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Create your trip from Chicago to Kissimmee
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See <B>Walt Disney World</B> Resort Vacation Packages

Create the Walt Disney World vacation of your dreams! Packages offer flights, a Walt Disney World Resort hotel, and Disney's Magic Your Way Tickets.

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Flight + Hotel Trip
Lake Buena Vista Resort Village & Spa, a Sky Hotel & Resort

Adjacent to the Lake Buena Vista Factory Outlet Mall, Lake Buena Vista Resort is 2 miles from the Downtown Disney® area and Walt Disney World® ... More lodging info

Hotel promotion - Stay 4 Nights and Save 40% on Your Stay!
Booked separately: $1259
-
tip $989
$495 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Orlando, FL
Two bedroom Antigua resort suite-Sleeps up to 6
Includes: Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.5 out of 5
640+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
World Quest Resort

This family-friendly Orlando resort is within 1 mile of Walt Disney World® Resort and Epcot®; Orlando Premium Outlet stores are 4 miles and ... More lodging info

Hotel promotion - Stay 1 Nights and Save 40% on Your Stay!
Booked separately: $1354
-
tip $1168
$584 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Orlando, FL
Two Bedroom Suite
Includes: Continental Breakfast
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.6 out of 5
545+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Caribe Cove Resort

This Kissimmee property is situated in the suburbs. Disney's Animal Kingdom is an area attraction, as is ChampionsGate Golf Club. More lodging info

Hotel promotion - Stay 1 Night and Save 30% on Your Stay!
Booked separately: $1111
-
tip $941
$471 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Kissimmee, FL
2 bed / 2 bath DELUXE Suite-Sleeps up to 6
Includes: Free Parking, Free High-Speed Internet, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.5 out of 5
165+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Holiday Inn Club Vacations At Orange Lake Resort

This family-friendly vacation resort is next door to Walt Disney World® Resort; a shuttle runs to Walt Disney World® Theme Parks (3 miles), ... More lodging info

Hotel promotion - Early Booking Bonus
Booked separately: $1161
-
tip $983
$492 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Kissimmee, FL
Standard Room with King Bed-Adv Purch
Includes: Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
365+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Best Western Lakeside

Sprawling across 24 acres in Kissimmee, this Mediterranean-style hotel is located 2 miles from Walt Disney World® Resort, and within 17 miles of ... More lodging info
Booked separately: $804
-
tip $664
$332 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
Standard room
Includes: Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.8 out of 5
645+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Westgate Inn & Suites

This property is located in Kissimmee. Disney's Animal Kingdom and ChampionsGate Golf Club are area attractions. Another area point of interest is Blizzard ... More lodging info
Booked separately: $682
-
tip $579
$290 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Kissimmee, FL
Standard Room
Includes: Continental Breakfast, Free High-Speed Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.6 out of 5
125+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Mystic Dunes Resort & Golf Club

Set on 600 lushly landscaped acres in Celebration, Mystic Dunes Resort & Golf Club is within 3 miles of Walt Disney World® Resort and Epcot®, and ... More lodging info

Hotel promotion - 4th Night Free
Booked separately: $1263
-
tip $1012
$506 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Kissimmee, FL
1 Bedroom Villa
Includes: Free Parking, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
50+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Continental Plaza Hotel Kissimmee

This Kissimmee hotel is less than 2 miles from Walt Disney World® Resort and 8 miles from SeaWorld Orlando. More lodging info

Hotel promotion - Every 3rd Night Free
Booked separately: $562
-
tip $484
$242 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.0-star Kissimmee, FL
Standard room
Includes: Continental Breakfast, Free Parking, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.4 out of 5
265+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Galleria Palms Orlando

This hotel is conveniently situated just 1 mile from Walt Disney World® Resort main entrance and within 15 miles of Universal Studios and SeaWorld, ... More lodging info
Booked separately: $909
-
tip $822
$411 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
King Studio
Includes: Full Breakfast, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.3 out of 5
320+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Parkway International Resort

This Kissimmee property is located near Wide World of Sports and Downtown Disney area. Another nearby point of interest is Disney's Hollywood Studios. More lodging info

Hotel promotion - Stay 4 Nights and Save 20% on Your Stay!
Booked separately: $1077
-
tip $918
$459 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
Two-bedroom villa 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.6 out of 5
100+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Baymont Inn and Suites Celebration

This Kissimmee property is located near Disney's Animal Kingdom. Another nearby point of interest is Blizzard Beach. More lodging info

Hotel promotion - Early Booking Bonus—Save 25% on Your Hotel Stay
Booked separately: $878
-
tip $571
$286 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Kissimmee, FL
Legacy Luxury Room
Includes: Continental Breakfast, Free Parking, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
25+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
The Waldorf Astoria Orlando

This luxury property is situated in Orlando, near Typhoon Lagoon and Downtown Disney area. Another nearby point of interest is DisneyQuest. More lodging info

Hotel promotion - New Hotel
Total Price: $2446
$1223 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  5.0-star Orlando, FL
2 Queens Deluxe Room 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.8 out of 5
3+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Oak Plantation Resort - Vacation Villas

This villa-style Kissimmee resort sits on 16 forested acres, with a lagoon and several kid-friendly pools, 8 miles from Walt Disney World® Theme Parks; ... More lodging info

Hotel promotion - Stay 4 Nights and Save 40% on Your Stay!
Booked separately: $671
-
tip $579
$290 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Kissimmee, FL
One-bedroom villa no daily housekeeping
Includes: Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
225+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Advantage Vacation Homes

Located in several different subdivisions to the south and west of Walt Disney World® Resort, these private, multi-bedroom homes are all within 2 to 18 ... More lodging info

