Romantic Hotels in Chicago, IL

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Top Chicago Romantic Getaways & Hotels

The Peninsula Chicago

108 East Superior Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$473 nightly

$555 total

Dec 29 - Dec 30

Total with taxes and fees

Celebrate with a romantic getaway at this upscale hotel, where you'll find a spa, al fresco dining, and premium mattresses. You'll also love the luxury bedding ...

L7 Chicago by LOTTE

225 N Wabash Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$184 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

Indulge in a romantic getaway at this boutique hotel, where you'll find in-room massages, a lobby fireplace, and onsite dining. Couples will love the Frette ...

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive Chicago IL

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$158 total

Dec 14 - Dec 15

Total with taxes and fees

Indulge in a romantic getaway at this upscale hotel, where you'll find a spa, in-room massages, and onsite dining. Couples will love the Frette Italian sheets ...

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$371 nightly

$436 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

A spa, soaking tubs, and premium mattresses await couples looking for a romantic getaway at this boutique hotel. The property also offers onsite dining, luxury ...

Sofitel Chicago Magnificent Mile

20 E Chestnut St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$229 total

Dec 7 - Dec 8

Total with taxes and fees

Love is in the air at this upscale hotel, featuring onsite dining, luxury bedding, and a terrace. Couples will love the bar and Art Deco architecture.

Virgin Hotels Chicago

203 N Wabash Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$172 nightly

$202 total

Dec 7 - Dec 8

Total with taxes and fees

Arrange a getaway at this boutique hotel, featuring al fresco dining, hydromassage showers, and champagne service. Couples will appreciate the romance packages, ...

Eurostars Magnificent Mile

660 North State Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$125 total

Dec 4 - Dec 5

Total with taxes and fees

Whatever your love language might be, you and your special someone are sure to love the spa and premium mattresses at this boutique hotel. You'll also appreciate ...

Swissotel - Chicago

323 E Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$115 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

Spa services, in-room massages, and a garden await visiting couples at this upscale hotel. The property also offers a lobby fireplace, onsite dining, and a riverside ...

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd Willowbrook IL

$124 nightly

$130 total

Dec 3 - Dec 4

Total with taxes and fees

Ready for a romantic getaway? Consider this boutique hotel, featuring a garden, jetted tubs, and in-room fireplaces. Couples will appreciate the romance packages ...

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$147 total

Dec 28 - Dec 29

Total with taxes and fees

Ready for a romantic getaway? You are sure to enjoy the spa, premium mattresses, and luxury bedding at this upscale hotel. You'll also appreciate the restaurant, ...

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$102 total

Dec 8 - Dec 9

Total with taxes and fees

Splurge on a special getaway at this romantic hotel, where you'll find premium mattresses, luxury bedding, and much more for you and your partner to enjoy.

Gale Chicago

201 E Delaware Pl Chicago IL

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A garden and onsite dining await visiting couples at this boutique hotel. The property also offers luxury bedding and a rooftop terrace.

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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.

Chicago romantic getaways

Romantic luxury hotels in Chicago

Reignite the spark, start an anniversary tradition or simply spoil your precious love for no special reason at a romantic Chicago hotel. Amorous couples eager to splurge will adore:

LondonHouse Chicago, Curio Collection by Hilton (4 stars)
Four Seasons Hotel Chicago (5 stars)
Waldorf Astoria Chicago (5 stars)
Hotel Arista (4 stars)

Romantic hotels with hot tubs

Searching for a loved-up Chicago escape? Few things set the mood like a hotel with a steaming hot tub. Spoil your sweetheart with a sultry candlelit dinner, sip on a glass of the finest Champagne and enjoy a long relaxing soak in the swirling waters at:

Ruby Room (2 stars)
The Champagne Lodge & Luxury Suites (3 stars)

Chicago hotels essential information

Accommodation	5,594 hotels
Lowest Price	$102
Highest Price	$555
Popular hotels	The Champagne Lodge & Luxury Suites, LondonHouse Chicago, Curio Collection by Hilton, Palmer House a Hilton Hotel, Trump International Hotel & Tower Chicago, The Peninsula Chicago, Eurostars Magnificent Mile, Virgin Hotels Chicago, Sofitel Chicago Magnificent Mile, Swissotel - Chicago, Hampton Inn Chicago Downtown/Magnificent Mile, L7 Chicago by LOTTE, Gale Chicago