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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$63 Chicago, Illinois Cheap Car Rentals in Chicago Fr $63/Day
CarRentals.com
$149 Chicago, Illinois Virgin America Lowest Fare Deals
DealBase.com
$86 Chicago, Illinois Cheap Car Rentals in Chicago Fr $86/Day
CarRentals.com
$124 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$400 Chicago, Illinois Cheap Car Rentals in Chicago Fr $400/Day
CarRentals.com
$179 Chicago, Illinois Virgin America Lowest Fare Deals
DealBase.com
$50 Chicago, Illinois Cheap Car Rentals in Chicago Fr $50/Day
CarRentals.com
$67 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$43 Chicago, Illinois Cheap Car Rentals in Chicago Fr $43/Day
CarRentals.com
$171 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$68 Chicago, Illinois Cheap Car Rentals in Chicago Fr $68/Day
CarRentals.com
$109 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$24 Chicago, Illinois Cheap Car Rentals in Chicago Fr $24/Day
CarRentals.com
$154 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$62 Chicago, Illinois Cheap Car Rentals in Chicago Fr $62/Day
CarRentals.com
$161 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$59 Chicago, Illinois Cheap Car Rentals in Chicago Fr $59/Day
CarRentals.com
$70 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$88 Chicago, Illinois Cheap Car Rentals in Chicago Fr $88/Day
CarRentals.com
$140 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$92 Chicago, Illinois Cheap Car Rentals in Chicago Fr $92/Day
CarRentals.com
$126 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$78 Chicago, Illinois Cheap Car Rentals in Chicago Fr $78/Day
CarRentals.com
$99 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$73 Chicago, Illinois Cheap Car Rentals in Chicago Fr $73/Day
CarRentals.com
$125 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$65 Chicago, Illinois Cheap Car Rentals in Chicago Fr $65/Day
CarRentals.com
$116 Chicago, Illinois Southwest Airlines Low Fare Travel Sale
DealBase.com
$60 Chicago, Illinois Cheap Car Rentals in Chicago Fr $60/Day
CarRentals.com
SAVE Chicago, Illinois SAVEOmni Chicago Hotel
Priceline.com
$79 Chicago, Illinois Cheap Car Rentals in Chicago Fr $79/Day
CarRentals.com
$83 Chicago, Illinois Cheap Car Rentals in Chicago Fr $83/Day
CarRentals.com
$81 Chicago, Illinois Cheap Car Rentals in Chicago Fr $81/Day
CarRentals.com
$75 Chicago, Illinois Cheap Car Rentals in Chicago Fr $75/Day
CarRentals.com
$228 Chicago, Illinois Cheap Car Rentals in Chicago Fr $228/Day
CarRentals.com
$41 Chicago, Illinois Cheap Car Rentals in Chicago Fr $41/Day
CarRentals.com
$167 Chicago, Illinois Cheap Car Rentals in Chicago Fr $167/Day
CarRentals.com
$66 Chicago, Illinois Cheap Car Rentals in Chicago Fr $66/Day
CarRentals.com
$156 Chicago, Illinois Cheap Car Rentals in Chicago Fr $156/Day
CarRentals.com
$80 Chicago, Illinois Cheap Car Rentals in Chicago Fr $80/Day
CarRentals.com
$42 Chicago, Illinois Cheap Car Rentals in Chicago Fr $42/Day
CarRentals.com
$109 Chicago, Illinois Cheap Car Rentals in Chicago Fr $109/Day
CarRentals.com
$217 Chicago, Illinois Cheap Car Rentals in Chicago Fr $217/Day
CarRentals.com
$99 Chicago, Illinois Cheap Car Rentals in Chicago Fr $99/Day
CarRentals.com
$98 Chicago, Illinois Cheap Car Rentals in Chicago Fr $98/Day
CarRentals.com
$56 Chicago, Illinois Cheap Car Rentals in Chicago Fr $56/Day
CarRentals.com
$64 Chicago, Illinois Cheap Car Rentals in Chicago Fr $64/Day
CarRentals.com
$58 Chicago, Illinois Cheap Car Rentals in Chicago Fr $58/Day
CarRentals.com
