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
$84 Chicago, Illinois Book the Hostelling International Chicago 3 Nts in Jul Fr $84+/Nt
Expedia
$9 Chicago, Illinois Cheap Car Rentals in Chicago Fr $9/Day
CarRentals.com
$264 Chicago, Illinois Chicago Savings! Book at The Peninsula Chicago Fr $264+/Nt
Save with Expedia, $131/night less
$49 Chicago, Illinois Frontier Airlines Fall Travel Deals
DealBase.com
$190 Chicago, Illinois Wyndham Grand Chicago Riverfront in Jul: $190 & Up
Save with Expedia, $64/night less
$49 Chicago, Illinois Frontier Airlines Fall Travel Deals
DealBase.com
$194 Chicago, Illinois Book 3 Nts in Chicago this Jul Fr $194+/Nt
Expedia
$49 Chicago, Illinois Frontier Airlines Fall Travel Deals
DealBase.com
$189 Chicago, Illinois Book 4-Star Sheraton Chicago and Towers in Chicago Fr $189+/Nt
Expedia
$188 Chicago, Illinois Virgin America Low Fares
DealBase.com
$243 Chicago, Illinois Book in Chicago: Save this Jul Fr $243+/Nt
Expedia
$200 Chicago, Illinois Virgin America Low Fares
DealBase.com
$165 Chicago, Illinois Save in Chicago: Book 3 Nts in Jul Fr $165+/Nt
Expedia
$200 Chicago, Illinois Virgin America Low Fares
DealBase.com
$223 Chicago, Illinois Save in Chicago: Book 3 Nts in Jul Fr $223+/Nt
Expedia
$197 Chicago, Illinois Virgin America Low Fares
DealBase.com
$193 Chicago, Illinois Chicago Savings! Book at AC Chicago Downtown Fr $193+/Nt
Expedia
$200 Chicago, Illinois Virgin America Low Fares
DealBase.com
$213 Chicago, Illinois Book 3-Star La Quinta Inn & Suites Chicago Downtown Fr $213+/Nt
Expedia
$200 Chicago, Illinois Virgin America Low Fares
DealBase.com
$349 Chicago, Illinois Book the JW Marriott Chicago 3 Nts in Jul Fr $349+/Nt
Expedia
$89+ Chicago, Illinois Chicago Hotel Deals For As Low As $89/nt!
Jetsetter
$300 Chicago, Illinois The Westin Chicago River North in Jul: $300 & Up
Expedia
$126+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 29%! Summer Travel!
Hotelwatchdog
$145 Chicago, Illinois Book 3 Nts in Chicago this Jul Fr $145+/Nt
Save with Expedia, $25/night less
$212+ Chicago, Illinois Chicago 4.5 -star, Top-rated Hotel - Save 14%!
Hotelwatchdog
$169 Chicago, Illinois Chicago Marriott at Medical District/UIC in Jul: $169 & Up
Expedia
$251+ Chicago, Illinois Chicago 4.5 -star, Top-rated Hotel - Save 26%!
Hotelwatchdog
$165 Chicago, Illinois $165 & Up: The Palmer House Hilton 4-Star Hotel in Chicago
Expedia
$189+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 23%! Summer Travel!
Hotelwatchdog
$149 Chicago, Illinois Chicago Savings! Book at Holiday Inn Express Cass Fr $149+/Nt
Expedia
$207+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 18%! Summer Travel!
Hotelwatchdog
$171 Chicago, Illinois $171 & Up: Club Quarters, Central Loop 3.5-Star Hotel in Chicago
Save with Expedia, $18/night less
$179+ Chicago, Illinois Chicago 3 -star, Top-rated Hotel - Save 23%! Summer Travel!
Hotelwatchdog
$178 Chicago, Illinois Jul deal: Holiday Inn Chicago Mart Plaza River North Fr $178+/Nt
Expedia
$245+ Chicago, Illinois Chicago 3 -star, Top-rated Hotel - Save 30%! Summer Travel!
