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
$193 Chicago, Illinois Save in Chicago: Book 3 Nts in Jun Fr $193+/Nt
Expedia
$345 Chicago, Illinois American Airlines Fall Travel Deals
DealBase.com
$304 Chicago, Illinois Special deal: 5-Star Four Seasons Chicago Fr $304+/Nt
Save with Expedia, $151/night less
$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$289 Chicago, Illinois Small budget: Stay in Chicago this Jun Fr $289+/Nt
Expedia
$251+ Chicago, Illinois Chicago 4.5 -star, Top-rated Hotel - Save 26%!
Hotelwatchdog
$153 Chicago, Illinois Special deal: 4-Star Warwick Allerton Chicago Fr $153+/Nt
Expedia
$179+ Chicago, Illinois Chicago 3 -star, Top-rated Hotel - Save 23%! Summer Travel!
Hotelwatchdog
$187 Chicago, Illinois Save Big This Jun! Book 3 Nts in Chicago Fr $187+/Nt
Expedia
$189+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 23%! Summer Travel!
Hotelwatchdog
$179 Chicago, Illinois Book 4-Star Hyatt Regency McCormick Place in Chicago Fr $179+/Nt
Expedia
$212+ Chicago, Illinois Chicago 4.5 -star, Top-rated Hotel - Save 14%!
Hotelwatchdog
$150 Chicago, Illinois Save in Chicago: Book 3 Nts in Jun Fr $150+/Nt
Expedia
$205+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 18%! Summer Travel!
Hotelwatchdog
$196 Chicago, Illinois Book in Chicago: Save this Jun Fr $196+/Nt
Expedia
$245+ Chicago, Illinois Chicago 3 -star, Top-rated Hotel - Save 30%! Summer Travel!
Hotelwatchdog
$236 Chicago, Illinois Small budget: Stay in Chicago this Jun Fr $236+/Nt
Expedia
$126+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 29%! Summer Travel!
Hotelwatchdog
$219 Chicago, Illinois Chicago Savings! Book 3 Nts in Jun Fr $219+/Nt
Expedia
$207+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 18%! Summer Travel!
Hotelwatchdog
$109 Chicago, Illinois Chicago Savings! Book 3 Nts in Jun Fr $109+/Nt
Expedia
$149+ Chicago, Illinois $149: The James Chicago
Hotels.com
$153 Chicago, Illinois Save in Chicago: Book 3 Nts in Jun at Raffaello Fr $153+/Nt
Save with Expedia, $26/night less
$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
Priceline.com
$356 Chicago, Illinois Park Hyatt Chicago on Sale: Book 3 Nts in Jun Fr $356+/Nt
Expedia
$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
Priceline.com
$190 Chicago, Illinois Chicago Savings! Book at BEST WESTERN Grant Park Fr $190+/Nt
Expedia
$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
Priceline.com
$264 Chicago, Illinois Book 5-Star The Peninsula Chicago in Chicago Fr $264+/Nt
Save with Expedia, $131/night less
$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
Priceline.com
$207 Chicago, Illinois Book 4-Star Chicago Downtown, Autograph Collection Fr $207+/Nt
Expedia
$103+ Chicago, Illinois $103: The Buckingham Athletic Club & Hotel, Chicago
Priceline.com
$209 Chicago, Illinois Save Big This Jun! Book 3 Nts in Chicago Fr $209+/Nt
Expedia
$155+ Chicago, Illinois $155: Sofitel Chicago Water Tower
Priceline.com
$200 Chicago, Illinois Courtyard Chicago Downtown/Magnificent Mile in Jun: $200 & Up
Expedia
$100+ Chicago, Illinois $100: Chicago Lake Shore Hotel
Priceline.com
$199 Chicago, Illinois Chicago Savings! Book 3 Nts in Jun Fr $199+/Nt
Expedia
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
Priceline.com
$158 Chicago, Illinois Book 4-Star MileNorth, A Chicago in Chicago Fr $158+/Nt
Expedia
$134+ Chicago, Illinois $134: Congress Plaza Hotel, Chicago
Priceline.com
$189 Chicago, Illinois Jun deal: Residence Inn Chicago Downtown Fr $189+/Nt
Expedia
$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
Priceline.com
$137 Chicago, Illinois Save Big This Jun! Book 3 Nts in Chicago Fr $137+/Nt
Expedia
$135+ Chicago, Illinois $135: The Westin Chicago River North
Priceline.com
$209 Chicago, Illinois Jun deal: Allegro Chicago - a Kimpton Fr $209+/Nt
Expedia
$123+ Chicago, Illinois $123: Raffaello Hotel, Chicago
Priceline.com
$199 Chicago, Illinois Save at 4-Star Hyatt Regency Chicago: $199 & Up in Jun
Expedia
$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
Priceline.com
$216 Chicago, Illinois Save Big This Jun! Book 3 Nts in Chicago Fr $216+/Nt
Expedia
$145+ Chicago, Illinois $145: PUBLIC Chicago
Priceline.com
$193 Chicago, Illinois Save at 4-Star The Whitehall: $193 & Up in Jun
Save with Expedia, $26/night less
