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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$209 Chicago, Illinois Hyatt Regency Chicago on Sale: Book 3 Nts in Apr Fr $209+/Nt
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$149 Chicago, Illinois Chicago Savings! Book 3 Nts in Apr at Congress Plaza Fr $149+/Nt
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$226 Chicago, Illinois Save at 4-Star JW Marriott Chicago: $226 & Up in Apr
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$162 Chicago, Illinois Book the Omni Chicago 3 Nts in Apr Fr $162+/Nt
Save with Expedia, $17/night less
$224 Chicago, Illinois $224 & Up: Hilton Chicago 4-Star Hotel in Chicago
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$199 Chicago, Illinois Book in Chicago: Save this Apr Fr $199+/Nt
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$121 Chicago, Illinois Warwick Allerton Chicago on Sale: Book 3 Nts in Apr Fr $121+/Nt
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$155 Chicago, Illinois Apr deal: Crowne Plaza Chicago - The Metro Fr $155+/Nt
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$343 Chicago, Illinois Trump International & Tower Chicago in Apr: $343 & Up
Save with Expedia, $86/night less
$136 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $136+/Nt
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$173 Chicago, Illinois Special deal: 3.5-Star Central Loop Fr $173+/Nt
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$277 Chicago, Illinois The Ritz-Carlton Chicago (A Four Seasons ) in Apr: $277 & Up
Save with Expedia, $138/night less
$175 Chicago, Illinois Apr deal: theWit - A DoubleTree by Hilton Fr $175+/Nt
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$208 Chicago, Illinois Book the The James Chicago 3 Nts in Apr Fr $208+/Nt
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$173 Chicago, Illinois Book 3-Star La Quinta Inn & Suites Chicago Downtown Fr $173+/Nt
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$250 Chicago, Illinois $250 & Up: Four Seasons Chicago 5-Star Hotel in Chicago
Save with Expedia, $125/night less
$179 Chicago, Illinois Chicago Savings! Book at The Drake Fr $179+/Nt
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$207 Chicago, Illinois Swissotel Chicago on Sale: Book 3 Nts in Apr Fr $207+/Nt
Save with Expedia, $23/night less
$183 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr Fr $183+/Nt
Save with Expedia, $61/night less
$183 Chicago, Illinois Save in Chicago: Book 3 Nts in Apr at River Fr $183+/Nt
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$156 Chicago, Illinois Book 4-Star The Tremont Chicago at Magnificent Mile Fr $156+/Nt
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$159 Chicago, Illinois Special deal: 4-Star The Whitehall Fr $159+/Nt
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$207 Chicago, Illinois Chicago Savings! Book at Monaco Chicago - a Kimpton Fr $207+/Nt
Save with Expedia, $22/night less
$121 Chicago, Illinois Apr deal: Indigo Chicago Downtown Gold Coast Fr $121+/Nt
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$219 Chicago, Illinois Save Big This Apr! Book 3 Nts in Chicago Fr $219+/Nt
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$176 Chicago, Illinois Hampton Majestic Chicago Theatre District in Apr: $176 & Up
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$129 Chicago, Illinois Book 3 Nts in Chicago this Apr Fr $129+/Nt
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$1,124 Chicago, Illinois Chicago 4.5-Star Hotel Sale! 3 Nts + Air Fr $1,124
Expedia
$2,005 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $2,005
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$3,776 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $3,776
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$1,545 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,545
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$574 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $574
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$912 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $912
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$1,236 Chicago, Illinois Chicago 5-Star Hotel Sale! 3 Nts + Air Fr $1,236
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$637 Chicago, Illinois Chicago 5-Star Hotel Sale! 3 Nts + Air Fr $637
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$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$145 Bedford Park, Illinois Book 3 Nts in Bedford Park this Apr Fr $145+/Nt
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$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
$136 Bedford Park, Illinois Hampton Inn Chicago-Midway Airport in Apr: $136 & Up
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$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$68 Bridgeview, Illinois Book the Super 8 Bridgeview/Chicago Area 3 Nts in Apr Fr $68+/Nt
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$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$90 Westchester, Illinois Hampton Inn Chicago/Westchester (Oak Brook) in Apr: $90 & Up
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$94 Countryside, Illinois Apr deal: BEST WESTERN Chicagoland - Countryside Fr $94+/Nt
Save with Expedia, $23/night less
$105 Schiller Park, Illinois Schiller Park Savings! Book 3 Nts in Apr Fr $105+/Nt
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$108 Schiller Park, Illinois Four Points by Sheraton Chicago O'Hare Airport in Apr: $108 & Up
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$57 Schiller Park, Illinois Book in Schiller Park: Save this Apr Fr $57+/Nt
Save with Expedia, $38/night less
$120 Crestwood, Illinois Holiday Inn Express Crestwood in Apr: $120 & Up
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$161 Evanston, Illinois Save Big This Apr! Book 3 Nts in Evanston Fr $161+/Nt
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$136 Evanston, Illinois Evanston Savings! Book 3 Nts in Apr Fr $136+/Nt
Save with Expedia, $23/night less
$136 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $136+/Nt
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$150 Rosemont, Illinois Save in Rosemont: Book 3 Nts in Apr Fr $150+/Nt
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$112 Rosemont, Illinois $112 & Up: Hyatt Regency O'Hare 4-Star Hotel in Rosemont
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$114 Rosemont, Illinois Doubletree Chicago O'Hare Airport - Rosemont in Apr: $114 & Up
