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Chicago, IL Travel Deals

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Chicago, IL Travel Deals

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TYPE PRICE DESTINATION DEAL
$87 Westchester, Illinois Save in Westchester: Book 3 Nts in Nov Fr $87+/Nt
Expedia
$120 Rosemont, Illinois Nov deal: The Westin O'Hare Fr $120+/Nt
Expedia
$125 Evanston, Illinois Nov deal: Hilton Garden Inn Evanston Fr $125+/Nt
Expedia
$80 Rosemont, Illinois Rosemont Savings! Book at Hyatt Regency O'Hare Fr $80+/Nt
Expedia
$80 Schiller Park, Illinois Save in Schiller Park: Book 3 Nts in Nov Fr $80+/Nt
Expedia
$107 Skokie, Illinois Holiday Inn Chicago North Shore (Skokie) in Nov: $107 & Up
Expedia
$89 Burbank, Illinois Book in Burbank: Save this Nov Fr $89+/Nt
Save with Expedia, $10/night less
$95 Rosemont, Illinois Doubletree Chicago O'Hare Airport - Rosemont in Nov: $95 & Up
Expedia
$110 Evanston, Illinois Special deal: 4-Star Hilton Orrington/Evanston Fr $110+/Nt
Expedia
$75 Des Plaines, Illinois Book 3-Star Radisson Chicago O'Hare in Des Plaines Fr $75+/Nt
Save with Expedia, $18/night less
$110 Alsip, Illinois Alsip Savings! Book at Doubletree Chicago / Alsip Fr $110+/Nt
Expedia
$79 Oakbrook Terrace, Illinois Oakbrook Terrace Savings! Book 3 Nts in Nov Fr $79+/Nt
Expedia
$99 Downers Grove, Illinois Small budget: Stay in Downers Grove this Nov Fr $99+/Nt
Expedia
$119 Oak Brook, Illinois Save Big This Nov! Book 3 Nts in Oak Brook Fr $119+/Nt
Expedia
$119 Bedford Park, Illinois Save in Bedford Park: Book 3 Nts in Nov Fr $119+/Nt
Expedia
$74 Countryside, Illinois Book 3 Nts in Countryside this Nov Fr $74+/Nt
Save with Expedia, $19/night less
$78 Schiller Park, Illinois Hampton Inn Chicago-O'Hare International Airport in Nov: $78 & Up
Save with Expedia, $19/night less
$89 Lombard, Illinois Book 3-Star Hyatt Place Chicago/Lombard Fr $89+/Nt
Expedia
$88 Des Plaines, Illinois Book 3-Star Hilton Garden Inn Chicago O'Hare Airport Fr $88+/Nt
Expedia
$102 Itasca, Illinois Nov deal: Eaglewood & Spa Chicago Fr $102+/Nt
Save with Expedia, $17/night less
$85 Lisle, Illinois Book the Hyatt Lisle 3 Nts in Nov Fr $85+/Nt
Expedia
$81 Arlington Heights, Illinois DoubleTree by Hilton Chicago - Arlington Heights in Nov: $81 & Up
Expedia
$96 Rosemont, Illinois Book 3.5-Star Sheraton Chicago O'Hare in Rosemont Fr $96+/Nt
Expedia
$110 Addison, Illinois Book 3 Nts in Addison this Nov Fr $110+/Nt
Expedia
$166 Itasca, Illinois Itasca Savings! Book at Westin Chicago Northwest Fr $166+/Nt
Expedia
$99 Northbrook, Illinois Book 3 Nts in Northbrook this Nov Fr $99+/Nt
Expedia
$116 Arlington Heights, Illinois Nov deal: Wingate by Wyndham Arlington Heights Fr $116+/Nt
Expedia
$99 Tinley Park, Illinois Nov deal: Hilton Garden Inn Chicago/Tinley Park Fr $99+/Nt
Expedia
$114 Orland Park, Illinois Homewood Suites Orland Park in Nov: $114 & Up
Expedia
$66 Wood Dale, Illinois Small budget: Stay in Wood Dale this Nov Fr $66+/Nt
Expedia
$102 Matteson, Illinois Save Big This Nov! Book 3 Nts in Matteson Fr $102+/Nt
Expedia
$2,221 Lombard, Illinois Lombard 4-Star Hotel Sale! 3 Nts + Air Fr $2,221
Expedia
$85 Rosemont, Illinois Rosemont Savings! Book at BEST WESTERN at O'Hare Fr $85+/Nt
Save with Expedia, $15/night less
