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Chicago, IL Vacation Deals

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Chicago, IL Vacation Deals

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TYPE PRICE DESTINATION DEAL
$860 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $860
Expedia
$922 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $922
Expedia
$1,215 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,215
Expedia
$856 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $856
Expedia
$518 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $518
Expedia
$762 Chicago, Illinois Chicago 5-Star Hotel Sale! 3 Nts + Air Fr $762
Expedia
$1,963 Chicago, Illinois 3.5-Star Chicago Sale! 3 Nts + Air Fr $1,963
Expedia
$1,709 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $1,709
Expedia
$1,439 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $1,439
Expedia
$854 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $854
Expedia
$1,224 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $1,224
Expedia
$2,247 Chicago, Illinois 3.5-Star Chicago Sale! 3 Nts + Air Fr $2,247
Expedia
$1,006 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $1,006
Expedia
$873 Chicago, Illinois Chicago 5-Star Hotel Sale! 3 Nts + Air Fr $873
Expedia
$748 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $748
Expedia
$646 Rosemont, Illinois Rosemont 4-Star Hotel Sale! 3 Nts + Air Fr $646
Expedia
$617 Rosemont, Illinois 3.5-Star Rosemont Sale! 3 Nts + Air Fr $617
Expedia
$1,015 Lombard, Illinois Save at 4.5-Star Hotel: 3 Nts + Air to Lombard Fr $1,015
Expedia
$875 Northbrook, Illinois 4-Star Northbrook Sale! 3 Nts + Air Fr $875
Expedia
$460 Schaumburg, Illinois Save at 3.5-Star Hotel: 3 Nts + Air to Schaumburg Fr $460
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$420 Rosemont, Illinois Save at 4-Star Hotel: 3 Nts + Air to Rosemont Fr $420
Expedia
$990 Deerfield, Illinois 3.5-Star Deerfield Sale! 3 Nts + Air Fr $990
Expedia
$764 Normal, Illinois 3.5-Star Normal Sale! 3 Nts + Air Fr $764
Expedia
PRICEDESTINATIONDEAL
$217 Philadelphia, Pennsylvania American Airlines Fall & Winter Travel Deals
DealBase.com
$138 Philadelphia, Pennsylvania Cheap Flights from Houston
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$408 Philadelphia, Pennsylvania Cheap Flights from San Francisco
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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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