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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$102 Chicago, Illinois Southwest Airlines Adventure on Sale
DealBase.com
$64 Chicago, Illinois Cheap Car Rentals in Chicago Fr $64/Day
CarRentals.com
$79 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$88 Chicago, Illinois Cheap Car Rentals in Chicago Fr $88/Day
CarRentals.com
$79 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$274 Chicago, Illinois Cheap Car Rentals in Chicago Fr $274/Day
CarRentals.com
$59 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$237 Chicago, Illinois Cheap Car Rentals in Chicago Fr $237/Day
CarRentals.com
$39 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$51 Chicago, Illinois Cheap Car Rentals in Chicago Fr $51/Day
CarRentals.com
$29 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$65 Chicago, Illinois Cheap Car Rentals in Chicago Fr $65/Day
CarRentals.com
$278 Chicago, Illinois United Airlines Weekend Specials for 8/26/16
DealBase.com
$37 Chicago, Illinois Cheap Car Rentals in Chicago Fr $37/Day
CarRentals.com
$49 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$72 Chicago, Illinois Cheap Car Rentals in Chicago Fr $72/Day
CarRentals.com
$39 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$68 Chicago, Illinois Cheap Car Rentals in Chicago Fr $68/Day
CarRentals.com
$228 Chicago, Illinois United Airlines Weekend Specials for 8/26/16
DealBase.com
$71 Chicago, Illinois Cheap Car Rentals in Chicago Fr $71/Day
CarRentals.com
$79 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$35 Chicago, Illinois Cheap Car Rentals in Chicago Fr $35/Day
CarRentals.com
$126 Chicago, Illinois Southwest Airlines Adventure on Sale
DealBase.com
$69 Chicago, Illinois Cheap Car Rentals in Chicago Fr $69/Day
CarRentals.com
$79 Chicago, Illinois Southwest Airlines Adventure on Sale
DealBase.com
$39 Chicago, Illinois Cheap Car Rentals in Chicago Fr $39/Day
CarRentals.com
$84 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$20 Chicago, Illinois Cheap Car Rentals in Chicago Fr $20/Day
CarRentals.com
$129 Chicago, Illinois Southwest Airlines Adventure on Sale
DealBase.com
$76 Chicago, Illinois Cheap Car Rentals in Chicago Fr $76/Day
CarRentals.com
$69 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$109 Chicago, Illinois Cheap Car Rentals in Chicago Fr $109/Day
CarRentals.com
$69 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$46 Chicago, Illinois Cheap Car Rentals in Chicago Fr $46/Day
CarRentals.com
$29 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$23 Chicago, Illinois Cheap Car Rentals in Chicago Fr $23/Day
CarRentals.com
$149 Chicago, Illinois Virgin America Lowest Fare Deals
DealBase.com
$36 Chicago, Illinois Cheap Car Rentals in Chicago Fr $36/Day
CarRentals.com
$79 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$150 Chicago, Illinois Cheap Car Rentals in Chicago Fr $150/Day
CarRentals.com
$59 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$42 Chicago, Illinois Cheap Car Rentals in Chicago Fr $42/Day
CarRentals.com
$49 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$31 Chicago, Illinois Cheap Car Rentals in Chicago Fr $31/Day
CarRentals.com
$69 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$45 Chicago, Illinois Cheap Car Rentals in Chicago Fr $45/Day
CarRentals.com
$149 Chicago, Illinois Virgin America Lowest Fare Deals
DealBase.com
$25 Chicago, Illinois Cheap Car Rentals in Chicago Fr $25/Day
CarRentals.com
$59 Chicago, Illinois Frontier Airlines Fares on Sale
DealBase.com
$53 Chicago, Illinois Cheap Car Rentals in Chicago Fr $53/Day
CarRentals.com
SAVE Chicago, Illinois SAVE Omni Chicago Hotel
Priceline.com
$200 Chicago, Illinois Cheap Car Rentals in Chicago Fr $200/Day
CarRentals.com
$24 Chicago, Illinois Cheap Car Rentals in Chicago Fr $24/Day
CarRentals.com