$36 Chicago, Illinois Cheap Car Rentals in Chicago Fr $36/Day
CarRentals.com
$47 Chicago, Illinois Cheap Car Rentals in Chicago Fr $47/Day
CarRentals.com
$37 Chicago, Illinois Cheap Car Rentals in Chicago Fr $37/Day
CarRentals.com
$218 Chicago, Illinois Cheap Car Rentals in Chicago Fr $218/Day
CarRentals.com
$46 Chicago, Illinois Cheap Car Rentals in Chicago Fr $46/Day
CarRentals.com
$96 Chicago, Illinois Cheap Car Rentals in Chicago Fr $96/Day
CarRentals.com
$111 Chicago, Illinois Cheap Car Rentals in Chicago Fr $111/Day
CarRentals.com
$31 Chicago, Illinois Cheap Car Rentals in Chicago Fr $31/Day
CarRentals.com
$52 Chicago, Illinois Cheap Car Rentals in Chicago Fr $52/Day
CarRentals.com
$114 Chicago, Illinois Cheap Car Rentals in Chicago Fr $114/Day
CarRentals.com
$200 Chicago, Illinois Cheap Car Rentals in Chicago Fr $200/Day
CarRentals.com
$110 Chicago, Illinois Cheap Car Rentals in Chicago Fr $110/Day
CarRentals.com
$196 Chicago, Illinois Cheap Car Rentals in Chicago Fr $196/Day
CarRentals.com
$178 Chicago, Illinois Cheap Car Rentals in Chicago Fr $178/Day
CarRentals.com
$180 Chicago, Illinois Cheap Car Rentals in Chicago Fr $180/Day
CarRentals.com
$54 Chicago, Illinois Cheap Car Rentals in Chicago Fr $54/Day
CarRentals.com
$70 Chicago, Illinois Cheap Car Rentals in Chicago Fr $70/Day
CarRentals.com
$430 Chicago, Illinois Cheap Car Rentals in Chicago Fr $430/Day
CarRentals.com
$163 Chicago, Illinois Cheap Car Rentals in Chicago Fr $163/Day
CarRentals.com
$55 Chicago, Illinois Cheap Car Rentals in Chicago Fr $55/Day
CarRentals.com
$140 Chicago, Illinois Cheap Car Rentals in Chicago Fr $140/Day
CarRentals.com
$48 Chicago, Illinois Cheap Car Rentals in Chicago Fr $48/Day
CarRentals.com
$57 Chicago, Illinois Cheap Car Rentals in Chicago Fr $57/Day
CarRentals.com
$51 Chicago, Illinois Cheap Car Rentals in Chicago Fr $51/Day
CarRentals.com
$45 Chicago, Illinois Cheap Car Rentals in Chicago Fr $45/Day
CarRentals.com
$181 Chicago, Illinois Cheap Car Rentals in Chicago Fr $181/Day
CarRentals.com
$71 Chicago, Illinois Cheap Car Rentals in Chicago Fr $71/Day
CarRentals.com
$249 Chicago, Illinois Cheap Car Rentals in Chicago Fr $249/Day
CarRentals.com
$34 Chicago, Illinois Cheap Car Rentals in Chicago Fr $34/Day
CarRentals.com
$117 Chicago, Illinois Cheap Car Rentals in Chicago Fr $117/Day
CarRentals.com
$30 Chicago, Illinois Cheap Car Rentals in Chicago Fr $30/Day
CarRentals.com
$69 Chicago, Illinois Cheap Car Rentals in Chicago Fr $69/Day
CarRentals.com
$82 Chicago, Illinois Cheap Car Rentals in Chicago Fr $82/Day
CarRentals.com
$49 Chicago, Illinois Cheap Car Rentals in Chicago Fr $49/Day
CarRentals.com
$27 Chicago, Illinois Cheap Car Rentals in Chicago Fr $27/Day
CarRentals.com
$29 Chicago, Illinois Cheap Car Rentals in Chicago Fr $29/Day
CarRentals.com
$87 Chicago, Illinois Cheap Car Rentals in Chicago Fr $87/Day
CarRentals.com
$25 Chicago, Illinois Cheap Car Rentals in Chicago Fr $25/Day
CarRentals.com
$97 Chicago, Illinois Cheap Car Rentals in Chicago Fr $97/Day
CarRentals.com
$89 Chicago, Illinois Cheap Car Rentals in Chicago Fr $89/Day
CarRentals.com
$53 Chicago, Illinois Cheap Car Rentals in Chicago Fr $53/Day
CarRentals.com
$91 Chicago, Illinois Cheap Car Rentals in Chicago Fr $91/Day
CarRentals.com
PRICEDESTINATIONDEAL
$147 Philadelphia, Pennsylvania Southwest Airlines Low Fare Travel Sale
DealBase.com
$151 Philadelphia, Pennsylvania Cheap Flights from Boston
DealBase.com
$114 Philadelphia, Pennsylvania Southwest Airlines Low Fare Travel Sale
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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