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$121 Willowbrook, Illinois Champagne Lodge and Luxury Suites in Apr: $121 & Up
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$139 Oakbrook Terrace, Illinois Book 3.5-Star Hilton Chicago Oak Brook Suites Fr $139+/Nt
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$94 Glenview, Illinois Book 3 Nts in Glenview this Apr Fr $94+/Nt
Save with Expedia, $10/night less
$102 Des Plaines, Illinois Apr deal: Hilton Garden Inn Chicago O'Hare Airport Fr $102+/Nt
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$112 Addison, Illinois Hilton Garden Inn Addison on Sale: Book 3 Nts in Apr Fr $112+/Nt
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$108 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $108+/Nt
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$119 Wood Dale, Illinois Wood Dale Savings! Book 3 Nts in Apr Fr $119+/Nt
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$129 Downers Grove, Illinois Save Big This Apr! Book 3 Nts in Downers Grove Fr $129+/Nt
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$141 Itasca, Illinois Itasca Savings! Book at Eaglewood & Spa Fr $141+/Nt
Save with Expedia, $15/night less
$94 Itasca, Illinois Save Big This Apr! Book 3 Nts at Hyatt Place Itasca Fr $94+/Nt
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$117 Tinley Park, Illinois Hilton Garden Inn Chicago/Tinley Park in Apr: $117 & Up
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$108 Tinley Park, Illinois Small budget: Stay in Tinley Park this Apr Fr $108+/Nt
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$119 Northbrook, Illinois Save at 3.5-Star Hilton Northbrook: $119 & Up in Apr
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$144 Lisle, Illinois Hilton Lisle / Naperville on Sale: Book 3 Nts in Apr Fr $144+/Nt
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$102 Lisle, Illinois Save in Lisle: Book 3 Nts in Apr Fr $102+/Nt
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$126 Bloomingdale, Illinois Apr deal: Hilton Chicago/Indian Lakes Fr $126+/Nt
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$95 Arlington Heights, Illinois Small budget: Stay in Arlington Heights this Apr Fr $95+/Nt
Save with Expedia, $32/night less
$119 Arlington Heights, Illinois Save Big This Apr! Book 3 Nts in Arlington Heights Fr $119+/Nt
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$119 Matteson, Illinois Book in Matteson: Save this Apr Fr $119+/Nt
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$370 Rosemont, Illinois 4-Star Rosemont Sale! 3 Nts + Air Fr $370
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$692 Rosemont, Illinois Rosemont 3.5-Star Hotel Sale! 3 Nts + Air Fr $692
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$134 Naperville, Illinois Small budget: Stay in Naperville this Apr Fr $134+/Nt
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$110+ Michigan City, Indiana Pottawattamie Park Vacation Rental Deals From $110
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$168 Naperville, Illinois Apr deal: Arista at CityGate Centre Fr $168+/Nt
Save with Expedia, $18/night less
$144+ New Buffalo, Michigan Hooks Corner Vacation Rental Deals From $144
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$84 Naperville, Illinois Book 3 Nts in Naperville this Apr Fr $84+/Nt
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$130+ New Buffalo, Michigan Michiana Vacation Rental Deals From $130
Tripping
$124 Lincolnshire, Illinois Apr deal: Hampton Inn and Suites Chicago Lincolnshire Fr $124+/Nt
Expedia
$85 Lincolnshire, Illinois Book 3 Nts in Lincolnshire this Apr Fr $85+/Nt
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$99 Warrenville, Illinois Small budget: Stay in Warrenville this Apr Fr $99+/Nt
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$112 Warrenville, Illinois Hyatt Place Chicago/Naperville/Warrenville in Apr: $112 & Up
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$89 Warrenville, Illinois HYATT house Chicago/Naperville/Warrenville in Apr: $89 & Up
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$107 Lake Forest, Illinois Lake Forest Savings! Book 3 Nts in Apr Fr $107+/Nt
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$106 Deer Park, Illinois Save Big This Apr! Book 3 Nts in Deer Park Fr $106+/Nt
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$107 Joliet, Illinois Joliet Savings! Book at Hampton Inn Joliet I-55 Fr $107+/Nt
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$144 Mundelein, Illinois Save in Mundelein: Book 3 Nts in Apr Fr $144+/Nt
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$102 Libertyville, Illinois Save Big This Apr! Book 3 Nts in Libertyville Fr $102+/Nt
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$102 Saint Charles, Illinois Hilton Garden Inn St. Charles in Apr: $102 & Up
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$48 Saint Charles, Illinois Small budget: Stay in Saint Charles this Apr Fr $48+/Nt
Save with Expedia, $48/night less
$102 Saint Charles, Illinois Book in Saint Charles: Save this Apr Fr $102+/Nt
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$102 Chesterton, Indiana Apr deal: Hilton Garden Inn Chesterton Fr $102+/Nt
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$112 Aurora, Illinois Save Big This Apr! Book 3 Nts in Aurora Fr $112+/Nt
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$116 Gurnee, Illinois Book 3 Nts in Gurnee this Apr Fr $116+/Nt
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$110 Valparaiso, Indiana Book the Hampton Inn & Suites Valparaiso 3 Nts in Apr Fr $110+/Nt
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$138 Valparaiso, Indiana Valparaiso Savings! Book 3 Nts in Apr Fr $138+/Nt
Save with Expedia, $24/night less
$70 Zion, Illinois Illinois Beach and Conference Center in Apr: $70 & Up
Save with Expedia, $30/night less
PRICEDESTINATIONDEAL
$304 Philadelphia, Pennsylvania Cheap Flights from Denver
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$43 Philadelphia, Pennsylvania Spirit Airlines $9 Fare Club Deals
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$228 Philadelphia, Pennsylvania United Airlines Weekend Specials for 4/24/15
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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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