Sign up for weekly Top Travel Deals! view sample

Chicago, IL Travel Deals

left end graphic
Find Travel Deals
deals tag right end graphic

Chicago, IL Travel Deals

Show:
TYPE PRICE DESTINATION DEAL
$394 Chicago, Illinois Sep deal: Trump International & Tower Chicago Fr $394+/Nt
Save with Expedia, $98/night less
$239 Chicago, Illinois Book 3 Nts in Chicago this Sep Fr $239+/Nt
Expedia
$249 Chicago, Illinois Small budget: Stay in Chicago this Sep Fr $249+/Nt
Expedia
$299 Chicago, Illinois $299 & Up: Renaissance Chicago 3.5-Star Hotel in Chicago
Expedia
$232 Chicago, Illinois Book 3.5-Star Embassy Suites Chicago Downtown Fr $232+/Nt
Expedia
$204 Chicago, Illinois Book the BEST WESTERN River North 3 Nts in Sep Fr $204+/Nt
Expedia
$179 Chicago, Illinois Special deal: 4-Star Hilton Chicago Fr $179+/Nt
Expedia
$219 Chicago, Illinois Chicago Savings! Book 3 Nts in Sep Fr $219+/Nt
Expedia
$186 Chicago, Illinois $186 & Up: Comfort Suites Michigan Avenue 3-Star Hotel in Chicago
Expedia
$200 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $200+/Nt
Expedia
$186 Chicago, Illinois Doubletree by Hilton Chicago Magnificent Mile in Sep: $186 & Up
Expedia
$209 Chicago, Illinois Crowne Plaza Chicago Magnificent Mile in Sep: $209 & Up
Expedia
$190 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $190+/Nt
Expedia
$383 Chicago, Illinois Save at 5-Star Waldorf Astoria Chicago: $383 & Up in Sep
Expedia
$178 Chicago, Illinois Sep deal: Holiday Inn Chicago Mart Plaza River North Fr $178+/Nt
Expedia
$263 Chicago, Illinois Save in Chicago: Book 3 Nts in Sep Fr $263+/Nt
Expedia
$138 Chicago, Illinois Special deal: 3-Star Chicago South Loop Fr $138+/Nt
Save with Expedia, $25/night less
$139 Chicago, Illinois Special deal: 3-Star Holiday Inn Chicago O'Hare Fr $139+/Nt
Expedia
$146 Chicago, Illinois Save Big This Sep! Book 3 Nts in Chicago Fr $146+/Nt
Expedia
$749 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $749
Expedia
$745 Chicago, Illinois Chicago 5-Star Hotel Sale! 3 Nts + Air Fr $745
Expedia
$568 Chicago, Illinois 3.5-Star Chicago Sale! 3 Nts + Air Fr $568
Expedia
$894 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $894
Expedia
$683 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $683
Expedia
$1,373 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $1,373
Expedia
$2,251 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $2,251
Expedia
$1,005 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $1,005
Expedia
$929 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $929
Expedia
$145 Bedford Park, Illinois Book 3-Star Hilton Garden Inn Chicago Midway Airport Fr $145+/Nt
Expedia
$129 Downers Grove, Illinois Sybaris - Downers Grove, IL
Groupon Inc
$136 Bedford Park, Illinois Book in Bedford Park: Save this Sep Fr $136+/Nt
Expedia
$144 Oak Lawn, Illinois Save in Oak Lawn: Book 3 Nts in Sep Fr $144+/Nt
Expedia
$70 Bridgeview, Illinois Small budget: Stay in Bridgeview this Sep Fr $70+/Nt
Expedia
$104 Westchester, Illinois Westchester Savings! Book 3 Nts in Sep Fr $104+/Nt
Expedia
$98 Schiller Park, Illinois Book 3 Nts in Schiller Park this Sep Fr $98+/Nt
Save with Expedia, $14/night less
