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Flight + Hotel(optional car available) |
Flight + Luxury HotelYour dates from $266 |
Flight + CarYour dates from $186 |
| Destination | Dates | Price per Person |
|---|---|---|
|
Chicago, IL |
All Dates | from $231 |
| See options below | ||
See all available dates from $231
Available Dates
| Destination | Dates | Price per Person |
|---|---|---|
|
Chicago, IL |
Fri, Nov, 20 - Sun, Nov 22 | from $253 |
|
Chicago, IL |
Sat, Nov, 21 - Mon, Nov 23 | from $250 |
| Destination | This Weekend | Price per Person |
|---|---|---|
|
Chicago, IL |
Leaving Fri, Nov 20
Returning Sun, Nov 22 Returning Mon, Nov 23 Returning Tue, Nov 24 |
from $253 from $291 from $309 |
|
Chicago, IL |
Leaving Sat, Nov 21
Returning Mon, Nov 23 Returning Tue, Nov 24 |
from $250 from $275 |
| Destination | Next Weekend | Price per Person |
|---|---|---|
|
Chicago, IL |
Leaving Wed, Nov 25
Returning Sun, Nov 29 Returning Mon, Nov 30 |
from $462 from $509 |
|
Chicago, IL |
Leaving Thu, Nov 26
Returning Sun, Nov 29 Returning Mon, Nov 30 Returning Tue, Dec 1 |
from $462 from $508 from $584 |
|
Chicago, IL |
Leaving Fri, Nov 27
Returning Sun, Nov 29 Returning Mon, Nov 30 Returning Tue, Dec 1 |
from $377 from $409 from $471 |
|
Chicago, IL |
Leaving Sat, Nov 28
Returning Mon, Nov 30 Returning Tue, Dec 1 |
from $373 from $449 |
| Destination | More Weekends | Price per Person |
|---|---|---|
|
Chicago, IL |
Leaving Thu, Dec 3
Returning Sun, Dec 6 Returning Mon, Dec 7 Returning Tue, Dec 8 |
from $314 from $351 from $387 |
|
Chicago, IL |
Leaving Fri, Dec 4
Returning Sun, Dec 6 Returning Mon, Dec 7 Returning Tue, Dec 8 |
from $278 from $314 from $351 |
|
Chicago, IL |
Leaving Sat, Dec 5
Returning Mon, Dec 7 Returning Tue, Dec 8 |
from $284 from $314 |
|
Chicago, IL |
Leaving Thu, Dec 10
Returning Sun, Dec 13 Returning Mon, Dec 14 Returning Tue, Dec 15 |
from $296 from $333 from $370 |
|
Chicago, IL |
Leaving Fri, Dec 11
Returning Sun, Dec 13 Returning Mon, Dec 14 Returning Tue, Dec 15 |
from $231 from $273 from $310 |
|
Chicago, IL |
Leaving Sat, Dec 12
Returning Mon, Dec 14 Returning Tue, Dec 15 |
from $236 from $266 |
Compare your options instantly! We have already priced alternatives based on your search so you can easily find the best deal for you.
Nearby Destinations
| Destination | Dates | Price per Person |
|---|---|---|
|
Chicago Vicinity, IL
|
All Dates | from $196 |
|
Chicago, IL
(includes luxury hotel) |
All Dates | from $266 |
Other Destinations in the Midwest
| Destination | Dates | Price per Person |
|---|---|---|
|
Milwaukee, WI
|
All Dates | from $198 |
|
Akron/ Canton, OH
|
All Dates | from $207 |
|
Indianapolis, IN
|
All Dates | from $230 |
|
Cleveland, OH
|
All Dates | from $237 |
|
St. Louis, MO
|
All Dates | from $242 |
|
Minneapolis/ St. Paul, MN
|
All Dates | from $255 |
Other Big City Destinations
| Destination | Dates | Price per Person |
|---|---|---|
|
Atlanta, GA
|
All Dates | from $239 |
|
Dallas, TX
|
All Dates | from $252 |
|
Houston, TX
|
All Dates | from $253 |
|
Fort Worth, TX
|
All Dates | from $263 |
Chicago: Why Go
Chicago, IL: Our Kind of Town
Breeze into the Windy City, where you'll be blown away by a skyline of famous skyscrapers, miles of magnificent shopping, and nothing less than that spirited, Mid-Western charm.
