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Vacations in Chicago
Depart
Return
2 travelers
Travelers
Adults
Children
Age Child 1
Under 2 years
Under 2 years
2 years
3 years
4 years
5 years
6 years
7 years
8 years
9 years
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15 years
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17 years
Age Child 2
Under 2 years
Under 2 years
2 years
3 years
4 years
5 years
6 years
7 years
8 years
9 years
10 years
11 years
12 years
13 years
14 years
15 years
16 years
17 years
Age Child 3
Under 2 years
Under 2 years
2 years
3 years
4 years
5 years
6 years
7 years
8 years
9 years
10 years
11 years
12 years
13 years
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17 years
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Top vacations
Family
Romantic
Luxury
Budget
Most popular vacation deals in Chicago
Hilton Garden Inn Chicago OHare Airport
8.8
Excellent
1,246 reviews
$713
3 nights + flight
View Deal
Courtyard by Marriott Chicago Downtown/Magnificent Mile
8.7
Excellent
1,885 reviews
$839
3 nights + flight
View Deal
Residence Inn by Marriott Chicago Downtown
8.7
Excellent
834 reviews
$874
3 nights + flight
View Deal
Dana Hotel and Spa
9.0
Excellent
2,054 reviews
$874
3 nights + flight
View Deal
Viceroy Chicago
9.5
Excellent
454 reviews
$1091
3 nights + flight
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Courtyard by Marriott Rockford
7.9
Good
521 reviews
$853
3 nights + flight
View Deal
Best Western O'Hare North/Elk Grove Hotel
8.2
Excellent
738 reviews
$601
3 nights + flight
View Deal
Private Apartment With A Private Entrance To Our Cozy Newly Renovated Apartment
9.6
Excellent
5 reviews
$804
3 nights + flight
View Deal
Wyndham Chicago O'Hare
8.2
Excellent
1,146 reviews
$727
3 nights + flight
View Deal
The Westin O'Hare
8.7
Excellent
1,971 reviews
$867
3 nights + flight
View Deal
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Chicago
Choose up to 4 origin airports
Location
Airports within
70 miles
25 miles
50 miles
70 miles
100 miles
150 miles
200 miles
Airport
Miles
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1 room, 2 guests
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Choose up to 4 origin airports
Location
Airports within
70 miles
25 miles
50 miles
70 miles
100 miles
150 miles
200 miles
Airport
Miles
Pop.
Enter a location to see nearby airports
OK
Choose up to 4 airports
Enter a location to see nearby airports
Fri 12/28
Fri 1/4
2 travelers
Travelers
Adults
Children
Age Child 1
Under 2 years
Under 2 years
2 years
3 years
4 years
5 years
6 years
7 years
8 years
9 years
10 years
11 years
12 years
13 years
14 years
15 years
16 years
17 years
Age Child 2
Under 2 years
Under 2 years
2 years
3 years
4 years
5 years
6 years
7 years
8 years
9 years
10 years
11 years
12 years
13 years
14 years
15 years
16 years
17 years
Age Child 3
Under 2 years
Under 2 years
2 years
3 years
4 years
5 years
6 years
7 years
8 years
9 years
10 years
11 years
12 years
13 years
14 years
15 years
16 years
17 years
Compare vs. KAYAK
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Star
