A train station with a brick building, a covered waiting area, and a tower.

Western Suburbs Romantic Vacations

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Top Romantic vacation packages in Western Suburbs

Price found within the past 48 hours. Click for updated prices.
  • Oct 7 - Oct 10

    DoubleTree by Hilton Lisle Naperville + Flight

    Naperville
    3 nights
    4.0 star property
    7.8/10 - Good (1,407 reviews)
    "Friendly staff"
    Reviewed August 6, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    $317
    $270
    per traveler
    found 7 hours ago
    DoubleTree by Hilton Lisle Naperville
  • Oct 8 - Oct 10

    Hotel Arista + Flight

    Naperville
    1 night
    4.5 star property
    9.4/10 - Exceptional (1,014 reviews)
    "Second stay 18 yrs apart. Still wonderful"
    Reviewed August 6, 2026
    Roundtrip Los Angeles (LAX) - Chicago (ORD)
    LAX - ORDNonstop ORD - LAXNonstop
    $384
    $347
    per traveler
    found 21 hours ago
    Hotel Arista
  • Oct 15 - Oct 18

    The Montcler Hotel - Redberri Luxury Collection + Flight

    Sandwich
    3 nights
    3.0 star property
    5.0/10 - (24 reviews)
    "We waited in a line of 12 groups trying to check in. Took forever. In addition to waiting for checkin, 2 other groups walked back up to the desk and said "there was already someone in thier room" - yikes. This place was struggling to function."
    Reviewed August 4, 2026
    Roundtrip Philadelphia (PHL) - Chicago (ORD)
    PHL - ORDNonstop ORD - PHLNonstop
    $445
    $404
    per traveler
    found 18 hours ago
    The Montcler Hotel - Redberri Luxury Collection
  • Oct 10 - Oct 14

    DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove + Flight

    Downers Grove
    4 nights
    4.0 star property
    8.4/10 - Very Good (1,012 reviews)
    "The staff is amazing- always helpful and responsive. The state of the hotel is ok, at best, though. It’s an older property that they are seemingly always in the middle of updating- while apparently theres a change yiu could get an older tub set up, the newer shower set ups already look like they’ve been through it. The furniture is old and not as tech forward. Ultimately, though- you get a good bed and a good nights sleep and a functional bathroom with a great staff- ai we’ll leave it at 4..."
    Reviewed August 6, 2026
    Roundtrip Los Angeles (LAX) - Chicago (ORD)
    LAX - ORDNonstop ORD - LAXNonstop
    $587
    $564
    per traveler
    found 4 hours ago
    DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
  • Oct 6 - Oct 9

    Aloft by Marriott Bolingbrook + Flight

    Bolingbrook
    3 nights
    3.0 star property
    8.4/10 - Very Good (1,011 reviews)
    "La chambre (le lit) n’était pas fait à notre arrivée. Problème avec le contrôleur de l’air climatisé. Il n’y avait pas de manette pour la TV et la TV n’a jamais été fonctionnel pendant 3 jours. J’ai avisé la réception 3 fois et rien n’a été fait. Je suis un voyageur habitué des Aloft et c’est de loin mon expérience la plus décevante!"
    Reviewed August 5, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    $404
    $390
    per traveler
    found 1 day ago
    Aloft by Marriott Bolingbrook

Discover the most popular places to visit in Western Suburbs

Top Romantic Western Suburbs Hotels

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.

How to find a romantic Western Suburbs vacation

How can I find the best Western Suburbs vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Western Suburbs romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Western Suburbs?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Western Suburbs?

Put a price on love with stunning deals for duos starting at just $270. Prices and availability are subject to change. Additional terms may apply.

Can I book Western Suburbs spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Western Suburbs?

To book a loved-up break in Western Suburbs, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Western Suburbs with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Western Suburbs romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?