Search Deals onChicago Vacation Packages
Chicago Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago North-Evanston by IHG
Save 100% on your flight
Price was $1,144, price is now $792 per person
$792
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, room service, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ryan Field and Baha'i House of Worship are located nearby.
Good off street ramp parking, good breakfast, very close proximity to trains and local coffee. Staff was helpful (I signed up for rewards and was able to check in early).
Reviewed on Aug 29, 2026
Level Chicago Fulton Market
Save 100% on your flight
Price was $1,561, price is now $877 per person
$877
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Great! But parking was bad.
Reviewed on Aug 26, 2026
Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,706, price is now $1,144 per person
$1,144
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
隔音效果差
Reviewed on Aug 27, 2026
The Langham, Chicago
Save 100% on your flight
Price was $1,800, price is now $1,268 per person
$1,268
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Swissotel - Chicago
Price was $1,226, price is now $870 per person
$870
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
My sister and I came to Chicago from Baltimore to see the Obama Presidential Center. When I researched hotels to stay at in Chicago I was very impressed with Swissotel ratings. I could’ve made a better choice. We didn’t get to see everything we wanted to see, but when we do come back to Chicago Swissotel is definitely where we’ll be staying. So if you’re planning on coming to Chicago Swissotel is the best choice.
Reviewed on Aug 29, 2026
Hotel Riu Plaza Chicago
Price was $1,227, price is now $880 per person
$880
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Room was ok, didn’t get the view I requested.
Some of the reception people was rude. Breakfast was adequate. No omellete bar,
Reviewed on Aug 29, 2026
Level Chicago - River North
Price was $1,343, price is now $975 per person
$975
per person
Oct 15 - Oct 18
found 11 hours ago
Roundtrip flight included
Albuquerque (ABQ) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Nice place to stay
Reviewed on Aug 28, 2026
Park Hyatt Chicago
Save 100% on your flight
Price was $1,685, price is now $1,231 per person
$1,231
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Chicago Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chicago Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$107 Roundtrip, found 9 hours ago
$107
Roundtrip
found 9 hours ago
Wed, Sep 9 - Thu, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 4 hours ago
$120
Roundtrip
found 4 hours ago
Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 13 hours ago
$138
Roundtrip
found 13 hours ago
Sun, Sep 6 - Thu, Sep 10
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$171 Roundtrip, found 6 hours ago
$171
Roundtrip
found 6 hours ago
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