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An aerial view of a city with a river, historic buildings, and a prominent church spire.

Montgomery
Illinois
United States of America
North America
Hotwire.com

Montgomery Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Emily Hotel

4 out of 5

Save 100% on your flight

Price was $798, price is now $512 per person

$512

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago

5 out of 5

Save 100% on your flight

Price was $1,912, price is now $1,116 per person

$1,116

per person

Nov 26 - Dec 1

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.

The Talbott, Autograph Collection

4.5 out of 5

Save 100% on your flight

Price was $913, price is now $537 per person

$537

per person

Nov 26 - Dec 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago Fulton Market

4 out of 5

Save 100% on your flight

Price was $1,056, price is now $648 per person

$648

per person

Nov 26 - Dec 1

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 stay in an elegant mostly residential building. Smooth check in, but had to fill out a few forms. Very nice staff. Young building with lots of dogs yay!

Reviewed on Sep 24, 2026

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $1,048, price is now $647 per person

$647

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Renaissance Chicago Downtown Hotel

4 out of 5

Save 100% on your flight

Price was $865, price is now $564 per person

$564

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Great stay, would recommend

Reviewed on Sep 17, 2026

Pendry Chicago

4.5 out of 5

Save 100% on your flight

Price was $1,068, price is now $708 per person

$708

per person

Nov 28 - Dec 1

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 rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Property was clean. Staff was so lovely. Asked if special occasion and sent some drinks up. Overall great location and convenient. On the downside - noisy location also and difficult to get rooftop seating. It is not a bar rooftop. Flew into O’Hare and took subway and from there walked to hotel w one carry on suitcase.

Reviewed on Sep 23, 2026

Level Chicago – Old Town

4 out of 5

Save 100% on your flight

Price was $1,530, price is now $1,015 per person

$1,015

per person

Oct 25 - Oct 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.