Illinois Romantic Vacations

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Flight and Romantic hotel deals in Illinois

Price found within the past 48 hours. Click for updated prices.
Hotel 55
Trump International Hotel & Tower Chicago
Pendry Chicago
Hyatt Centric Chicago Magnificent Mile
Thompson Chicago, by Hyatt
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5* Romantic holidays in Illinois

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Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
The Peninsula Chicago
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3 Night Romantic holidays in Illinois

Price found within the past 48 hours. Click for updated prices.
Thompson Chicago, by Hyatt
Pendry Chicago
Trump International Hotel & Tower Chicago
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See all available trips from Columbus to Illinois
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4 Night Romantic holidays in Illinois

Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Trump International Hotel & Tower Chicago
LondonHouse Chicago, Curio Collection by Hilton
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See all available trips from Columbus to Illinois
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Plan unforgettable romantic Illinois vacations

What are some of the benefits of booking a romantic Illinois vacation?

When booking a romantic Illinois vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in United States of America.


How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Illinois destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Illinois?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $656 and can enjoy savings of up to 20 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Illinois?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Illinois certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Illinois.

Can I book a romantic Illinois vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Illinois search.

Can I book a romantic trip to Illinois that is fully refundable?

Several romantic Illinois vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.

Romantic Hotels in Illinois

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
  • 44 min drive from Wrigley Field
The price is CA $122 per night from Feb 9 to Feb 10
CA $122
CA $163 total
Feb 9 - Feb 10
includes taxes & fees
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,392 reviews)
Everything was outstanding

Reviewed on Feb 3, 2026

The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive Chicago IL
  • 10 min drive from Wrigley Field
The price is CA $223 per night from Feb 15 to Feb 16
CA $223
CA $262 total
Feb 15 - Feb 16
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (3,586 reviews)
Everything was amazing! View ambience service

Reviewed on Feb 5, 2026

LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
  • 12 min drive from Wrigley Field
The price is CA $184 per night from Feb 21 to Feb 22
CA $184
CA $250 total
Feb 21 - Feb 22
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (2,271 reviews)
Plenty of lighting in our room. Clean bathroom. Comfortable bed. Nice linens. TV channel choices were good. Lockwood was delicious!

Reviewed on Jan 31, 2026

Palmer House a Hilton Hotel
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.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.