Title: Honeymoon Vacations in Illinois 2026 | Expedia.ca ![](https://images.trvl-media.com/place/215/aa920d34-e093-4af5-87ef-8a5ae8eefcac.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Illinois Honeymoon Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## 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 $734 per person May 8 - May 11 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Everything was perfect Reviewed on Mar 26, 2026 ![Hilton Orrington / Evanston](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fef343e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Orrington / Evanston Downtown Evanston CA $1,574 per person May 2 - May 9 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 7.6/10 Good! (1,002 reviews) The staff was absolutely amazing! Every single person that we had contact with went above and beyond. We are definitely going back. Reviewed on Mar 22, 2026 ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Swissotel - Chicago Downtown Chicago CA $1,596 per person Jun 1 - Jun 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (3,230 reviews) Clean room, great view of lake, spacious bathroom Reviewed on Mar 24, 2026 ![The Royal Sonesta Chicago River North](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/f57ccf79_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Royal Sonesta Chicago River North Downtown Chicago CA $953 per person Jun 1 - Jun 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (2,465 reviews) Overall, we had a pleasant stay with a few standout positives and a couple of frustrating moments. The front desk team during the day was absolutely amazing—super attentive, welcoming, and helpful throughout our stay. They really set a great tone. The room itself was another highlight: very spacious, clean, and comfortable, making it easy to relax. The pool area was also great and a nice bonus to the experience. The location is convenient and adds to the overall appeal. That said, there were a few downsides. The restaurant is on the smaller side, with limited alcohol options available before 4pm, and service there tends to be a bit slow. At one point, a server even followed us to the elevator to direct us back to the front desk regarding an issue with my card, which felt a bit awkward. The most uncomfortable experience came late at night when our room keys stopped working. The overnight staff we interacted with came across as condescending, and the interaction felt more like a “gotcha” moment than an attempt to help resolve the issue. In summary, the hotel offers a great location, comfortable and spacious rooms, and an excellent daytime front desk team. However, some service inconsistencies—particularly with the overnight staff and restaurant—left a mixed impression. Reviewed on Mar 29, 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 $1,122 per person Apr 29 - May 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (1,140 reviews) Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back. Reviewed on Mar 23, 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/2026-04-29/2026-05-06/?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/a75a4abb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Chicago Downtown Chicago CA $1,383 per person May 23 - May 26 found 15 hours ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.8/10 Exceptional! (1,006 reviews) Great location and property Reviewed on Mar 14, 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 $3,785 per person Jun 3 - Jun 8 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,004 reviews) Room clean , large comfoy Reviewed on Mar 15, 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 $2,716 per person Jun 3 - Jun 8 found 1 day ago Roundtrip non-stop flight included Vancouver (YVR) to Chicago (ORD) 9.4/10 Exceptional! (1,852 reviews) Elegant and beautiful Reviewed on Mar 26, 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/2026-04-29/2026-05-06/?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. ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Felix River North/Magnificent Mile Downtown Chicago CA $1,222 per person Jun 4 - Jun 7 found 23 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Chicago (ORD) 8.2/10 Very Good! (2,582 reviews) Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent. Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value Reviewed on Mar 24, 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 $1,470 per person Jun 4 - Jun 7 found 22 hours ago Roundtrip flight included Québec (YQB) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Everything was perfect Reviewed on Mar 26, 2026 ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Swissotel - Chicago Downtown Chicago CA $1,596 per person Jun 1 - Jun 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (3,230 reviews) Clean room, great view of lake, spacious bathroom Reviewed on Mar 24, 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/2026-04-29/2026-05-06/?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. ![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 $1,434 per person May 23 - May 27 found 1 day ago Roundtrip flight included Montreal (YUL) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Everything was perfect Reviewed on Mar 26, 2026 ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Felix River North/Magnificent Mile Downtown Chicago CA $1,686 per person Jun 4 - Jun 8 found 18 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Chicago (ORD) 8.2/10 Very Good! (2,582 reviews) Very pet friendly. Small room but fine for the 2 overnights in city. The Shower head in 1003 leaks & reduced the flow but otherwise decent. Spot Hero parking ($35 night) around the corner for easy in and out. Central location to most areas of interest @$125 value Reviewed on Mar 24, 2026 ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Magnificent Mile Downtown Chicago CA $1,776 per person Jun 4 - Jun 8 found 18 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Chicago (ORD) 9/10 Wonderful! (3,314 reviews) Great room and staff Reviewed on Mar 28, 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/2026-04-29/2026-05-06/?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 $167 CA $196 total Mar 31 - Apr 1 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! (3,344 reviews) The door to the bathroom was beat up like someone tried to kick it down and it don’t close all the way which was very disappointing. The staff was friendly at check in. The air conditioning sucked, it did not stay on and the room was very warm as a result. The bathrooms off the lobby were a mess ... Reviewed on Mar 29, 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 $235 CA $276 total Apr 5 - Apr 6 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! (1,759 reviews) No microwave in the room, had to pay for wifi, pool was smaller then expected. Didn't have a wow experience 😕 Reviewed on Mar 29, 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 $211 CA $230 total Apr 5 - Apr 6 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. ... 8.8/10 Excellent! (1,005 reviews) Everything was perfect, we even received a newly remodeled room! I would have preferred going late spring or early summer to enjoy their hiking path. Reviewed on Mar 28, 2026 [](https://expedia.ca/Chicago-Hotels-Hyatt-Lodge.h49450.Hotel-Information) [See all 10,418 properties in Illinois](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=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. 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