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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$138 Chicago, Illinois Club Quarters, Central Loop in Aug: $138 & Up
Expedia
$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
Priceline.com
$315 Chicago, Illinois Book 5-Star Park Hyatt Chicago Fr $315+/Nt
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$119+ Chicago, Illinois $119: The Palmer House Hilton, Chicago
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$143 Chicago, Illinois Aug deal: Hilton Chicago O'Hare Airport Fr $143+/Nt
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$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago
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$343 Chicago, Illinois Aug deal: Trump International & Tower Chicago Fr $343+/Nt
Save with Expedia, $86/night less
$109+ Chicago, Illinois $109: The Willows Hotel, Chicago
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$184 Chicago, Illinois Book 4-Star W Chicago - City Center in Chicago Fr $184+/Nt
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$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
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$136 Chicago, Illinois Small budget: Book Chicago's Essex Inn 3 Nts in Aug Fr $136+/Nt
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$395+ Chicago, Illinois $395: The Peninsula Chicago
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$283 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $283+/Nt
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$188+ Chicago, Illinois $188: Loews Chicago Hotel
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$136 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $136+/Nt
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$152+ Chicago, Illinois $152: Hotel Monaco Chicago, a Kimpton Hotel
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$147 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $147+/Nt
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$139+ Chicago, Illinois $139: The Drake Hotel, Chicago
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$116 Chicago, Illinois Chicago Savings! Book at Warwick Allerton Chicago Fr $116+/Nt
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$153+ Chicago, Illinois $153: Kinzie Hotel, Chicago
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$144 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug Fr $144+/Nt
Expedia
$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
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$187 Chicago, Illinois Book in Chicago: Save this Aug Fr $187+/Nt
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$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
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$171 Chicago, Illinois Book 3 Nts in Chicago this Aug Fr $171+/Nt
Expedia
$111+ Chicago, Illinois $111: Chicago's Essex Inn
Priceline.com
$164 Chicago, Illinois Chicago Savings! Book at W Chicago Lakeshore Fr $164+/Nt
Expedia
$109 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $109+/Nt
Expedia
$206 Chicago, Illinois Book in Chicago: Save this Aug Fr $206+/Nt
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$289 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $289+/Nt
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$141 Chicago, Illinois Chicago Savings! Book 3 Nts in Aug at Central Loop Fr $141+/Nt
Expedia
$239 Chicago, Illinois Chicago Savings! Book at Radisson Blu Aqua Fr $239+/Nt
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$187 Chicago, Illinois Save at 4-Star Wyndham Grand Chicago Riverfront: $187 & Up in Aug
Save with Expedia, $9/night less
$159 Chicago, Illinois Aug deal: BEST WESTERN Grant Park Fr $159+/Nt
Expedia
$270 Chicago, Illinois Book in Chicago: Save this Aug Fr $270+/Nt
Save with Expedia, $135/night less
$85 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $85+/Nt
Save with Expedia, $15/night less
$125 Chicago, Illinois Aug deal: Millennium Knickerbocker Chicago Fr $125+/Nt
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$172 Chicago, Illinois Save in Chicago: Book 3 Nts in Aug Fr $172+/Nt
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$141 Chicago, Illinois Save Big This Aug! Book 3 Nts in Chicago Fr $141+/Nt
Expedia
$157 Chicago, Illinois Book the The Silversmith 3 Nts in Aug Fr $157+/Nt
Save with Expedia, $52/night less
$153 Chicago, Illinois Aug deal: Blake Chicago Fr $153+/Nt
Expedia
$173 Chicago, Illinois Book 3-Star La Quinta Inn & Suites Chicago Downtown Fr $173+/Nt
Expedia
$219 Chicago, Illinois Aug deal: Hilton Suites Chicago/Magnificent Mile Fr $219+/Nt
Expedia
$857 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $857
Expedia
$1,096 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $1,096
Expedia
$1,658 Chicago, Illinois 5-Star Chicago Sale! 3 Nts + Air Fr $1,658
Expedia
$1,959 Chicago, Illinois Chicago 5-Star Hotel Sale! 3 Nts + Air Fr $1,959