$94 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $94+/Nt
Expedia
$85 Carol Stream, Illinois Book the Hampton Inn Chicago-Carol Stream 3 Nts in Nov Fr $85+/Nt
Expedia
$95 Bolingbrook, Illinois Save at 3-Star aloft Bolingbrook: $95 & Up in Nov
Expedia
$76 Schaumburg, Illinois Save at 3-Star Hilton Garden Inn Schaumburg: $76 & Up in Nov
Expedia
$114 Lisle, Illinois Hilton Lisle / Naperville in Nov: $114 & Up
Expedia
$104 Warrenville, Illinois Warrenville Savings! Book 3 Nts in Nov Fr $104+/Nt
Expedia
$85 Lisle, Illinois Save Big This Nov! Book 3 Nts at Sheraton Lisle Fr $85+/Nt
Expedia
$72 Schaumburg, Illinois Nov deal: DoubleTree by Hilton Chicago - Schaumburg Fr $72+/Nt
Expedia
$183 Naperville, Illinois Naperville Savings! Book 3 Nts in Nov Fr $183+/Nt
Expedia
$93 Hoffman Estates, Illinois Save in Hoffman Estates: Book 3 Nts in Nov Fr $93+/Nt
Expedia
$63 Naperville, Illinois Book in Naperville: Save this Nov Fr $63+/Nt
Save with Expedia, $33/night less
$93 Schaumburg, Illinois Book 3 Nts in Schaumburg this Nov Fr $93+/Nt
Expedia
$108 Lincolnshire, Illinois Homewood Suites by Hilton Lincolnshire in Nov: $108 & Up
Expedia
$63 Naperville, Illinois Book 3 Nts in Naperville this Nov Fr $63+/Nt
Expedia
$95 Portage, Indiana Small budget: Stay in Portage this Nov Fr $95+/Nt
Expedia
$89 Hoffman Estates, Illinois Book 3-Star Hyatt Place Hoffman Estates Fr $89+/Nt
Expedia
$73 Hoffman Estates, Illinois Hampton Inn & Suites Hoffman Estates in Nov: $73 & Up
Expedia
$102 Saint Charles, Illinois Save at 3-Star Hilton Garden Inn St. Charles: $102 & Up in Nov
Expedia
$82 Saint Charles, Illinois Book in Saint Charles: Save this Nov Fr $82+/Nt
Expedia
$99 Lake Forest, Illinois Book 3-Star Hilton Garden Inn Lake Forest Mettawa Fr $99+/Nt
Expedia
$93 Mundelein, Illinois Save Big This Nov! Book 3 Nts in Mundelein Fr $93+/Nt
Expedia
$63 Saint Charles, Illinois Book 3-Star Pheasant Run and Convention Center Fr $63+/Nt
Expedia
$66 Gurnee, Illinois Gurnee Savings! Book at BEST WESTERN Gurnee & Suites Fr $66+/Nt
Save with Expedia, $10/night less
$90 Libertyville, Illinois Nov deal: Hampton Inn and Suites Chicago-Libertyville Fr $90+/Nt
Expedia
$153 Valparaiso, Indiana Special deal: 3-Star Inn at Aberdeen Fr $153+/Nt
Expedia
$110 Valparaiso, Indiana Hampton Inn & Suites Valparaiso in Nov: $110 & Up
Expedia
$118 Zion, Illinois Book 3-Star Illinois Beach and Conference Center Fr $118+/Nt
Expedia
$104 McHenry, Illinois McHenry Savings! Book at Hampton Inn - McHenry Fr $104+/Nt
Expedia
$114 Willowbrook, Illinois Nov deal: Champagne Lodge and Luxury Suites Fr $114+/Nt
Save with Expedia, $31/night less
$73 Bensenville, Illinois Book in Bensenville: Save this Nov Fr $73+/Nt
Expedia
$66 Schiller Park, Illinois Schiller Park Savings! Book at O'Hare Inn & Suites Fr $66+/Nt
Save with Expedia, $43/night less
$99 Oakbrook Terrace, Illinois Save in Oakbrook Terrace: Book 3 Nts in Nov Fr $99+/Nt
Expedia
$149 Oak Brook, Illinois Book 4-Star The Hyatt Lodge at McDonald's Campus Fr $149+/Nt
Expedia
$93 Rosemont, Illinois Rosemont Savings! Book 3 Nts in Nov Fr $93+/Nt
Expedia
$90 Tinley Park, Illinois Save Big This Nov! Book 3 Nts in Tinley Park Fr $90+/Nt
Expedia
$123 Bloomingdale, Illinois Book in Bloomingdale: Save this Nov Fr $123+/Nt
