Title: Honeymoon Vacations in Illinois 2026 | Expedia.ca

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# Illinois Honeymoon Vacations

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## Flight and Honeymoon hotel deals in Illinois

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

![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairmont Chicago at Millennium Park

Downtown Chicago

CA $769

per person

May 7 - May 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

8.8/10 Excellent! (2,096 reviews)

Enjoyed our stay, will definitely be back

Reviewed on Apr 5, 2026

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Chicago

Downtown Chicago

CA $1,227

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.8/10 Exceptional! (1,005 reviews)

The staff were wonderful, the room was beautiful, and the location was fantastic. I really wanted to love this hotel. Unfortunately, two issues made for a difficult stay. The noise was severe. Despite being listed as soundproof, our junior suite on the 10th floor was incredibly loud. We’ve stayed in many major cities (and lived in some). But have not experienced this level of disruption from sirens, car alarms, horns, and blasting music from passersby all night. The blackout curtains are thin and don't reach the floor, offering little sound buffering. This is a far cry from the double-glazed windows and heavy drapes you'd expect from a hotel marketing itself as soundproof. The motion-sensor system controlling all lights and HVAC was also a safety concern. If you're still for too long (say, soaking in the bathtub), the entire room goes pitch black. Even the bathroom night light turns off on a timer. We asked the staff to disable this, and they said they did, but the problem persisted. For the price of a 5-star hotel, these issues brought the experience down to a 3-star stay. It's a shame, because so much else was genuinely excellent. We’d return, but only if these issues are addressed.

Reviewed on Apr 5, 2026

![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pendry Chicago

Downtown Chicago

CA $829

per person

May 7 - May 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

9.4/10 Exceptional! (1,140 reviews)

Perfect location, stunning hotel!

Reviewed on Apr 5, 2026

![Hotel 55 Chicago Downtown](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-b6434af4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel 55 Chicago Downtown

Downtown Chicago

CA $870

per person

May 12 - May 16

found 10 hours ago

Roundtrip non-stop flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (1,575 reviews)

Great location. The deluxe studio with the little nook and couch is great for having more space. Staff is super friendly, bathroom is good, the hotel bar is great with happy hour from 4-6.

Reviewed on Apr 5, 2026

![The Chicago Hotel Collection - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/37fa1971_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

CA $1,645

per person

Jun 6 - Jun 11

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Chicago (ORD)

7.6/10 Good! (1,227 reviews)

It was a great stay and good getaway

Reviewed on Apr 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-06/2026-05-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Honeymoon holidays in Illinois

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

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Chicago

Downtown Chicago

CA $1,227

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.8/10 Exceptional! (1,005 reviews)

The staff were wonderful, the room was beautiful, and the location was fantastic. I really wanted to love this hotel. Unfortunately, two issues made for a difficult stay. The noise was severe. Despite being listed as soundproof, our junior suite on the 10th floor was incredibly loud. We’ve stayed in many major cities (and lived in some). But have not experienced this level of disruption from sirens, car alarms, horns, and blasting music from passersby all night. The blackout curtains are thin and don't reach the floor, offering little sound buffering. This is a far cry from the double-glazed windows and heavy drapes you'd expect from a hotel marketing itself as soundproof. The motion-sensor system controlling all lights and HVAC was also a safety concern. If you're still for too long (say, soaking in the bathtub), the entire room goes pitch black. Even the bathroom night light turns off on a timer. We asked the staff to disable this, and they said they did, but the problem persisted. For the price of a 5-star hotel, these issues brought the experience down to a 3-star stay. It's a shame, because so much else was genuinely excellent. We’d return, but only if these issues are addressed.

Reviewed on Apr 5, 2026

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,425

per person

May 7 - May 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

9.4/10 Exceptional! (1,852 reviews)

Highly recommend a stay here! The staff are amazing and the restaurant is incredible; get the French toast.

Reviewed on Apr 4, 2026

![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Park Hyatt Chicago

Downtown Chicago

CA $1,982

per person

Jun 13 - Jun 16

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Chicago (ORD)

9.6/10 Exceptional! (1,004 reviews)

I truly enjoyed my 5 night stay at this hotel. Everyone was helpful, friendly, and accommodating. I love its location, near the Michael mile. When I return to Chicago I will definitely stay at the Park Hyatt.

Reviewed on Apr 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-06/2026-05-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Honeymoon holidays in Illinois

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

![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pendry Chicago

Downtown Chicago

CA $829

per person

May 7 - May 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Chicago (ORD)

9.4/10 Exceptional! (1,140 reviews)

Perfect location, stunning hotel!