$170 Skokie, Illinois Holiday Inn Chicago North Shore (Skokie) in Sep: $170 & Up
Expedia
$613 Evanston, Illinois Save in Evanston: Book 3 Nts in Sep Fr $613+/Nt
Save with Expedia, $46/night less
$126 Rosemont, Illinois Small budget: Stay in Rosemont this Sep Fr $126+/Nt
Expedia
$119 Rosemont, Illinois Book 3.5-Star Hilton Rosemont / Chicago O'Hare Fr $119+/Nt
Expedia
$186 Rosemont, Illinois Sep deal: The Westin O'Hare Fr $186+/Nt
Expedia
$184 Rosemont, Illinois Sep deal: InterContinental Chicago O'Hare Fr $184+/Nt
Expedia
$114 Rosemont, Illinois Doubletree Chicago O'Hare Airport - Rosemont in Sep: $114 & Up
Expedia
$88 Rosemont, Illinois Rosemont Savings! Book 3 Nts in Sep at Hyatt Rosemont Fr $88+/Nt
Save with Expedia, $21/night less
$97 Rosemont, Illinois Rosemont Savings! Book at BEST WESTERN at O'Hare Fr $97+/Nt
Save with Expedia, $17/night less
$129 Burr Ridge, Illinois Save in Burr Ridge: Book 3 Nts in Sep Fr $129+/Nt
Expedia
$112 Des Plaines, Illinois Book 3 Nts in Des Plaines this Sep Fr $112+/Nt
Expedia
$156 Des Plaines, Illinois Sep deal: BEST WESTERN Des Plaines Inn Fr $156+/Nt
Expedia
$85 Addison, Illinois Addison Savings! Book at Hampton Inn & Suites Addison Fr $85+/Nt
Expedia
$110 Addison, Illinois Addison Savings! Book at Hilton Garden Inn Addison Fr $110+/Nt
Expedia
$98 Lombard, Illinois Small budget: Stay in Lombard this Sep Fr $98+/Nt
Expedia
$80 Wood Dale, Illinois Book in Wood Dale: Save this Sep Fr $80+/Nt
Expedia
$99 Downers Grove, Illinois Book in Downers Grove: Save this Sep Fr $99+/Nt
Expedia
$166 Itasca, Illinois Special deal: 4-Star Westin Chicago Northwest Fr $166+/Nt
Expedia
$80 Itasca, Illinois Book in Itasca: Save at the Hyatt Place Itasca in Sep Fr $80+/Nt
Expedia
$104 Tinley Park, Illinois Save Big This Sep! Book 3 Nts in Tinley Park Fr $104+/Nt
Expedia
$104 Tinley Park, Illinois Book 3-Star Hilton Garden Inn Chicago/Tinley Park Fr $104+/Nt
Expedia
$135 Lisle, Illinois Lisle Savings! Book at Hilton Lisle / Naperville Fr $135+/Nt
Expedia
$156 Bloomingdale, Illinois Small budget: Stay in Bloomingdale this Sep Fr $156+/Nt
Expedia
$153 Bloomingdale, Illinois Hilton Chicago/Indian Lakes in Sep: $153 & Up
Expedia
$128 Arlington Heights, Illinois Book in Arlington Heights: Save this Sep Fr $128+/Nt
Expedia
$102 Matteson, Illinois Hampton Inn & Suites Chicago Southland-Matteson in Sep: $102 & Up
Expedia
$88 Deerfield, Illinois Deerfield Savings! Book 3 Nts in Sep Fr $88+/Nt
Save with Expedia, $21/night less
$135 Bolingbrook, Illinois Bolingbrook Savings! Book at aloft Bolingbrook Fr $135+/Nt
Expedia
$1,025 Rosemont, Illinois 4-Star Rosemont Sale! 3 Nts + Air Fr $1,025
Expedia
$757 Rosemont, Illinois Save at 3.5-Star Hotel: 3 Nts + Air to Rosemont Fr $757
Expedia
$667 Lombard, Illinois Save at 4-Star Hotel: 3 Nts + Air to Lombard Fr $667
Expedia
$79 Schaumburg, Illinois HYATT house Chicago/Schaumburg in Sep: $79 & Up
Expedia
$149 Zion, Illinois Illinois Beach Resort & Conference Center
Groupon Inc
$110 Schaumburg, Illinois Homewood Suites by Hilton Chicago Schaumburg in Sep: $110 & Up
Expedia
$105 Schaumburg, Illinois Small budget: Stay in Schaumburg this Sep Fr $105+/Nt
Expedia
$109 Schaumburg, Illinois Small budget: Stay in Schaumburg this Sep Fr $109+/Nt