Hotelwatchdog
$248 Chicago, Illinois Chicago Savings! Book at Sofitel Chicago Water Tower Fr $248+/Nt
Expedia
$205+ Chicago, Illinois Chicago 4 -star, Top-rated Hotel - Save 18%! Summer Travel!
Hotelwatchdog
$183 Chicago, Illinois Book 3.5-Star River Fr $183+/Nt
Save with Expedia, $20/night less
$149+ Chicago, Illinois $149: The James Chicago
Hotels.com
$242 Chicago, Illinois Book 4-Star W Chicago - City Center in Chicago Fr $242+/Nt
Expedia
$242+ Chicago, Illinois $242: Four Seasons Hotel Chicago
Priceline.com
$238 Chicago, Illinois Book 4.5-Star Conrad Chicago in Chicago Fr $238+/Nt
Save with Expedia, $41/night less
$71+ Chicago, Illinois $71: Inn of Chicago, an Ascend Hotel Collection Member
Priceline.com
$229 Chicago, Illinois Chicago Savings! Book at Burnham - a Kimpton Fr $229+/Nt
Expedia
$105+ Chicago, Illinois $105: The Palmer House Hilton, Chicago
Priceline.com
$207 Chicago, Illinois Homewood Suites by Hilton Chicago Downtown in Jul: $207 & Up
Expedia
$88+ Chicago, Illinois $88: Embassy Suites Chicago Downtown
Priceline.com
$157 Chicago, Illinois Chicago Savings! Book at Warwick Allerton Chicago Fr $157+/Nt
Expedia
$103+ Chicago, Illinois $103: Chicago South Loop Hotel
Priceline.com
$144 Chicago, Illinois Book 3.5-Star Crowne Plaza Chicago - The Metro Fr $144+/Nt
Expedia
$145+ Chicago, Illinois $145: PUBLIC Chicago
Priceline.com
$316 Chicago, Illinois Jul deal: Trump International & Tower Chicago Fr $316+/Nt
Save with Expedia, $79/night less
$188+ Chicago, Illinois $188: Loews Chicago Hotel
Priceline.com
$199 Chicago, Illinois The Drake in Jul: $199 & Up
Expedia
$324+ Chicago, Illinois $324: The Langham Chicago
Priceline.com
$117 Chicago, Illinois Jul deal: Travelodge Chicago Downtown Fr $117+/Nt
Expedia
$147+ Chicago, Illinois $147: Hotel Palomar Chicago, a Kimpton Hotel
Priceline.com
$178 Chicago, Illinois Save at 3.5-Star Chicago's Essex Inn: $178 & Up in Jul
Save with Expedia, $31/night less
$152+ Chicago, Illinois $152: Hyatt Chicago Magnificent Mile
Priceline.com
$309 Chicago, Illinois Small budget: Stay in Chicago this Jul Fr $309+/Nt
Expedia
$141+ Chicago, Illinois $141: Hard Rock Hotel Chicago
Priceline.com
$181 Chicago, Illinois Book 3 Nts in Chicago this Jul Fr $181+/Nt
Expedia
$111+ Chicago, Illinois $111: Chicago's Essex Inn
Priceline.com
$133 Chicago, Illinois Book 3 Nts in Chicago this Jul Fr $133+/Nt
Save with Expedia, $56/night less
$109+ Chicago, Illinois $109: Embassy Suites Chicago Downtown - Lakefront
Priceline.com
$223 Chicago, Illinois Book 4.5-Star The James Chicago in Chicago Fr $223+/Nt
Save with Expedia, $40/night less
$395+ Chicago, Illinois $395: The Peninsula Chicago
Priceline.com
$193 Chicago, Illinois Hampton Inn Chicago Downtown/Magnificent Mile in Jul: $193 & Up
Expedia
$181+ Chicago, Illinois $181: Hotel Burnham, a Kimpton Hotel, Chicago
Priceline.com
