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TOP DESTINATIONS
ALL DESTINATIONS
Chicago, IL Vacation Deals
| TYPE |
PRICE |
DESTINATION |
DEAL |
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$295 |
Chicago, Illinois |
Don't Miss This: Omni Chicago 2 Nts + Air Fr $295
Travelocity
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$666 |
Chicago, Illinois |
Save at 4-Star Hotel: 4 Nts + Air to Chicago Fr $666
Expedia
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$247 |
Chicago, Illinois |
Last Minute Vacation Sale! 4 Nts Chicago + Air Fr $247
Travelocity
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$413 |
Chicago, Illinois |
Travel for Less! 4 Nts Congress Plaza + Air Fr $413
Expedia
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$518 |
Chicago, Illinois |
Top Vacation Sale! 3 Nts + Air as Low as $518
Travelocity
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$911 |
Chicago, Illinois |
Save at 4-Star Hotel: 4 Nts + Air to Chicago Fr $911
Expedia
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$692 |
Chicago, Illinois |
Super Savings on Chicago 3 Nts Htl + Air Fr $692
Travelocity
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$607 |
Chicago, Illinois |
4.5-Star Chicago Sale! 4 Nts + Air Fr $607
Expedia
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$451 |
Chicago, Illinois |
Up to 5% OFF on Chicago 3 Nts Htl + Air Fr $451
Travelocity
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$493 |
Chicago, Illinois |
Save at 4-Star Hotel: 4 Nts + Air to Chicago Fr $493
Expedia
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$464 |
Chicago, Illinois |
Up to 16% OFF on Chicago 4 Nts Htl + Air Fr $464
Travelocity
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$547 |
Chicago, Illinois |
Travel for Less! 4 Nts Seneca + Air Fr $547
Expedia
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$499 |
Chicago, Illinois |
Chicago on Sale! 3 Nts + Air as Low as $499
Travelocity
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$634 |
Chicago, Illinois |
4-Star Chicago Sale! 4 Nts + Air Fr $634
Expedia
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$485 |
Chicago, Illinois |
Don't Miss This: Hard Rock Chicago 3 Nts + Air Fr $485
Travelocity
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$769 |
Chicago, Illinois |
4-Star Chicago Sale! 4 Nts + Air Fr $769
Expedia
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$405 |
Chicago, Illinois |
Don't Miss This: Wyndham Chicago 2 Nts + Air Fr $405
Travelocity
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$566 |
Chicago, Illinois |
Save at 4-Star Hotel: 4 Nts + Air to Chicago Fr $566
Expedia
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$1,011 |
Chicago, Illinois |
11% OFF The Westin Chicago River North! 7 Nts + Air Fr $1,011
Travelocity
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$582 |
Chicago, Illinois |
3.5-Star Chicago Sale! 4 Nts + Air Fr $582
Expedia
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$667 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $667
Travelocity
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$469 |
Chicago, Illinois |
Chicago 3.5-Star Hotel Sale! 4 Nts + Air Fr $469
Expedia
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$637 |
Chicago, Illinois |
Top Vacation Sale! 4 Nts + Air as Low as $637
Travelocity
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$545 |
Chicago, Illinois |
Don't Miss This: Congress Plaza 6 Nts + Air Fr $545
Travelocity
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$431 |
Chicago, Illinois |
Super Savings on Chicago 3 Nts Htl + Air Fr $431
Travelocity
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$610 |
Chicago, Illinois |
Up to 12% OFF on Chicago 3 Nts Htl + Air Fr $610
Travelocity
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$473 |
Chicago, Illinois |
Top Vacation Sale! 3 Nts + Air as Low as $473
Travelocity
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$539 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $539
Travelocity
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$296 |
Chicago, Illinois |
Top Vacation Sale! 2 Nts + Air as Low as $296
Travelocity
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$338 |
Chicago, Illinois |
Unbelievable Price! 2 Nts Chicago Marriott O'Hare + Air Fr $338
Travelocity
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$357 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $357
Travelocity
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$514 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $514
Travelocity
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$297 |