$139+ Chicago, Illinois $139: Wyndham Grand Chicago Riverfront
Priceline.com
$135 Chicago, Illinois Book 3-Star Congress Plaza Fr $135+/Nt
Save with Expedia, $14/night less
$188+ Chicago, Illinois $188: Loews Chicago Hotel
Priceline.com
$207 Chicago, Illinois Jun deal: Chicago Marriott at Medical District/UIC Fr $207+/Nt
Expedia
$111+ Chicago, Illinois $111: Chicago's Essex Inn
Priceline.com
$149 Chicago, Illinois Jun deal: Holiday Inn Express Cass Fr $149+/Nt
Expedia
$119+ Chicago, Illinois $119: The Palmer House Hilton, Chicago
Priceline.com
$213 Chicago, Illinois Save in Chicago: Book 3 Nts in Jun Fr $213+/Nt
Expedia
$89+ Chicago, Illinois $89: Hampton Inn Chicago Downtown/Magnificent Mile
Priceline.com
$194 Chicago, Illinois Small budget: Stay in Chicago this Jun Fr $194+/Nt
Expedia
$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
Priceline.com
$128 Chicago, Illinois Book the BEST WESTERN River North 3 Nts in Jun Fr $128+/Nt
Expedia
$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
Priceline.com
$208 Chicago, Illinois Jun deal: Omni Chicago Fr $208+/Nt
Save with Expedia, $51/night less
$152+ Chicago, Illinois $152: Omni Chicago Hotel
Priceline.com
$764 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $764
Expedia
$324+ Chicago, Illinois $324: The Langham Chicago
Priceline.com
$535 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $535
Expedia
$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
Priceline.com
$1,116 Chicago, Illinois Save at 5-Star Hotel: 3 Nts + Air to Chicago Fr $1,116
Expedia
$395+ Chicago, Illinois $395: The Peninsula Chicago
Priceline.com
$591 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $591
Expedia
$109+ Chicago, Illinois $109: MileNorth Hotel, Chicago
Priceline.com
$3,834 Chicago, Illinois Chicago 4-Star Hotel Sale! 3 Nts + Air Fr $3,834
Expedia
$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
Priceline.com
$887 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $887
Expedia
$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago - A Four Seasons Hotel
Priceline.com
$1,160 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,160
Expedia
$153+ Chicago, Illinois $153: Kinzie Hotel, Chicago
Priceline.com
$2,280 Chicago, Illinois 4-Star Chicago Sale! 3 Nts + Air Fr $2,280
Expedia
$875 Chicago, Illinois Save at 3.5-Star Hotel: 3 Nts + Air to Chicago Fr $875
Expedia
$1,693 Chicago, Illinois Save at 4-Star Hotel: 3 Nts + Air to Chicago Fr $1,693
Expedia
$35+ Oak Park, Illinois Oak Park Vacation Rental Deals From $35
Tripping
$145 Bedford Park, Illinois Book 3-Star Hilton Garden Inn Chicago Midway Airport Fr $145+/Nt
Expedia
$50+ Evanston, Illinois Evanston Vacation Rental Deals From $50
Tripping
$136 Bedford Park, Illinois Book in Bedford Park: Save this Jun Fr $136+/Nt
Expedia
$59+ Elmhurst, Illinois Elmhurst Vacation Rental Deals From $59
Tripping
$158 Oak Lawn, Illinois Jun deal: Hilton Chicago/Oak Lawn Fr $158+/Nt
Expedia
$43+ Downers Grove, Illinois Downers Grove Vacation Rental Deals From $43
Tripping
$88 Burbank, Illinois Jun deal: BEST WESTERN Inn & Suites - Midway Airport Fr $88+/Nt
Expedia
$68 Bridgeview, Illinois Book the Super 8 Bridgeview/Chicago Area 3 Nts in Jun Fr $68+/Nt
Expedia
$113 Westchester, Illinois Westchester Savings! Book 3 Nts in Jun Fr $113+/Nt
Expedia
$139 Schiller Park, Illinois Small budget: Stay in Schiller Park this Jun Fr $139+/Nt
Expedia
$119 Rosemont, Illinois Rosemont Savings! Book 3 Nts in Jun Fr $119+/Nt
Expedia
$167 Evanston, Illinois Hilton Garden Inn Chicago North Shore/Evanston in Jun: $167 & Up
Expedia
$124 Rosemont, Illinois Rosemont Savings! Book at BEST WESTERN at O'Hare Fr $124+/Nt
Expedia
$112 Rosemont, Illinois Rosemont Savings! Book at Hyatt Regency O'Hare Fr $112+/Nt
Expedia
$113 Rosemont, Illinois Rosemont Savings! Book at Sheraton Chicago O'Hare Fr $113+/Nt
Expedia
$136 Rosemont, Illinois Save Big This Jun! Book 3 Nts in Rosemont Fr $136+/Nt
Expedia
PRICEDESTINATIONDEAL
$243 Philadelphia, Pennsylvania American Airlines Fall Travel Deals
DealBase.com
$112 Philadelphia, Pennsylvania Delta US Fare Sale
DealBase.com
$313 Philadelphia, Pennsylvania American Airlines Fall Travel Deals
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/?loc1=30246&slocation1=239826&ucid=30246&ad_user_tracking=%5Bsource%3D%2Ctaparam%3D%2Csupmt%3D%5D 17866