Create your trip from New York to The Loop - Downtown Skip navigation
Welcome - Already a member? Sign in

 
 Start search over
Change your search
 
Change Travelers
2 Adults
1 Room
Change travelers




TRAVELER TOOLS



Customer Support
Frequently Asked Questions (FAQs)
Create your trip from New York to The Loop - Downtown
Maps:  Hotel map view
View trips: 1 - 25  26 - 33  Previous | Next
Sort by: checkedExpedia Picks not checkedPrice not checkedHotel Name not checkedCity not checkedStar Rating not checkedTraveler Opinion
Flight + Hotel Trip
Silversmith Hotel and Suites

The Silversmith Hotel is conveniently located within 1 block of Michigan Avenue and Millennium Park; Chicago's famed museums, shopping, and architectural ... More lodging info

Hotel promotion - Early Booking Bonus

Booked separately: $1372
-
tip $1023
$512 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
Deluxe King
Includes: Free High-Speed Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
200+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Hilton Chicago- Michigan Ave Cultural Mile

Overlooking Grant Park in downtown Chicago, this landmark 1927 Hilton hotel is 2 blocks from Millennium Park, 3 blocks from the Field Museum, and 4 blocks from ... More lodging info

Booked separately: $1644
-
tip $1369
$685 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Standard room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.5 out of 5
190+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Hotel 71

This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop’s theater district ... More lodging info

Booked separately: $1346
-
tip $1188
$594 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
Deluxe City View King
Includes: Free Wireless Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
405+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Crowne Plaza Chicago Metro

This Chicago property is located near Museum of Holography and Civic Opera House. Other nearby points of interest include Willis Tower. More lodging info

Booked separately: $1459
-
tip $1291
$646 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
Two Double Beds.
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
35+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Swissotel - Chicago

This triangular, 43-story glass hotel is across the street from the Chicago River, 3 blocks from the lakefront running path, and 4 blocks from the Wrigley ... More lodging info

Booked separately: $1604
-
tip $1342
$671 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Swiss Deluxe room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
75+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Holiday Inn Hotel and Suites Chicago

Centrally located in Chicago, this property is near 311 S Wacker Dr and Willis Tower. Additional nearby points of interest include Art Institute of Chicago. More lodging info

Booked separately: $1157
-
tip $883
$442 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Chicago, IL
ONE KING BED LEISURE-Advance Purchase Non Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
15+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
The Blackstone, A Renaissance Hotel

This Chicago property is located near Museum of Contemporary Photography, Grant Park, and Art Institute of Chicago. Other nearby points of interest include ... More lodging info

Booked separately: $1354
-
tip $1259
$630 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Deluxe Room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.7 out of 5
65+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Hard Rock Hotel Chicago

On Michigan Avenue and across from Millennium Park, this rock-inspired hotel occupies the 37-story, Art Deco-style Carbide and Carbon Building in downtown’s ... More lodging info

Booked separately: $1359
-
tip $1294
$647 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Deluxe King
Includes: Free High-Speed Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.3 out of 5
345+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
The Fairmont Chicago at Millennium Park

The 37-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake Michigan; Navy Pier, Art ... More lodging info

Booked separately: $1532
-
tip $1497
$749 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Fairmont King NS-Non Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.5 out of 5
160+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Club Quarters, Wacker at Michigan

Located in the Mather Tower, built in 1928, this Club Quarters hotel is set along the Chicago River, 1 block from the Magnificent Mile and the NBC Tower; the ... More lodging info

Booked separately: $1347
-
tip $1316
$658 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
Standard/1 Queen Bed
Includes: Free High-Speed Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
220+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Hotel Burnham - a Kimpton Hotel

Built in 1895, Hotel Burnham - A Kimpton Hotel, a former State Street office building, is now a boutique hotel within 6 blocks of Loop theaters and businesses ... More lodging info

Limited time offer for Expedia customers

Total Price: $1323
$662 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Two Doubles-Book Early for Winter-Nonrefundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.7 out of 5
45+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
The Palmer House Hilton

This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent ... More lodging info

Total Price: $1394
$697 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Standard One King-Non-Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
225+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Hotel Allegro Chicago - a Kimpton Hotel

Located in the Loop's theater and business districts, Hotel Allegro Chicago - A Kimpton Hotel is next to the Cadillac Palace Theatre, 4 blocks from Millennium ... More lodging info

Total Price: $1458
$729 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
Deluxe Queen & Hosted Wine Reception
Includes: Free Wireless Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
190+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Best Western Grant Park

Favored for its location across from Grant Park, Museum Campus, Soldier Field, and Northerly Island, the Best Western Grant Park is also 1 mile from Millennium ... More lodging info

Total Price: $1924
$962 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Chicago, IL
Guest Room
Includes: Free Wireless Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
160+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Renaissance Chicago Hotel

