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TOP DESTINATIONS
ALL DESTINATIONS
Chicago, IL Travel Deals
| TYPE |
PRICE |
DESTINATION |
DEAL |
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$8 |
Chicago, Illinois |
$7.95 & up : Economy car rentals in Chicago
Hotwire
|
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$102 |
Chicago, Illinois |
Save in Chicago: Book 3 Nts in Feb Fr $102+/Nt
Expedia
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$10 |
Chicago, Illinois |
$9.95 & up : Mid-size car rentals in Chicago
Hotwire
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$104 |
Chicago, Illinois |
Book the The Silversmith & Suites 3 Nts in Feb Fr $104+/Nt
Save with Expedia, $45/night less
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$9 |
Chicago, Illinois |
$8.95 & up : Compact car rentals in Chicago
Hotwire
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$148 |
Chicago, Illinois |
Book in Chicago: Save this Feb Fr $148+/Nt
Save with Expedia, $64/night less
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$11 |
Chicago, Illinois |
$10.95 & up : Full-size car rentals in Chicago
Hotwire
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$249 |
Chicago, Illinois |
Small budget: Stay in Chicago this Feb Fr $249+/Nt
Expedia
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$143 |
Chicago, Illinois |
4-Star Affinia Chicago Fr $143+/Nt
Save with Hotels.com, $36/night less
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$119 |
Chicago, Illinois |
Small budget: Book 71 3 Nts in Feb Fr $119+/Nt
Save with Expedia, $30/night less
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$166 |
Chicago, Illinois |
4-Star Hyatt Regency Chicago Fr $166+/Nt
Hotels.com
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$174 |
Chicago, Illinois |
Chicago Savings! Book at Raffaello Fr $174+/Nt
Save with Expedia, $40/night less
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$139 |
Chicago, Illinois |
Super Low Chicago Rate: Book Fr $139+/Nt
Hotels.com
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$172 |
Chicago, Illinois |
Fairmont Chicago Millennium Park in Feb: $172 & Up
Save with Expedia, $46/night less
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$252 |
Chicago, Illinois |
Save $$ in Chicago: Book Fr $252+/Nt
Hotels.com
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$195 |
Chicago, Illinois |
China Doll in Feb: $195 & Up
Expedia
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$197 |
Chicago, Illinois |
4.5-Star Omni Chicago Fr $197+/Nt
Save with Hotels.com, $22/night less
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$189 |
Chicago, Illinois |
Chicago Savings! Book at Renaissance Chicago Fr $189+/Nt
Expedia
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$141 |
Chicago, Illinois |
Save $$ in Chicago: Book Fr $141+/Nt
Hotels.com
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$185 |
Chicago, Illinois |
Chicago Marriott at Medical District/UIC in Feb: $185 & Up
Expedia
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$158 |
Chicago, Illinois |
4-Star Swissotel Chicago Fr $158+/Nt
Save with Hotels.com, $18/night less
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$129 |
Chicago, Illinois |
Book 3 Nts in Chicago this Feb Fr $129+/Nt
Expedia
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$143 |
Chicago, Illinois |
4-Star Millennium Knickerbocker Chicago Fr $143+/Nt
Save with Hotels.com, $16/night less
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$284 |
Chicago, Illinois |
Feb deal: The Westin Chicago River North Fr $284+/Nt
Expedia
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$159 |
Chicago, Illinois |
Book in Chicago Fr $159+/Nt
Save with Hotels.com, $40/night less
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$149 |
Chicago, Illinois |
Save at 3.5-Star Wyndham Blake Chicago: $149 & Up in Feb
Save with Expedia, $37/night less
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$207 |
Chicago, Illinois |
4-Star Raffaello Fr $207+/Nt
Hotels.com
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$89 |
Chicago, Illinois |
Chicago Savings! Book 3 Nts in Feb Fr $89+/Nt
Expedia
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$296 |
Chicago, Illinois |
5-Star Park Hyatt Chicago Fr $296+/Nt
Save with Hotels.com, $99/night less
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$134 |
Chicago, Illinois |
Chicago Savings! Book 3 Nts in Feb Fr $134+/Nt
Expedia
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$89 |
Chicago, Illinois |
3.5-Star Doubletree Chicago-Magnificent Mile Fr $89+/Nt
Hotels.com
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$110 |
Chicago, Illinois |
Book 3-Star Holiday Inn Chicago - Midway Airport Fr $110+/Nt
Expedia
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$249 |
Chicago, Illinois |
Save $$ in Chicago: Book Fr $249+/Nt
Hotels.com
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$181 |
Chicago, Illinois |
Small budget: Stay in Chicago this Feb Fr $181+/Nt