$153 Chicago, Illinois $153 & Up: Raffaello 4-Star Hotel in Chicago
Save with Expedia, $26/night less
$134+ Chicago, Illinois $134: Congress Plaza Hotel, Chicago
Priceline.com
$192 Chicago, Illinois Chicago Savings! Book at Omni Chicago Fr $192+/Nt
Save with Expedia, $47/night less
$101+ Chicago, Illinois $101: Millennium Knickerbocker, Chicago
Priceline.com
$200 Chicago, Illinois Courtyard Chicago Downtown/Magnificent Mile in Jul: $200 & Up
Expedia
$153+ Chicago, Illinois $153: Kinzie Hotel, Chicago
Priceline.com
$197 Chicago, Illinois Save Big This Jul! Book 3 Nts in Chicago Fr $197+/Nt
Expedia
$119+ Chicago, Illinois $119: The Palmer House Hilton, Chicago
Priceline.com
$337 Chicago, Illinois Save at 5-Star Four Seasons Chicago: $337 & Up in Jul
Save with Expedia, $168/night less
$99+ Chicago, Illinois $99: Hilton Chicago O'Hare Airport
Priceline.com
$172 Chicago, Illinois Save Big This Jul! Book 3 Nts at ACME Company Chicago Fr $172+/Nt
Save with Expedia, $31/night less
$243+ Chicago, Illinois $243: The Ritz-Carlton Chicago - A Four Seasons Hotel
Priceline.com
$110 Chicago, Illinois Special deal: 3-Star Chicago South Loop Fr $110+/Nt
Save with Expedia, $19/night less
$123+ Chicago, Illinois $123: Radisson Blu Aqua Hotel Chicago
Priceline.com
$210 Chicago, Illinois Save in Chicago: Book 3 Nts in Jul Fr $210+/Nt
Expedia
$100+ Chicago, Illinois $100: Chicago Lake Shore Hotel
Priceline.com
$206 Chicago, Illinois Courtyard Chicago Downtown River North in Jul: $206 & Up
Expedia
$138+ Chicago, Illinois $138: dana hotel and spa, Chicago
Priceline.com
$177 Chicago, Illinois Book in Chicago: Save at the The Silversmith in Jul Fr $177+/Nt
Save with Expedia, $59/night less
$155+ Chicago, Illinois $155: Sofitel Chicago Water Tower
Priceline.com
$216 Chicago, Illinois Chicago Savings! Book at MileNorth, A Chicago Fr $216+/Nt
Expedia
$92+ Chicago, Illinois $92: ACME Hotel Company Chicago
Priceline.com
$232 Chicago, Illinois Save Big This Jul! Book 3 Nts in Chicago Fr $232+/Nt
Save with Expedia, $41/night less
$135+ Chicago, Illinois $135: The Westin Chicago River North
Priceline.com
$144 Chicago, Illinois Chicago Savings! Book 3 Nts in Jul Fr $144+/Nt
Expedia
$89+ Chicago, Illinois $89: Hampton Inn Chicago Downtown/Magnificent Mile
Priceline.com
$159 Chicago, Illinois The Whitehall on Sale: Book 3 Nts in Jul Fr $159+/Nt
Expedia
$139+ Chicago, Illinois $139: The Drake Hotel, Chicago
Priceline.com
$261 Chicago, Illinois Chicago Savings! Book at Swissotel Chicago Fr $261+/Nt
Save with Expedia, $22/night less
$146 Chicago, Illinois The Tremont Chicago at Magnificent Mile in Jul: $146 & Up
Expedia
PRICEDESTINATIONDEAL
$123 Philadelphia, Pennsylvania Cheap Flights from Orlando
DealBase.com
$49 Philadelphia, Pennsylvania Frontier Airlines Fall Travel Deals
DealBase.com
$143 Philadelphia, Pennsylvania Cheap Flights from Boston
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