This downtown Chicago high-rise enjoys a prime location 3 blocks from Michigan Avenue shopping and within 1 mile of the Sears Tower, John Hancock Center, and ... More lodging info

Total Price: $1636
$818 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Deluxe room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.8 out of 5
30+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Hyatt Regency Chicago

This Magnificent Mile hotel is located among Chicago’s world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are ... More lodging info

Total Price: $1163
$582 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Guestroom-1 King or 2 Double Beds
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
340+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Congress Plaza Hotel

Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan. More lodging info

Hotel promotion - Best Price

Total Price: $989
$495 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.0-star Chicago, IL
Standard Queen
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.4 out of 5
380+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Marriott Chicago at Medical District/UIC

Located three miles from the shopping and dining of the Magnificent Mile, and a half-mile from United Center, this Chicago Marriott also offers a free shuttle ... More lodging info

Total Price: $1664
$832 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
Marriott Guestroom
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.5 out of 5
3+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
La Quinta Inn & Suites Chicago Downtown

Centrally located in Chicago, this property is near Civic Opera House, Willis Tower, and Millennium Park. Additional nearby points of interest include Art ... More lodging info

Total Price: $1068
$534 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Chicago, IL
Standard two double beds room
Includes: Continental Breakfast, Free High-Speed Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.5 out of 5
20+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
W Chicago City Center

The 22-story W Chicago City Center hotel is in the Loop business district, 1 block from the Willis Tower - formerly the Sears Tower, 5 blocks from Lake ... More lodging info

Hotel promotion - Best Price

Total Price: $1515
$758 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
Wonderful room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.8 out of 5
55+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Travelodge Hotel Downtown

Located a half-block from Grant Park and 4 blocks from South Loop Shopping, this downtown Chicago hotel is a half-mile from the Field Museum. More lodging info

Hotel promotion - Early Booking Bonus

Total Price: $797
$399 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.0-star Chicago, IL
1 Double Non-Smoking-Advance Purchase
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.3 out of 5
160+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
theWit A Doubletree Hotel

Centrally located in Chicago, this property is near Chicago Theater, Millennium Park, and Tribune Tower. Other nearby points of interest include Willis Tower. More lodging info

Total Price: $1162
$581 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.0-star Chicago, IL
King Sofabed -Non Refundable
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.8 out of 5
15+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Hotel Blake

This landmark downtown Chicago hotel is 2 blocks from the Red Line “baseball” train that stops at Wrigley Field and US Cellular Field; the Sears Tower is 6 ... More lodging info

Hotel promotion - Winter Special

Total Price: $1098
$549 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
King Classic
Includes: Free Wireless Internet, Continental Breakfast for 2
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.3 out of 5
380+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Club Quarters, Central Loop

Located in the Central Loop near both businesses and theaters, Club Quarters is 1 block from the Chicago Board of Trade, 3 blocks from the Sears Tower, and 5 ... More lodging info

Total Price: $1338
$669 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Chicago, IL
Standard Room - 1 Queen Bed
Includes: Free High-Speed Internet
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
335+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
Flight + Hotel Trip
Chicago's Essex Inn

Across from the greenery and attractions of Grant Park, the Essex Inn is 3 blocks from the Loop business district and Lake Michigan, 4 blocks from the Art ... More lodging info

Total Price: $912
$456 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Chicago, IL
Standard room
Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.1 out of 5
190+ reviews
 
Flight Information
American Airlines New York (LGA) to Chicago (ORD)   Depart:01/18/10  9:00 PM - 10:35 PM American Airlines
Chicago (MDW) to New York (LGA)   Return:01/25/10  7:00 PM - 10:12 PM Delta
Choose a different flight
View trips: 1 - 25  26 - 33  Previous | Next
** Prices do not include baggage fees or other fees charged directly by the airline.
Expedia Information:  
about Expedia| add your hotel| press room| investor relations| Expedia terms of use| updated privacy policy| about our ads| become an affiliate| advertising| jobs| feedback

Expedia Links:   home| flights| hotels| cars| cruises| earn ThankYou Points| Elite Plus| Egencia| site map
Expedia, Inc. is not responsible for content on external Web sites. ©2009 Expedia, Inc. All rights reserved.
Photos: Getty Images, Corbis
Plus sign (+) means taxes and fees are additional.
International sites:
Australia| Canada| China| Denmark| France| Germany| India| Italy| Japan| Mexico| Netherlands| New Zealand| Norway| Spain| Sweden| United Kingdom
Partner sites:
Citysearch| ClassicVacations.com| Entertainment| Evite| Gifts| Hotels.com| Hotwire| HSN| Improvements Catalog| LendingTree| Match| Real Estate| ReserveAmerica| Shoes| Ticketmaster