Save with Expedia, $55/night less
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$152 |
Chicago, Illinois |
$152 & Up: Cheap Chicago Stay
Hotels.com
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$167 |
Chicago, Illinois |
Small budget: Book Seneca 3 Nts in Feb Fr $167+/Nt
Save with Expedia, $72/night less
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$191 |
Chicago, Illinois |
4.5-Star InterContinental Chicago Fr $191+/Nt
Hotels.com
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$172 |
Chicago, Illinois |
Small budget: Stay in Chicago this Feb Fr $172+/Nt
Expedia
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$172 |
Chicago, Illinois |
4-Star W Chicago Lakeshore Fr $172+/Nt
Save with Hotels.com, $30/night less
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$91 |
Chicago, Illinois |
Book in Chicago: Save at the Chicago South Loop in Feb Fr $91+/Nt
Expedia
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$92 |
Chicago, Illinois |
Explore Chicago For Less! Book Fr $92+/Nt
Save with Hotels.com, $23/night less
|
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$353 |
Chicago, Illinois |
Book in Chicago: Save this Feb Fr $353+/Nt
Save with Expedia, $152/night less
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$249 |
Chicago, Illinois |
Super Low Chicago Rate: Book Fr $249+/Nt
Hotels.com
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$194 |
Chicago, Illinois |
Millennium Knickerbocker Chicago in Feb: $194 & Up
Expedia
|
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$209 |
Chicago, Illinois |
Save $$ in Chicago: Book Fr $209+/Nt
Hotels.com
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$142 |
Chicago, Illinois |
Cass, a Holiday Inn Express in Feb: $142 & Up
Expedia
|
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$119 |
Chicago, Illinois |
Explore Chicago For Less! Book Fr $119+/Nt
Hotels.com
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$202 |
Chicago, Illinois |
Feb deal: Sax Chicago - A Thompson Fr $202+/Nt
Save with Expedia, $87/night less
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$149 |
Chicago, Illinois |
3.5-Star Buckingham Athletic Club Fr $149+/Nt
Hotels.com
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$194 |
Chicago, Illinois |
Residence Inn Chicago Downtown / River North in Feb: $194 & Up
Save with Expedia, $18/night less
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$189 |
Chicago, Illinois |
3.5-Star Courtyard by Marriott Chicago Downtown Fr $189+/Nt
Hotels.com
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$67 |
Chicago, Illinois |
Small budget: Stay in Chicago this Feb Fr $67+/Nt
Expedia
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$152 |
Chicago, Illinois |
4-Star Crowne Plaza Chicago Magnificent Mile Fr $152+/Nt
Hotels.com
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$110 |
Chicago, Illinois |
Save at 3.5-Star Central Loop: $110 & Up in Feb
Save with Expedia, $125/night less
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$199 |
Chicago, Illinois |
$199 & Up: Cheap Chicago Stay
Hotels.com
|
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$147 |
Chicago, Illinois |
Chicago Savings! Book at Holiday Inn Chicago Downtown Fr $147+/Nt
Save with Expedia, $10/night less
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$168 |
Chicago, Illinois |
Super Low Chicago Rate: Book Fr $168+/Nt
Save with Hotels.com, $42/night less
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$306 |
Chicago, Illinois |
Book in Chicago: Save at the James Chicago in Feb Fr $306+/Nt
Save with Expedia, $34/night less
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$182 |
Chicago, Illinois |
Starting Fr $182: Great Chicago Price
Hotels.com
|
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$235 |
Chicago, Illinois |
Feb deal: Conrad Chicago Fr $235+/Nt
Expedia
|
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$143 |
Chicago, Illinois |
3-Star Residence Inn Chicago Downtown / River North Fr $143+/Nt
Hotels.com
|
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$186 |
Chicago, Illinois |
Chicago Savings! Book at W Chicago - City Center Fr $186+/Nt
Expedia
|
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$195 |
Chicago, Illinois |
Book in Chicago Fr $195+/Nt
Hotels.com
|
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$148 |
Chicago, Illinois |
Chicago Savings! Book at Red Roof Inn Fr $148+/Nt
Save with Expedia, $64/night less
|
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$129 |
Chicago, Illinois |
3-Star BEST WESTERN PLUS River North Chicago Downtown Fr $129+/Nt
Hotels.com
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$174 |
Chicago, Illinois |
Book in Chicago: Save at the Dana & Spa in Feb Fr $174+/Nt
Save with Expedia, $75/night less
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$189 |
Chicago, Illinois |
Starting Fr $189: Great Chicago Price
Hotels.com
|
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$261 |