Chicago, Illinois |
Don't Miss This: The Palmer House Hilton 2 Nts + Air Fr $297
Travelocity
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$505 |
Chicago, Illinois |
Don't Miss This: BEST WESTERN Grant Park 6 Nts + Air Fr $505
Travelocity
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$654 |
Chicago, Illinois |
Last Minute Vacation Sale! 4 Nts Chicago + Air Fr $654
Travelocity
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$535 |
Chicago, Illinois |
4% OFF W Chicago Lakeshore! 3 Nts + Air Fr $535
Travelocity
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$593 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $593
Travelocity
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$600 |
Chicago, Illinois |
Unbelievable Price! 6 Nts Chicago's Essex Inn + Air Fr $600
Travelocity
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$778 |
Chicago, Illinois |
Look no Further! Chicago 4 Nts + Air as Low as $778
Travelocity
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$630 |
Chicago, Illinois |
Look no Further! Chicago 3 Nts + Air as Low as $630
Travelocity
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$361 |
Chicago, Illinois |
Super Sale! 2 Nts Fairmont Chicago Millennium Park + Air Fr $361
Travelocity
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$688 |
Chicago, Illinois |
Look no Further! Chicago 3 Nts + Air as Low as $688
Travelocity
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$359 |
Chicago, Illinois |
Up to 20% OFF on Chicago 4 Nts Htl + Air Fr $359
Travelocity
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$685 |
Chicago, Illinois |
Look no Further! Chicago 3 Nts + Air as Low as $685
Travelocity
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$618 |
Chicago, Illinois |
Top Vacation Sale! 3 Nts + Air as Low as $618
Travelocity
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$406 |
Chicago, Illinois |
Last Minute Vacation Sale! 2 Nts Chicago + Air Fr $406
Travelocity
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$529 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $529
Travelocity
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$984 |
Chicago, Illinois |
Unbelievable Price! 7 Nts JW Marriott Chicago + Air Fr $984
Travelocity
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$590 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $590
Travelocity
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$701 |
Chicago, Illinois |
Look no Further! Chicago 3 Nts + Air as Low as $701
Travelocity
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$558 |
Chicago, Illinois |
Super Savings on Chicago 3 Nts Htl + Air Fr $558
Travelocity
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$504 |
Chicago, Illinois |
Last Minute Vacation Sale! 3 Nts Chicago + Air Fr $504
Travelocity
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$341 |
Chicago, Illinois |
Look no Further! Chicago 2 Nts + Air as Low as $341
Travelocity
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$644 |
Chicago, Illinois |
2% OFF Swissotel Chicago! 3 Nts + Air Fr $644
Travelocity
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$648 |
Chicago, Illinois |
12% OFF Doubletree Chicago-Magnificent Mile! 6 Nts + Air Fr $648
Travelocity
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$401 |
Chicago, Illinois |
Top Vacation Sale! 3 Nts + Air as Low as $401
Travelocity
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$526 |
Chicago, Illinois |
5% OFF Amalfi Chicago! 3 Nts + Air Fr $526
Travelocity
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$456 |
Chicago, Illinois |
Last Minute Vacation Sale! 6 Nts Chicago + Air Fr $456
Travelocity
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$601 |
Chicago, Illinois |
Super Savings on Chicago 3 Nts Htl + Air Fr $601
Travelocity
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$325 |
Chicago, Illinois |
Last Minute Vacation Sale! 2 Nts Chicago + Air Fr $325
Travelocity
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$317 |
Chicago, Illinois |
Super Sale! 2 Nts Hyatt Regency McCormick Place + Air Fr $317
Travelocity
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$650 |
Chicago, Illinois |
Look no Further! Chicago 4 Nts + Air as Low as $650
Travelocity
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$660 |
Oak Brook, Illinois |
Up to 21% OFF on Oak Brook 7 Nts Htl + Air Fr $660
Travelocity
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$282 |
Norridge, Illinois |
Travel for Less! 4 Nts Chicago O'Hare Garden + Air Fr $282
Expedia
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$233 |
