
$89 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$49 Chicago, Illinois Cheap Car Rentals in Chicago Fr $49/Day
CarRentals.com
$110 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$162 Chicago, Illinois Cheap Car Rentals in Chicago Fr $162/Day
CarRentals.com
$186 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$516 Chicago, Illinois Cheap Car Rentals in Chicago Fr $516/Day
CarRentals.com
$136 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$110 Chicago, Illinois Cheap Car Rentals in Chicago Fr $110/Day
CarRentals.com
$149 Chicago, Illinois Virgin America Land the Lowest Fares
DealBase.com
$171 Chicago, Illinois Cheap Car Rentals in Chicago Fr $171/Day
CarRentals.com
$99 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$30 Chicago, Illinois Cheap Car Rentals in Chicago Fr $30/Day
CarRentals.com
SAVE Chicago, Illinois SAVEChicago Marriott Midway
Priceline.com
$32 Chicago, Illinois Cheap Car Rentals in Chicago Fr $32/Day
CarRentals.com
$179 Chicago, Illinois Virgin America Land the Lowest Fares
DealBase.com
$94 Chicago, Illinois Cheap Car Rentals in Chicago Fr $94/Day
CarRentals.com
$179 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$78 Chicago, Illinois Cheap Car Rentals in Chicago Fr $78/Day
CarRentals.com
$144 Chicago, Illinois United Airlines US Fare Sale for Fall Travel
DealBase.com
$211 Chicago, Illinois Cheap Car Rentals in Chicago Fr $211/Day
CarRentals.com
$170 Chicago, Illinois Southwest Airlines Low Fares for Fall Travel
DealBase.com
$27 Chicago, Illinois Cheap Car Rentals in Chicago Fr $27/Day
CarRentals.com
$70 Chicago, Illinois Cheap Car Rentals in Chicago Fr $70/Day
CarRentals.com
$44 Chicago, Illinois Cheap Car Rentals in Chicago Fr $44/Day
CarRentals.com
$69 Chicago, Illinois Cheap Car Rentals in Chicago Fr $69/Day
CarRentals.com
$166 Chicago, Illinois Cheap Car Rentals in Chicago Fr $166/Day
CarRentals.com
$100 Chicago, Illinois Cheap Car Rentals in Chicago Fr $100/Day
CarRentals.com
$38 Chicago, Illinois Cheap Car Rentals in Chicago Fr $38/Day
CarRentals.com
$24 Chicago, Illinois Cheap Car Rentals in Chicago Fr $24/Day
CarRentals.com
$98 Chicago, Illinois Cheap Car Rentals in Chicago Fr $98/Day
CarRentals.com
$91 Chicago, Illinois Cheap Car Rentals in Chicago Fr $91/Day
CarRentals.com
$37 Chicago, Illinois Cheap Car Rentals in Chicago Fr $37/Day
CarRentals.com
$161 Chicago, Illinois Cheap Car Rentals in Chicago Fr $161/Day
CarRentals.com
$83 Chicago, Illinois Cheap Car Rentals in Chicago Fr $83/Day
CarRentals.com
$75 Chicago, Illinois Cheap Car Rentals in Chicago Fr $75/Day
CarRentals.com
$249 Chicago, Illinois Cheap Car Rentals in Chicago Fr $249/Day
CarRentals.com
$137 Chicago, Illinois Cheap Car Rentals in Chicago Fr $137/Day
CarRentals.com
$210 Chicago, Illinois Cheap Car Rentals in Chicago Fr $210/Day
CarRentals.com
$106 Chicago, Illinois Cheap Car Rentals in Chicago Fr $106/Day
CarRentals.com
$160 Chicago, Illinois Cheap Car Rentals in Chicago Fr $160/Day
CarRentals.com
$73 Chicago, Illinois Cheap Car Rentals in Chicago Fr $73/Day
CarRentals.com
$179 Chicago, Illinois Cheap Car Rentals in Chicago Fr $179/Day
CarRentals.com
$200 Chicago, Illinois Cheap Car Rentals in Chicago Fr $200/Day
CarRentals.com
$90 Chicago, Illinois Cheap Car Rentals in Chicago Fr $90/Day
CarRentals.com
$107 Chicago, Illinois Cheap Car Rentals in Chicago Fr $107/Day
CarRentals.com
$72 Chicago, Illinois Cheap Car Rentals in Chicago Fr $72/Day
CarRentals.com
$45 Chicago, Illinois Cheap Car Rentals in Chicago Fr $45/Day
CarRentals.com
$182 Chicago, Illinois Cheap Car Rentals in Chicago Fr $182/Day
CarRentals.com
$79 Chicago, Illinois Cheap Car Rentals in Chicago Fr $79/Day
CarRentals.com
$40 Chicago, Illinois Cheap Car Rentals in Chicago Fr $40/Day
CarRentals.com
$74 Chicago, Illinois Cheap Car Rentals in Chicago Fr $74/Day
CarRentals.com
$46 Chicago, Illinois Cheap Car Rentals in Chicago Fr $46/Day
CarRentals.com
$136 Chicago, Illinois Cheap Car Rentals in Chicago Fr $136/Day
CarRentals.com
$39 Chicago, Illinois Cheap Car Rentals in Chicago Fr $39/Day
CarRentals.com
$47 Chicago, Illinois Cheap Car Rentals in Chicago Fr $47/Day
CarRentals.com
$25+ United States Copa America Partner City Deal | 20% Discount – From $25
Sixt rent a car
PRICEDESTINATIONDEAL
$166 Philadelphia, Pennsylvania Southwest Airlines Low Fares for Fall Travel
DealBase.com
$120 Philadelphia, Pennsylvania Southwest Airlines Low Fares for Fall Travel
DealBase.com
$227 Philadelphia, Pennsylvania Cheap Flights from Las Vegas
DealBase.com
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Chicago Travel Tips

A shiny metropolis where complete strangers ask you if you need directions? Only in the Midwest. Take in loads of friendliness, not to mention cool architecture and major museums.
  • It's a great view … if you're a girl. One of the best views of the city is from the ladies' room in the Hancock Building's Signature Lounge. Tough luck, gentlemen.
  • You can make your mark, just don't use profanity. Gino's East Pizza bakes pies-to-die-for and features patron-placed graffiti all over its walls and tables.
  • Fond o' fondue, are you? Us too. Visit Geja's Cafe in Lincoln Park, a romantically-lit grotto with an astounding array of dip-able dining that also features flamenco and classical guitarists.
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