Where the locals go: Chug an "Old Style" and bite into a hot dog while cheering the Cubbies at Wrigley Field, arguably the country's most charming ball park. Hard-core fans may sit in the bleachers in hopes of catching a homerun hit, but there's hardly a bad seat at the "Friendly Confines."
History lesson: Chicago is the birthplace of the modern skyscraper. Opt for the Chicago Architecture Foundation's River Cruise--touristy, but undoubtedly the most awe-inspiring perspective on everything from Art Deco masterpieces to Ludwig Mies van der Rohe's minimalism.
Did we mention it's free? From tropical skinks and salamanders to arctic penguins and polar bears, a visit to Lincoln Park Zoo is a crowd-pleaser. Open 365 days a year, this zoo, established in 1868, is among the nation's oldest.
Local flavor: You can't go wrong with porterhouse, rib-eye, or any other slab of meat at the original Mortons, the paradigm of Chicago-style steakhouses. And whether you take yours deep-dish or stuffed, you've got to try the "pot pie" pizza at Chicago Pizza & Oven Grinder.
As seen on TV: Channel John Belushi's short-order cook stint on SNL with a "Cheezburgah, Cheezburgah, Cheezburgah...," at the skit's inspiration, the Billy Goat Tavern, home to a killer double-cheeseburgah on a Kaiser roll.
The real deal: Lighten up at The Second City, the comedy club where the likes of Dan Aykroyd, Mike Myers, Bill Murray, and Chris Farley got their big breaks -- we think it's a national treasure, no joke.
Get your bearings: If you want to get around Chicago like a Chicagoan, get to know "the Loop" and "the L." Think: the Loop is the business district that is circled by the mass-transit, elevated train called the L (and the Chicago River).
Place we love, even if it's touristy: With 110 stories rising a quarter mile into the sky, the Sears Tower is the tallest building in North America. On a clear day you can see four states from the skydeck on the 103rd floor.
Where to blow a paycheck: Rain, snow, or shine, shopaholics flock to the Magnificent Mile, packed with department stores, boutiques, and specialty shops. Nearby on State Street is the historic, ornate Marshall Fields with a Tiffany ceiling and a lavishly decorated Great Tree during the holidays.
Breeze into the Windy City, where you'll be blown away by a skyline of famous skyscrapers, miles of magnificent shopping, and nothing less than that spirited, Mid-Western charm.
Where the locals go: Chug an "Old Style" and bite into a hot dog while cheering the Cubbies at Wrigley Field, arguably the country's most charming ball park. Hard-core fans may sit in the bleachers in hopes of catching a homerun hit, but there's hardly a bad seat at the "Friendly Confines."
History lesson: Chicago is the birthplace of the modern skyscraper. Opt for the Chicago Architecture Foundation's River Cruise--touristy, but undoubtedly the most awe-inspiring perspective on everything from Art Deco masterpieces to Ludwig Mies van der Rohe's minimalism.
Did we mention it's free? From tropical skinks and salamanders to arctic penguins and polar bears, a visit to Lincoln Park Zoo is a crowd-pleaser. Open 365 days a year, this zoo, established in 1868, is among the nation's oldest.
Local flavor: You can't go wrong with porterhouse, rib-eye, or any other slab of meat at the original Mortons, the paradigm of Chicago-style steakhouses. And whether you take yours deep-dish or stuffed, you've got to try the "pot pie" pizza at Chicago Pizza & Oven Grinder.
As seen on TV: Channel John Belushi's short-order cook stint on SNL with a "Cheezburgah, Cheezburgah, Cheezburgah...," at the skit's inspiration, the Billy Goat Tavern, home to a killer double-cheeseburgah on a Kaiser roll.
The real deal: Lighten up at The Second City, the comedy club where the likes of Dan Aykroyd, Mike Myers, Bill Murray, and Chris Farley got their big breaks -- we think it's a national treasure, no joke.
Get your bearings: If you want to get around Chicago like a Chicagoan, get to know "the Loop" and "the L." Think: the Loop is the business district that is circled by the mass-transit, elevated train called the L (and the Chicago River).
Place we love, even if it's touristy: With 110 stories rising a quarter mile into the sky, the Sears Tower is the tallest building in North America. On a clear day you can see four states from the skydeck on the 103rd floor.
Where to blow a paycheck: Rain, snow, or shine, shopaholics flock to the Magnificent Mile, packed with department stores, boutiques, and specialty shops. Nearby on State Street is the historic, ornate Marshall Fields with a Tiffany ceiling and a lavishly decorated Great Tree during the holidays.