Elmhurst, Illinois |
Save on Your Vacation: 2 Nts The Waverton + Air Fr $233
Travelocity
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$464 |
Schiller Park, Illinois |
Top: Schiller Park Sale! 4 Nts + Air as Low as $464
Expedia
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$246 |
Itasca, Illinois |
Super Sale! 2 Nts Hyatt Place Itasca + Air Fr $246
Travelocity
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$322 |
Buffalo Grove, Illinois |
Dream Deal: Wyndham Garden Inn Buffalo Grove 4 Nts + Air Fr $322
Expedia
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$480 |
Naperville, Illinois |
Country Inn & Suites Naperville Biggest Sale! 4 Nts + Air Fr $480
Expedia
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$405 |
Schaumburg, Illinois |
Dream Deal: Stay Inn Chicago - Schaumburg 4 Nts + Air Fr $405
Expedia
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$406 |
Schaumburg, Illinois |
Last Minute Package Sale! 4 Nts Schaumburg + Air Fr $406
Expedia
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$336 |
Aurora, Illinois |
Incredible Savings: 4 Nts Super 8 Motel Naperville + Air Fr $336
Expedia
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$414 |
Geneva, Illinois |
Dream Deal: Comfort Inn 4 Nts + Air Fr $414
Expedia
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$344 |
Oak Brook, Illinois |
Top Vacation Sale! 2 Nts + Air as Low as $344
Travelocity
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$666 |
Carbondale, Illinois |
Incredible Savings: 4 Nts Quality Inn + Air Fr $666
Expedia
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$247 |
Schiller Park, Illinois |
Super Savings on Schiller Park 2 Nts Htl + Air Fr $247
Travelocity
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$364 |
Mattoon, Illinois |
Save Big on Mattoon 4 Nts + Air as Low as $364
Expedia
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$247 |
Wood Dale, Illinois |
Wood Dale on Sale! 2 Nts + Air as Low as $247
Travelocity
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$438 |
Fairview Heights, Illinois |
Ramada Fairview Heights Biggest Sale! 4 Nts + Air Fr $438
Expedia
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$421 |
Itasca, Illinois |
6% OFF Holiday Inn Itasca (Woodfield Area)! 3 Nts + Air Fr $421
Travelocity
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$1,898 |
Texico, Illinois |
Up to 3% OFF on Texico 8 Nts Htl + Air Fr $1,898
Travelocity
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$1,802 |
Texico, Illinois |
Up to 23% OFF on Texico 8 Nts Htl + Air Fr $1,802
Travelocity
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$1,571 |
Texico, Illinois |
Last Minute Vacation Sale! 8 Nts Texico + Air Fr $1,571
Travelocity
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$1,542 |
Texico, Illinois |
Last Minute Vacation Sale! 8 Nts Texico + Air Fr $1,542
Travelocity
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$2,948 |
Texico, Illinois |
Last Minute Vacation Sale! 8 Nts Texico + Air Fr $2,948
Travelocity
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$1,782 |
Texico, Illinois |
Look no Further! Texico 8 Nts + Air as Low as $1,782
Travelocity
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$1,875 |
Texico, Illinois |
Look no Further! Texico 8 Nts + Air as Low as $1,875
Travelocity
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$1,466 |
Texico, Illinois |
Texico on Sale! 8 Nts + Air as Low as $1,466
Travelocity
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$2,170 |
Texico, Illinois |
Last Minute Vacation Sale! 8 Nts Texico + Air Fr $2,170
Travelocity
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$1,602 |
Texico, Illinois |
Super Savings on Texico 8 Nts Htl + Air Fr $1,602
Travelocity
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$1,643 |
Texico, Illinois |
Look no Further! Texico 8 Nts + Air as Low as $1,643
Travelocity
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$1,600 |
Texico, Illinois |
Super Savings on Texico 8 Nts Htl + Air Fr $1,600
Travelocity
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$2,245 |
Texico, Illinois |
Super Savings on Texico 8 Nts Htl + Air Fr $2,245
Travelocity
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$1,516 |
Texico, Illinois |
Look no Further! Texico 8 Nts + Air as Low as $1,516
Travelocity
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$1,719 |
Texico, Illinois |
Super Savings on Texico 8 Nts Htl + Air Fr $1,719
Travelocity
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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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