Expedia
$75 Deerfield, Illinois Save in Deerfield: Book 3 Nts in Nov Fr $75+/Nt
Save with Expedia, $24/night less
$90 Bloomingdale, Illinois Book the Hilton Chicago/Indian Lakes 3 Nts in Nov Fr $90+/Nt
Expedia
$109 Schaumburg, Illinois Nov deal: Quality Inn Schaumburg Fr $109+/Nt
Expedia
$59 Arlington Heights, Illinois Jameson Suites of Arlington Heights in Nov: $59 & Up
Save with Expedia, $20/night less
$56 Naperville, Illinois Naperville Savings! Book at Travelodge Naperville Fr $56+/Nt
Expedia
$80 Itasca, Illinois Book the Hyatt Place Itasca 3 Nts in Nov Fr $80+/Nt
Expedia
$85 Deerfield, Illinois Book 3.5-Star Hyatt Deerfield in Deerfield Fr $85+/Nt
Expedia
$80 Schaumburg, Illinois Book 3.5-Star Hyatt Regency Schaumburg, Chicago Fr $80+/Nt
Expedia
$70 Buffalo Grove, Illinois Book 3 Nts in Buffalo Grove this Nov Fr $70+/Nt
Save with Expedia, $29/night less
$167 Naperville, Illinois Save at 3.5-Star Chicago Marriott Naperville: $167 & Up in Nov
Expedia
$76 Warrenville, Illinois Book 3-Star Hilton Garden Inn Naperville/Warrenville Fr $76+/Nt
Expedia
$65 Lincolnshire, Illinois Nov deal: Hampton Inn and Suites Chicago Lincolnshire Fr $65+/Nt
Save with Expedia, $16/night less
$102 Joliet, Illinois Joliet Savings! Book at Hampton Inn Joliet I-55 Fr $102+/Nt
Expedia
$99 Deer Park, Illinois Hampton Inn and Suites Chicago Deer Park in Nov: $99 & Up
Expedia
$108 Aurora, Illinois Hampton Inn and Suites Chicago / Aurora in Nov: $108 & Up
Expedia
$69 Gurnee, Illinois Save in Gurnee: Book 3 Nts in Nov Fr $69+/Nt
Expedia
$139 East Peoria Peoria County, Illinois East Peoria Savings! Book 3 Nts in Nov Fr $139+/Nt
Expedia
$112 Champaign, Illinois Nov deal: Hilton Garden Inn Champaign/ Urbana Fr $112+/Nt
Expedia
$76 Rockford, Illinois Nov deal: Hampton Inn Rockford Fr $76+/Nt
Expedia
$40 O'Fallon, Illinois O'Fallon Savings! Book at Days Inn O'Fallon Fr $40+/Nt
Expedia
$49 Springfield, Illinois Book the Red Roof Inn Springfield IL 3 Nts in Nov Fr $49+/Nt
Expedia
$99 Bloomington, Illinois Bloomington Savings! Book 3 Nts in Nov Fr $99+/Nt
Expedia
$85 Normal, Illinois Small budget: Stay in Normal this Nov Fr $85+/Nt
Expedia
$99 Bloomington, Illinois Doubletree By Hilton Bloomington in Nov: $99 & Up
Expedia
$72 Champaign, Illinois Country Inn & Suites Champaign-North in Nov: $72 & Up
Expedia
$76 Jacksonville, Illinois Jacksonville Savings! Book at Hampton Inn Jacksonville Fr $76+/Nt
Expedia
$72 Collinsville, Illinois Hampton Inn Collinsville on Sale: Book 3 Nts in Nov Fr $72+/Nt
Expedia
$85 Moline, Illinois Save in Moline: Book 3 Nts in Nov Fr $85+/Nt
Expedia
$89 Collinsville, Illinois Small budget: Stay in Collinsville this Nov Fr $89+/Nt
Expedia
$82 Springfield, Illinois Book 3-Star Hilton Garden Inn Springfield Fr $82+/Nt
Expedia
$80 Fairview Heights, Illinois Nov deal: Four Points by Sheraton Fairview Heights Fr $80+/Nt
Expedia
PRICEDESTINATIONDEAL
$336 Newark, New Jersey Cheap Flights from San Diego
DealBase.com
$229 Newark, New Jersey Cheap Flights from St. Louis
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$220 Newark, New Jersey Cheap Flights from Raleigh
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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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