A modern bridge with a reflection in the water, surrounded by historic buildings and tall skyscrapers.
Photo by Leo Li
Open Photo by Leo Li

Great Lakes Romantic Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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

Top Romantic holiday packages in Great Lakes

Price found within the past 48 hours. Click for updated prices.
  • 1 Jan - 4 Jan

    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,001 reviews)
    "Clean room. Had the two queen bed room and wasn’t too small. Only needed a mini frig. Overall good experience"
    Reviewed November 4, 2026
    Return • Brisbane (BNE) - Chicago (ORD)
    BNE - ORD • 1 stop ORD - BNE • 2 stops
    AU$4,434
    AU$4,195
    per traveller
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • 1 Jan - 4 Jan

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    2 nights
    5.0 star property
    9.6/10 - Exceptional (2,076 reviews)
    Return • Brisbane (BNE) - Chicago (ORD)
    BNE - ORD • 1 stop ORD - BNE • 2 stops
    AU$5,317
    AU$4,819
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • 1 Jan - 4 Jan

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,764 reviews)
    Return • Brisbane (BNE) - Chicago (ORD)
    BNE - ORD • 1 stop ORD - BNE • 2 stops
    AU$4,623
    AU$4,310
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • 1 Jan - 4 Jan

    Swissotel - Chicago + Flight

    Downtown Chicago
    2 nights
    4.5 star property
    9.0/10 - Wonderful (3,566 reviews)
    "Breakfast was good"
    Reviewed November 4, 2026
    Return • Brisbane (BNE) - Chicago (ORD)
    BNE - ORD • 1 stop ORD - BNE • 2 stops
    AU$4,481
    AU$4,205
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • 1 Jan - 4 Jan

    InterContinental Chicago Magnificent Mile by IHG + Flight

    Downtown Chicago
    2 nights
    4.5 star property
    9.2/10 - Wonderful (3,415 reviews)
    "Easy check in and out. Clean pool."
    Reviewed November 4, 2026
    Return • Brisbane (BNE) - Chicago (ORD)
    BNE - ORD • 1 stop ORD - BNE • 2 stops
    AU$4,530
    AU$4,298
    per traveller
    found 1 day ago
    InterContinental Chicago Magnificent Mile by IHG

Discover the most popular places to visit in Great Lakes

What to do in Great Lakes

Top Romantic Great Lakes 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 romantic Great Lakes holiday packages on Expedia?

How can I book a romantic getaway in Great Lakes?

Find your dream romantic Great Lakes getaway on Expedia. From secluded hideaways to blissful spa treatments and charming country escapes, we’ve got it all. Just activate our “romantic” filters to uncover your ideal couple’s retreat in Great Lakes.

How can I find cheap Great Lakes romantic holidays?

Unveil the perfect and budget-friendly romantic getaways in Great Lakes with Expedia. Our filters unlock countless options, ensuring a heart-pounding experience. Set budget filters to match your spending limits and sort by price to prioritise the most affordable options in your search results.

How can I select a romantic couple’s package for Great Lakes?

In your search, you can apply search filters for Great Lakes trip packages and sort your results to see the romantic getaway options first. With those standards, you could find amazing romantic holiday options in Great Lakes, from winter getaways to secluded country or budget beach holidays with your loved one.

How can I find excellent romantic Great Lakes holiday deals?

Plan your ultimate couple’s getaway in Great Lakes with our user-friendly search tools. Opt for a hotel suite with a view worth sharing on Instagram. Cruise with the top down and feel the warm breeze in your hair with a luxury car hire. Decide on a romantic couple’s spa treatment, a beachfront candle-lit dinner, or a glamorous night out on the town.

How can I find last-minute romantic holiday deals to Great Lakes using Expedia?

For last-minute romantic holiday package deals in Great Lakes, enter your travel dates into the search and discover available deals. Customise your search with filters, covering amenities, price, star rating, and more to find your ideal romantic package for couples.

How can I find pet-friendly romantic getaway packages in Great Lakes?

Refine your search with the “pet-friendly” filter to discover top pet-welcoming hotels and resorts in Great Lakes. Experience a couple’s treatment, bask in beautiful surroundings, and revel in a pampering romantic getaway, knowing your pet is either by your side or well cared for in doggy day care.

How can I find great weekend couple’s holiday packages Great Lakes?

Escape the weekly grind with fantastic couple’s weekend getaways in Great Lakes. Enter your location and date preferences in your Expedia search and let us reveal hidden gems to leave you refreshed and love-struck for the week ahead.

Where can I find the most luxurious couple’s holiday packages in Great Lakes?

Discover the ultimate luxury romantic packages in Great Lakes with ease. Use the site’s or app’s search function to explore a range of lavish options, as well as to refine your choices by star rating and price.

Why should book I my romantic Great Lakes holiday with Expedia?

Choose from our latest incredible deals or customise your trip in just a few clicks, with simple search and filter functions that make finding your next romantic Great Lakes getaway easy. Plus, booking a package with Expedia could save you money, too, making a Great Lakes holiday for couples all the more attractive.