Illinois Romantic Vacation Packages
3 night Illinois Romantic vacation packages with airfare
Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $558, price is now $363 per person
$363
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Generous breakfast, beautiful room. Convenient to go everywhere.
Reviewed on Sep 3, 2025
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $669, price is now $404 per person
$404
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
This property really wants to be a luxury hotel, but they repeatedly missed the mark. Everyone who worked there was really nice and apologetic, but they made promises they did not keep.
One gets charged an "urban experience fee" of $25/ day for staying at this hotel. This fee gives you $15 towards food at the restaurants (which are okay, but the service is incredibly slow because there is only one kitchen across the restaurants), and the fee also covers guest passes to a health club that wasn't open during the times I was free, so I was basically forced to pay $25/ day for $15 credit towards their restaurants.
My room had a nice view.
Reviewed on Sep 21, 2025
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $843, price is now $534 per person
$534
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Pendry was historic and great
Reviewed on Jul 5, 2024
5 night Illinois Romantic vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was $665, price is now $303 per person
$303
per person
Dec 3 - Dec 8
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Attitude of the people was outstanding!! Very friendly and helpful.
Reviewed on Jun 13, 2025
The Royal Sonesta Chicago River North
Downtown Chicago
Save 100% on your flight
Price was $627, price is now $311 per person
$311
per person
Dec 3 - Dec 8
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
We received liked the service the staff provided, particularly Shanda.
Reviewed on Jul 20, 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $993, price is now $556 per person
$556
per person
Dec 3 - Dec 8
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, 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.
It's really a problem that the elevators are prioritized for people going to the rooftop vs guests of the hotel. We had to wait as several elevators took people to the rooftop while guests were standing there waiting on an elevator. Really disappointing.
Reviewed on Aug 4, 2025
Romantic hotels in Illinois
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
$120 nightly
The price is $126 total per night
$126 total
Sep 29 - Sep 30
Total with taxes and fees
Guests of The Champagne Lodge & Luxury Suites enjoy free WiFi in public areas, coffee in a common area, and a garden. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests.
Parking included
Free WiFi
LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $274 total per night
$274 total
Oct 19 - Oct 20
Total with taxes and fees
Guests staying at LondonHouse Chicago, Curio Collection by Hilton enjoy access to a full-service spa, a gym, and free WiFi in public areas. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and dry cleaning/laundry. Other amenities at this luxury hotel include conference space, a business center, and free newspapers.
Spa
Free WiFi
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$212 nightly
The price is $245 total per night
$245 total
Oct 23 - Oct 24
Total with taxes and fees
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Parking is available for USD 57 per night (USD 85 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, access to locker space, and luggage storage. Other amenities at this luxury hotel include a conference center, a business center, and express check-in.
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.
Book Illinois romantic vacations
Sparks will fly on your next vacation when you treat yourself and your special someone to the romantic getaway you’ve always wanted. At Illinois, your every wish is taken care of, leaving you plenty of time for long walks and gazing into each other’s eyes. Ditch the dishes and dine out every night; lose the laundry duties and get ready to be lost in the moment.
Fall in love all over again
It’s time to meet your perfect match—when it comes to vacations, that is. We have all the information you need, right here on Orbitz:
- Perfect perks: Browse our reviews to find the extras that will make your trip special. Think bottles of champagne, boxes of chocolates and in-room hot tubs. And don’t forget room service, because you’ll never want to leave your suite.
- Save, your way: You won’t need a trail of rose petals to lead you to amazing deals on Orbitz. Bundle your flight and hotel for extra convenience. Save or splurge, we’ll help you get the best deal at any price point.
- Make it all-inclusive: Start your relaxation right now. Find Illinois all-inclusive honeymoon packages and leave the details to someone else. Spend your time planning romantic adventures and finding the perfect gift for your sweetie. That’s time well-spent.
Shout your love from the rooftops with Illinois honeymoons and romantic getaways. When you book with Orbitz, you know you’re getting the best for your one-and-only. Get ready to be swept off your feet.
How much does it cost to fly to Illinois?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
LGA
LaGuardia
ORD
O'Hare Intl.
$67 Roundtrip, just found
$67
Roundtrip
just found
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$81 Roundtrip, found 1 hour ago
$81
Roundtrip
found 1 hour ago
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
DFW
Dallas-Fort Worth Intl.
STL
Lambert-St. Louis Intl.
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
DAL
Love Field
ORD
O'Hare Intl.
$139 Roundtrip, found 22 hours ago
$139
Roundtrip
found 22 hours ago
DAL
Love Field
STL
Lambert-St. Louis Intl.
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
DAL
Love Field
MDW
Midway Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