Reviewed on Apr 5, 2026

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Chicago

Downtown Chicago

CA $1,227

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.8/10 Exceptional! (1,005 reviews)

The staff were wonderful, the room was beautiful, and the location was fantastic. I really wanted to love this hotel. Unfortunately, two issues made for a difficult stay. The noise was severe. Despite being listed as soundproof, our junior suite on the 10th floor was incredibly loud. We’ve stayed in many major cities (and lived in some). But have not experienced this level of disruption from sirens, car alarms, horns, and blasting music from passersby all night. The blackout curtains are thin and don't reach the floor, offering little sound buffering. This is a far cry from the double-glazed windows and heavy drapes you'd expect from a hotel marketing itself as soundproof. The motion-sensor system controlling all lights and HVAC was also a safety concern. If you're still for too long (say, soaking in the bathtub), the entire room goes pitch black. Even the bathroom night light turns off on a timer. We asked the staff to disable this, and they said they did, but the problem persisted. For the price of a 5-star hotel, these issues brought the experience down to a 3-star stay. It's a shame, because so much else was genuinely excellent. We’d return, but only if these issues are addressed.

Reviewed on Apr 5, 2026

![Hotel 55 Chicago Downtown](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-b6434af4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel 55 Chicago Downtown

Downtown Chicago

CA $1,076

per person

May 14 - May 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

8.8/10 Excellent! (1,575 reviews)

Great location. The deluxe studio with the little nook and couch is great for having more space. Staff is super friendly, bathroom is good, the hotel bar is great with happy hour from 4-6.

Reviewed on Apr 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-06/2026-05-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Honeymoon holidays in Illinois

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

![Hotel Arista](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141763/a6c36a1d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Arista

CA $805

per person

May 12 - May 16

found 10 hours ago

Roundtrip non-stop flight included

New York (NYC) to Chicago (ORD)

9.4/10 Exceptional! (1,003 reviews)

Our room was spacious, clean and well appointed. I love a bathroom with good lighting and the tv in the vanity mirror was fantastic to catch the morning news as we got ready!! The staff was exceptional. From check in, to drinks at the bar, to room service, everyone was incredibly friendly and professional. I highly recommend Hotel Arista.

Reviewed on Mar 24, 2026

![Hotel 55 Chicago Downtown](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-b6434af4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel 55 Chicago Downtown

Downtown Chicago

CA $870

per person

May 12 - May 16

found 10 hours ago

Roundtrip non-stop flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (1,575 reviews)

Great location. The deluxe studio with the little nook and couch is great for having more space. Staff is super friendly, bathroom is good, the hotel bar is great with happy hour from 4-6.

Reviewed on Apr 5, 2026

![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairmont Chicago at Millennium Park

Downtown Chicago

CA $1,308

per person

May 12 - May 16

found 10 hours ago

Roundtrip non-stop flight included

New York (NYC) to Chicago (ORD)

8.8/10 Excellent! (2,096 reviews)

Enjoyed our stay, will definitely be back

Reviewed on Apr 5, 2026

Don't see what you're looking for?

See all available trips from Columbus to Illinois

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-06/2026-05-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Honeymoon Hotels in Illinois

![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Eurostars Magnificent Mile

660 North State Street Chicago IL

- 9 min drive from Wrigley Field

CA $179

CA $210 total

Apr 7 - Apr 8

includes taxes & fees

Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...

9/10 Wonderful! (3,376 reviews)

Great location. Staff was welcoming. Room could have been cleaned better hair on sink, toilet and bed but overall not the worse I’ve seen. Would stay again for sure.

Reviewed on Apr 5, 2026

[](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information)

![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Wade

644 N Lake Shore Dr Chicago IL

- 10 min drive from Wrigley Field

CA $236

CA $277 total

Apr 27 - Apr 28

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...

8.4/10 Very Good! (1,778 reviews)

Very nice. Amazing view of Lake Michigan

Reviewed on Apr 6, 2026

[](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information)

![Hyatt Lodge Oak Brook Chicago](https://images.trvl-media.com/lodging/1000000/50000/49500/49450/e145ebfc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Lodge Oak Brook Chicago

2815 Jorie Blvd Oak Brook IL

- 31 min drive from Wrigley Field

CA $212

CA $231 total

Apr 19 - Apr 20

includes taxes & fees

Book a stay at this spa hotel in Oak Brook. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...

9/10 Wonderful! (1,007 reviews)

Unique site, friendly helpful staff and a fabulous pool and Horus!

Reviewed on Apr 5, 2026

[](https://expedia.ca/Chicago-Hotels-Hyatt-Lodge.h49450.Hotel-Information)

[See all 10,566 properties in Illinois](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=215)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## More Vacations Ideas

[Illinois Flights

](https://expedia.ca/Destinations-In-Illinois.d215.Flight-Destinations)[

Illinois Hotels

](https://expedia.ca/Destinations-In-Illinois.d215.Hotel-Destinations)[

Illinois Vacation Rentals

](https://expedia.ca/Destinations-In-Illinois.d215.Vacation-Rental-Destinations)[

Illinois Car Rentals

](https://expedia.ca/Destinations-In-Illinois.d215.Car-Rental-Destinations)[

Illinois Vacations

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Things to do in Illinois

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