Expedia
$85 Schaumburg, Illinois Save Big This Sep! Book 3 Nts in Schaumburg Fr $85+/Nt
Expedia
$65 Buffalo Grove, Illinois Save at 3-Star Wyndham Garden Inn Buffalo Grove: $65 & Up in Sep
Save with Expedia, $28/night less
$90 Naperville, Illinois Naperville Savings! Book 3 Nts in Sep Fr $90+/Nt
Expedia
$52 Naperville, Illinois Naperville Savings! Book at Travelodge Naperville Fr $52+/Nt
Expedia
$106 Lincolnshire, Illinois Homewood Suites by Hilton Lincolnshire in Sep: $106 & Up
Expedia
$123 Lincolnshire, Illinois Sep deal: Hampton Inn and Suites Chicago Lincolnshire Fr $123+/Nt
Expedia
$76 Warrenville, Illinois Save Big This Sep! Book 3 Nts in Warrenville Fr $76+/Nt
Expedia
$93 Hoffman Estates, Illinois Hoffman Estates Savings! Book 3 Nts in Sep Fr $93+/Nt
Expedia
$82 Hoffman Estates, Illinois Book in Hoffman Estates: Save this Sep Fr $82+/Nt
Expedia
$108 Merrillville, Indiana Sep deal: Hampton Inn Merrillville Fr $108+/Nt
Expedia
$85 Lake Forest, Illinois Book 3-Star Hilton Garden Inn Lake Forest Mettawa Fr $85+/Nt
Expedia
$117 Joliet, Illinois Book in Joliet: Save this Sep Fr $117+/Nt
Expedia
$127 Mundelein, Illinois DoubleTree by Hilton Libertyville - Mundelein in Sep: $127 & Up
Expedia
$106 Saint Charles, Illinois Hilton Garden Inn St. Charles in Sep: $106 & Up
Expedia
$113 Saint Charles, Illinois Sep deal: Pheasant Run and Convention Center Fr $113+/Nt
Expedia
$100 Elgin, Illinois Save in Elgin: Book 3 Nts in Sep Fr $100+/Nt
Expedia
$89 Elgin, Illinois Hampton Inn Chicago/Elgin in Sep: $89 & Up
Expedia
$149 Gurnee, Illinois Book in Gurnee: Save this Sep Fr $149+/Nt
Expedia
$106 Valparaiso, Indiana Sep deal: Hampton Inn & Suites Valparaiso Fr $106+/Nt
Expedia
$116 McHenry, Illinois McHenry Savings! Book at Hampton Inn - McHenry Fr $116+/Nt
Expedia
$91 Burbank, Illinois Sep deal: BEST WESTERN Inn & Suites - Midway Airport Fr $91+/Nt
Save with Expedia, $23/night less
$85 Countryside, Illinois BEST WESTERN Chicagoland - Countryside in Sep: $85 & Up
Save with Expedia, $11/night less
$66 Schiller Park, Illinois Sep deal: O'Hare Inn & Suites Fr $66+/Nt
Save with Expedia, $43/night less
$119 Schiller Park, Illinois Book in Schiller Park: Save this Sep Fr $119+/Nt
Expedia
$127 Alsip, Illinois Alsip Savings! Book 3 Nts in Sep Fr $127+/Nt
Expedia
$153 Skokie, Illinois DoubleTree by Hilton Chicago North Shore in Sep: $153 & Up
Expedia
$123 Crestwood, Illinois Sep deal: Holiday Inn Express Crestwood Fr $123+/Nt
Expedia
$153 Evanston, Illinois Small budget: Stay in Evanston this Sep Fr $153+/Nt
Expedia
$161 Evanston, Illinois Book the Hilton Orrington/Evanston 3 Nts in Sep Fr $161+/Nt
Expedia
PRICEDESTINATIONDEAL
$145 New York City, New York Cheap Flights from Washington, DC
DealBase.com
$215 New York City, New York Cheap Flights from Milwaukee
DealBase.com
$145 New York City, New York Cheap Flights from Ft. Lauderdale
DealBase.com
FREE! Weekly Travel Deals Newsletter

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.
left end graphic
Find Travel Deals
right end graphic
bookingbuddy_com deals bookingbuddy.com http://rd.BookingBuddy.com/?&ucid=30246&ad_user_tracking=%5Bsource%3D%2Ctaparam%3D%2Csupmt%3D%5D 17866