Hotel promotion - Early Booking Bonus—Save 35% on Your Hotel Stay
Booked separately: $1044
-
tip $918
$459 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
Three bedroom home - Standard
Includes: Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.0 out of 5
60+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Mike Ditka Resorts - Runaway Beach Club

Runaway Beach Club's Kissimmee location is close to Orlando's most popular attractions: Walt Disney World® Resort is just 1. More lodging info
Booked separately: $1033
-
tip $941
$471 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Kissimmee, FL
One Bedroom Villa-No housekeeping
Includes: Free Parking, Free Wireless Internet, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.4 out of 5
480+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Quality Suites - The Royale Parc Suites

Located 1 mile from the grounds of the Walt Disney World® Resort, this Orlando-area hotel is also within 10 miles of SeaWorld Adventure Park and ... More lodging info

Hotel promotion - Stay 1 Nights and Save 15% on Your Stay!
Booked separately: $1080
-
tip $952
$476 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
One-bedroom suite-Non-Refundable
Includes: Free Wireless Internet, Breakfast Buffet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
165+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
The Inn At Oak Plantation

This property is located in Kissimmee. Gatorland is an area attraction. Other regional points of interest include SeaWorld Adventure Park. More lodging info

Hotel promotion - Stay 4 Nights and Save 40% on Your Stay!
Booked separately: $603
-
tip $538
$269 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.0-star Kissimmee, FL
Deluxe Studio Suite w/No Housekeeping
Includes: Continental Breakfast
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.9 out of 5
65+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Fantasy World Club Villas

Located 8 miles from Sea World and 5 miles from Walt Disney World® Theme Parks, this Mediterranean-style resort has hundreds of villas and a clubhouse, ... More lodging info

Hotel promotion - Stay 5 Nights and Save 40% on Your Stay!
Booked separately: $913
-
tip $816
$408 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
Two Bedroom/Two Bath Vacation Villa-includes all cleaning & resort fees!
Includes: Free Wireless Internet, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
540+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Seralago Hotel & Suites Main Gate East

Adjacent to the Old Town amusement park, this hotel is 5 miles from Disney’s Hollywood Studios™, 7 miles from Epcot® and SeaWorld, and 14 miles ... More lodging info
Total Price: $818
$409 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
Standard - Kids Eat Free (max 2)
Includes: Free Parking, Free Wireless Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.6 out of 5
815+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Celebration Suites

Located less than 2 miles from Walt Disney World® Resort, this hotel is also within 12 miles of SeaWorld and Universal Studios. More lodging info
Booked separately: $738
-
tip $554
$277 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.0-star Kissimmee, FL
Deluxe One Bedroom Suite 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.4 out of 5
180+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Omni Orlando Resort at ChampionsGate - A Golf & Spa Resort

Less than 7 miles from Walt Disney World® Resort, this resort is located in the master-planned community of ChampionsGate. More lodging info

Hotel promotion - 21-Day Advance Purchase Special
tip $1537
$769 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  4.5-star Champions Gate, FL
Deluxe room-No Refund
Includes: Free High-Speed Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.6 out of 5
125+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Reunion Resort - Luxury All Villa Golf & Spa Resort

Set in a secluded area of exquisitely landscaped, lushly rolling terrain, Reunion Resort is 6 miles from the Walt Disney World® Resort theme park ... More lodging info

Hotel promotion - Stay 1 Night and Save 30% on Your Stay!
Booked separately: $2226
-
tip $1988
$994 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  5.0-star Reunion, FL
One bedroom one bathroom villa, sleeps 4 		Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.8 out of 5
195+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Magical Memories Villas

Located in the heart of Central Florida attractions, Magical Memories Villas are within 8 miles of Walt Disney World® Resort. More lodging info

Hotel promotion - Stay 3 Nights and Save 40% on Your Stay!
Booked separately: $958
-
tip $840
$420 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.0-star Kissimmee, FL
2 Bedroom Villa-Sleeps up to 6
Includes: Free Parking, Full Kitchen
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
4.2 out of 5
240+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Radisson Resort Orlando - Celebration

This 20-acre resort is 1.5 miles from Walt Disney World® Resort and within 8 miles of SeaWorld, Universal Orlando, and Universal CityWalk. More lodging info
tip $1005
$503 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  3.5-star Kissimmee, FL
Two Doubles nonsmoking
Includes: Free High-Speed Internet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
3.7 out of 5
360+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
Flight + Hotel Trip
Holiday Inn Express Hotel and Suites at Summer Bay

This property is located in Kissimmee. Disney's Animal Kingdom and ChampionsGate Golf Club are area attractions. Another area point of interest is Blizzard ... More lodging info
Booked separately: $737
-
tip $699
$350 per person
includes: Flight + Hotel, Taxes & Fees**
tip ThankYou® Points
  2.5-star Clermont, FL
Two Queen Beds Resort View-Advance Purchase
Includes: Breakfast Buffet
 Check in: 01/18/10
Check out: 01/25/10
Traveler Opinion
5.0 out of 5
5+ reviews
  
Flight Information
American Airlines Chicago (ORD) to Orlando (MCO)   Depart:01/18/10  7:40 PM - 11:20 PM American Airlines
Orlando (MCO) to Chicago (ORD)   Return:01/25/10  7:25 PM - 9:20 PM American Airlines
Choose a different flight
View trips: 1 - 25  26 - 50  51 - 75  76 - 100  101  Previous | Next
** Prices do not include baggage fees or other fees charged directly by the airline.
See vacation packages for Disney hotels.
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