Chicago, Illinois |
Book 4-Star W Chicago Lakeshore Fr $261+/Nt
Expedia
|
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$179 |
Chicago, Illinois |
3.5-Star Chicago Marriott O'Hare Fr $179+/Nt
Hotels.com
|
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$182 |
Chicago, Illinois |
3 Nts at Crowne Plaza Chicago - The Metro in Chicago Fr $182
Expedia
|
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$178 |
Chicago, Illinois |
Book in Chicago Fr $178+/Nt
Save with Hotels.com, $31/night less
|
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$179 |
Chicago, Illinois |
Allegro Chicago - a Kimpton in Feb: $179 & Up
Expedia
|
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$107 |
Chicago, Illinois |
4-Star The Whitehall Fr $107+/Nt
Save with Hotels.com, $27/night less
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$86 |
Chicago, Illinois |
Holiday Inn Chicago O'Hare in Feb: $86 & Up
Expedia
|
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$127 |
Chicago, Illinois |
$127 & Up: Cheap Chicago Stay
Save with Hotels.com, $85/night less
|
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$189 |
Chicago, Illinois |
Chicago Savings! Book at Hampton Inn Majestic Chicago Fr $189+/Nt
Expedia
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$136 |
Chicago, Illinois |
4-Star Hard Rock Chicago Fr $136+/Nt
Save with Hotels.com, $34/night less
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$216 |
Chicago, Illinois |
Book 3.5-Star Hyatt Regency McCormick Place Fr $216+/Nt
Save with Expedia, $44/night less
|
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$295 |
Chicago, Illinois |
Don't Miss This: Omni Chicago 2 Nts + Air Fr $295
Travelocity
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$194 |
Chicago, Illinois |
Chicago Savings! Book 3 Nts in Feb Fr $194+/Nt
Save with Expedia, $42/night less
|
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$451 |
Chicago, Illinois |
Up to 5% OFF on Chicago 3 Nts Htl + Air Fr $451
Travelocity
|
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$215 |
Chicago, Illinois |
Book 3 Nts in Chicago this Feb Fr $215+/Nt
Save with Expedia, $21/night less
|
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$692 |
Chicago, Illinois |
Super Savings on Chicago 3 Nts Htl + Air Fr $692
Travelocity
|
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$170 |
Chicago, Illinois |
Small budget: Stay in Chicago this Feb Fr $170+/Nt
Save with Expedia, $42/night less
|
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$518 |
Chicago, Illinois |
Top Vacation Sale! 3 Nts + Air as Low as $518
Travelocity
|
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$76 |
Chicago, Illinois |
Hostelling International Chicago Summer Hostel in Feb: $76 & Up
Expedia
|
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$577 |
Chicago, Illinois |
Don't Miss This: Wyndham Chicago 3 Nts + Air Fr $577
Travelocity
|
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$119 |
Chicago, Illinois |
Small budget: Stay in Chicago this Feb Fr $119+/Nt
Save with Expedia, $24/night less
|
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$464 |
Chicago, Illinois |
Up to 16% OFF on Chicago 4 Nts Htl + Air Fr $464
Travelocity
|
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$119 |
Chicago, Illinois |
Chicago Savings! Book 3 Nts in Feb Fr $119+/Nt
Save with Expedia, $30/night less
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$499 |
Chicago, Illinois |
Chicago on Sale! 3 Nts + Air as Low as $499
Travelocity
|
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$119 |
Chicago, Illinois |
Feb deal: Fairfield Inn Chicago Midway Airport Fr $119+/Nt
Expedia
|
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$610 |
Chicago, Illinois |
Up to 12% OFF on Chicago 3 Nts Htl + Air Fr $610
Travelocity
|
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$376 |
Chicago, Illinois |
Book 3 Nts in Chicago this Feb Fr $376+/Nt
Expedia
|
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$406 |
Chicago, Illinois |
Last Minute Vacation Sale! 2 Nts Chicago + Air Fr $406
Travelocity
|
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$149 |
Chicago, Illinois |
Book in Chicago: Save this Feb Fr $149+/Nt
Expedia
|
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$539 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $539
Travelocity
|
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$191 |
Chicago, Illinois |
Save in Chicago: Book 3 Nts in Feb at Comfort Suites Fr $191+/Nt
Expedia
|
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$984 |
Chicago, Illinois |
Unbelievable Price! 7 Nts JW Marriott Chicago + Air Fr $984
Travelocity
|
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$179 |
Chicago, Illinois |
Feb deal: Hilton Suites Chicago/Magnificent Mile Fr $179+/Nt
Expedia
|
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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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