$75 Chicago, Illinois Cheap Car Rentals in Chicago Fr $75/Day
CarRentals.com
$44 Chicago, Illinois Cheap Car Rentals in Chicago Fr $44/Day
CarRentals.com
$74 Chicago, Illinois Cheap Car Rentals in Chicago Fr $74/Day
CarRentals.com
$60 Chicago, Illinois Cheap Car Rentals in Chicago Fr $60/Day
CarRentals.com
$59 Chicago, Illinois Cheap Car Rentals in Chicago Fr $59/Day
CarRentals.com
$81 Chicago, Illinois Cheap Car Rentals in Chicago Fr $81/Day
CarRentals.com
$304 Chicago, Illinois Cheap Car Rentals in Chicago Fr $304/Day
CarRentals.com
$337 Chicago, Illinois Cheap Car Rentals in Chicago Fr $337/Day
CarRentals.com
$238 Chicago, Illinois Cheap Car Rentals in Chicago Fr $238/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
$22 Chicago, Illinois Cheap Car Rentals in Chicago Fr $22/Day
CarRentals.com
$139 Chicago, Illinois Cheap Car Rentals in Chicago Fr $139/Day
CarRentals.com
$95 Chicago, Illinois Cheap Car Rentals in Chicago Fr $95/Day
CarRentals.com
$348 Chicago, Illinois Cheap Car Rentals in Chicago Fr $348/Day
CarRentals.com
$187 Chicago, Illinois Cheap Car Rentals in Chicago Fr $187/Day
CarRentals.com
$169 Chicago, Illinois Cheap Car Rentals in Chicago Fr $169/Day
CarRentals.com
$47 Chicago, Illinois Cheap Car Rentals in Chicago Fr $47/Day
CarRentals.com
$114 Chicago, Illinois Cheap Car Rentals in Chicago Fr $114/Day
CarRentals.com
$180 Chicago, Illinois Cheap Car Rentals in Chicago Fr $180/Day
CarRentals.com
$50 Chicago, Illinois Cheap Car Rentals in Chicago Fr $50/Day
CarRentals.com
$90 Chicago, Illinois Cheap Car Rentals in Chicago Fr $90/Day
CarRentals.com
$54 Chicago, Illinois Cheap Car Rentals in Chicago Fr $54/Day
CarRentals.com
$52 Chicago, Illinois Cheap Car Rentals in Chicago Fr $52/Day
CarRentals.com
$70 Chicago, Illinois Cheap Car Rentals in Chicago Fr $70/Day
CarRentals.com
$87 Chicago, Illinois Cheap Car Rentals in Chicago Fr $87/Day
CarRentals.com
$29 Chicago, Illinois Cheap Car Rentals in Chicago Fr $29/Day
CarRentals.com
$19 Chicago, Illinois Cheap Car Rentals in Chicago Fr $19/Day
CarRentals.com
$33 Chicago, Illinois Cheap Car Rentals in Chicago Fr $33/Day
CarRentals.com
$225 Chicago, Illinois Cheap Car Rentals in Chicago Fr $225/Day
CarRentals.com
$18 Chicago, Illinois Cheap Car Rentals in Chicago Fr $18/Day
CarRentals.com
$89 Chicago, Illinois Cheap Car Rentals in Chicago Fr $89/Day
CarRentals.com
$126 Chicago, Illinois Cheap Car Rentals in Chicago Fr $126/Day
CarRentals.com
$43 Chicago, Illinois Cheap Car Rentals in Chicago Fr $43/Day
CarRentals.com
$58 Chicago, Illinois Cheap Car Rentals in Chicago Fr $58/Day
CarRentals.com
$249 Chicago, Illinois Cheap Car Rentals in Chicago Fr $249/Day
CarRentals.com
$63 Chicago, Illinois Cheap Car Rentals in Chicago Fr $63/Day
CarRentals.com
$77 Chicago, Illinois Cheap Car Rentals in Chicago Fr $77/Day
CarRentals.com
$41 Chicago, Illinois Cheap Car Rentals in Chicago Fr $41/Day
CarRentals.com
$66 Chicago, Illinois Cheap Car Rentals in Chicago Fr $66/Day
CarRentals.com
$79 Chicago, Illinois Cheap Car Rentals in Chicago Fr $79/Day
CarRentals.com
$48 Chicago, Illinois Cheap Car Rentals in Chicago Fr $48/Day
CarRentals.com
$61 Chicago, Illinois Cheap Car Rentals in Chicago Fr $61/Day
CarRentals.com
$99 Chicago, Illinois Cheap Car Rentals in Chicago Fr $99/Day
CarRentals.com
$199 Chicago, Illinois Cheap Car Rentals in Chicago Fr $199/Day
CarRentals.com
$62 Chicago, Illinois Cheap Car Rentals in Chicago Fr $62/Day
CarRentals.com
$97 Chicago, Illinois Cheap Car Rentals in Chicago Fr $97/Day
CarRentals.com
PRICEDESTINATIONDEAL
$127 Philadelphia, Pennsylvania Cheap Flights from Boston
DealBase.com
$69 Philadelphia, Pennsylvania Frontier Airlines Fares on Sale
DealBase.com
$39 Philadelphia, Pennsylvania Frontier Airlines Fares on 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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