Expedia
$2,237 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $2,237
Expedia
$891 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $891
Expedia
$1,206 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,206
Expedia
$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$136 Bedford Park, Illinois Bedford Park Savings! Book 3 Nts in Aug Fr $136+/Nt
Expedia
$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
$145 Bedford Park, Illinois Book 3-Star Hilton Garden Inn Chicago Midway Airport Fr $145+/Nt
Expedia
$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$152 Oak Lawn, Illinois Oak Lawn Savings! Book at Hilton Chicago/Oak Lawn Fr $152+/Nt
Expedia
$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$84 Burbank, Illinois Save Big This Aug! Book 3 Nts in Burbank Fr $84+/Nt
Expedia
$89 Westchester, Illinois Aug deal: Hampton Inn Chicago/Westchester (Oak Brook) Fr $89+/Nt
Expedia
$97 Countryside, Illinois Book in Countryside: Save this Aug Fr $97+/Nt
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$109 Schiller Park, Illinois Four Points by Sheraton Chicago O'Hare Airport in Aug: $109 & Up
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$146 Schiller Park, Illinois Save Big This Aug! Book 3 Nts in Schiller Park Fr $146+/Nt
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$134 Alsip, Illinois $134 & Up: Doubletree Chicago / Alsip 3.5-Star Hotel in Alsip
Expedia
$105 Skokie, Illinois Save Big This Aug! Book 3 Nts in Skokie Fr $105+/Nt
Save with Expedia, $18/night less
$136 Evanston, Illinois Hilton Garden Inn Chicago North Shore/Evanston in Aug: $136 & Up
Save with Expedia, $23/night less
$142 Evanston, Illinois $142 & Up: Hilton Orrington/Evanston 4-Star Hotel in Evanston
Expedia
$133 Rosemont, Illinois Rosemont Savings! Book at Sheraton Chicago O'Hare Fr $133+/Nt
Expedia
$101 Rosemont, Illinois Aug deal: BEST WESTERN at O'Hare Fr $101+/Nt
Expedia
$114 Rosemont, Illinois Doubletree Chicago O'Hare Airport - Rosemont in Aug: $114 & Up
Expedia
$129 Rosemont, Illinois Book the Hyatt Regency O'Hare 3 Nts in Aug Fr $129+/Nt
Expedia
$149 Rosemont, Illinois $149 & Up: Hyatt Rosemont 3.5-Star Hotel in Rosemont
Expedia
$129 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $129+/Nt
Expedia
$109 Oak Brook, Illinois Book the Doubletree Chicago Oak Brook 3 Nts in Aug Fr $109+/Nt
Expedia
$132 Willowbrook, Illinois Aug deal: Champagne Lodge and Luxury Suites Fr $132+/Nt
Expedia
$93 Oakbrook Terrace, Illinois Save in Oakbrook Terrace: Book 3 Nts in Aug Fr $93+/Nt
Expedia
$139 Oakbrook Terrace, Illinois Book the Hilton Chicago Oak Brook Suites 3 Nts in Aug Fr $139+/Nt
Expedia
$80 Bensenville, Illinois Save in Bensenville: Book 3 Nts in Aug Fr $80+/Nt
Expedia
$102 Des Plaines, Illinois Book 3-Star Hilton Garden Inn Chicago O'Hare Airport Fr $102+/Nt
Expedia
$125 Des Plaines, Illinois Save at 3-Star Radisson Chicago O'Hare: $125 & Up in Aug
Expedia
$129 Addison, Illinois Book 3-Star Hilton Garden Inn Addison Fr $129+/Nt
Expedia
$114 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $114+/Nt
Expedia
$88 Wood Dale, Illinois Save Big This Aug! Book 3 Nts in Wood Dale Fr $88+/Nt
Expedia
$129 Downers Grove, Illinois Book 3 Nts in Downers Grove this Aug Fr $129+/Nt
Expedia
$119 Orland Park, Illinois Save at 3-Star Homewood Suites Orland Park: $119 & Up in Aug
Expedia
$89 Itasca, Illinois $89 & Up: Hyatt Place Itasca 3-Star Hotel in Itasca
Expedia
$133 Tinley Park, Illinois Hilton Garden Inn Chicago/Tinley Park in Aug: $133 & Up
Expedia
$132 Tinley Park, Illinois Small budget: Stay in Tinley Park this Aug Fr $132+/Nt
Expedia
$92 Northbrook, Illinois Book the Hilton Northbrook 3 Nts in Aug Fr $92+/Nt
Expedia
$117 Lisle, Illinois Save Big This Aug! Book 3 Nts in Lisle Fr $117+/Nt
Expedia
$102 Arlington Heights, Illinois Jameson Suites of Arlington Heights in Aug: $102 & Up
Expedia
$93 Arlington Heights, Illinois DoubleTree by Hilton Chicago - Arlington Heights in Aug: $93 & Up
Expedia
$79 Deerfield, Illinois Aug deal: Chicago Marriott Suites Deerfield Fr $79+/Nt
Save with Expedia, $19/night less
$93 Deerfield, Illinois Deerfield Savings! Book 3 Nts in Aug Fr $93+/Nt
Expedia
$96 Carol Stream, Illinois Book the Hampton Inn Chicago-Carol Stream 3 Nts in Aug Fr $96+/Nt
Expedia
$506 Rosemont, Illinois 4-Star Rosemont Sale! 3 Nts + Air Fr $506
Expedia
$657 Lombard, Illinois 4.5-Star Lombard Sale! 3 Nts + Air Fr $657
Expedia
$75 Bridgeview, Illinois Book the Super 8 Bridgeview/Chicago Area 3 Nts in Aug Fr $75+/Nt
Expedia
$110+ Michigan City, Indiana Pottawattamie Park Vacation Rental Deals From $110
Tripping
$108 Lisle, Illinois Book 3.5-Star Sheraton Lisle in Lisle Fr $108+/Nt
Expedia
$130+ New Buffalo, Michigan Michiana Vacation Rental Deals From $130
Tripping
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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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