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Little Chicago Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Little Chicago vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Sept 12 - Sept 15

    Tru By Hilton Minneapolis Downtown + Flight

    Downtown Minneapolis
    3 nights
    2.5 star property
    8.6/10 - Excellent (1,002 reviews)
    Roundtrip • Regina (YQR) - Minneapolis (MSP)
    YQR - MSP • 1 stop MSP - YQR • 1 stop
    CA $1,223
    CA $917
    per traveller
    found 1 day ago
    Tru By Hilton Minneapolis Downtown
  • Outdoor dining
    Sept 12 - Sept 15

    Four Seasons Hotel Minneapolis + Flight

    Downtown Minneapolis
    3 nights
    5.0 star property
    9.6/10 - Exceptional (347 reviews)
    Roundtrip • Regina (YQR) - Minneapolis (MSP)
    YQR - MSP • 1 stop MSP - YQR • 1 stop
    CA $3,021
    CA $1,754
    per traveller
    found 1 day ago
    Four Seasons Hotel Minneapolis
  • Lobby
    Sept 17 - Sept 22

    Emery, Autograph Collection Hotel + Flight

    Downtown Minneapolis
    5 nights
    4.5 star property
    9.2/10 - Wonderful (774 reviews)
    Roundtrip • Regina (YQR) - Minneapolis (MSP)
    YQR - MSP • Nonstop MSP - YQR • Nonstop
    CA $1,372
    CA $955
    per traveller
    found 1 day ago
    Emery, Autograph Collection Hotel
  • Bar (on property)
    Sept 24 - Sept 29

    Hyatt Regency Minneapolis + Flight

    Downtown Minneapolis
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,004 reviews)
    "Hotel was good. Lobby was clean and beautiful, staff were friendly. Our room was very large, but the sofa bed was incredibly worn and uncomfortable for our son to attempt to sleep on. Room was clean, though it does show some wear/age in places and some spots seem to have been missed during the checkout cleaning process. Pool was small but nice and warm. Gym area was fantastic. We would stay again and the location was really convenient for our needs."
    Reviewed July 31, 2026
    Roundtrip • Regina (YQR) - Minneapolis (MSP)
    YQR - MSP • Nonstop MSP - YQR • Nonstop
    CA $1,496
    CA $1,069
    per traveller
    found 1 day ago
    Hyatt Regency Minneapolis
  • Exterior
    Sept 12 - Sept 15

    Home2 Suites by Hilton Minneapolis Downtown, MN + Flight

    Downtown Minneapolis
    3 nights
    3.0 star property
    8.6/10 - Excellent (702 reviews)
    "Excellent staff"
    Reviewed July 31, 2026
    Roundtrip • Regina (YQR) - Minneapolis (MSP)
    YQR - MSP • 1 stop MSP - YQR • 1 stop
    CA $1,294
    CA $962
    per traveller
    found 1 day ago
    Home2 Suites by Hilton Minneapolis Downtown, MN

Little Chicago Hotel Deals

Reception

Coratel Inn & Suites By Jasper Northfield

Coratel Inn & Suites By Jasper Northfield
2.5 star property
11.8 km from Little Chicago
6.2 out of 10, (687 reviews)
"Electrical outlets totally inadequate and too few for ordinary needs. Table and counter surfaces not thoroughly cleaned. Hair dryer did not work. Tissue box in bathroom nearly empty. Handrail in stairwell had a supporting bracket torn loose from wall. No grab bar in the shower. Inadequate number of choices offered for breakfast."
The price is CA $82
CA $90 total
includes taxes & fees
Aug 4 - Aug 5
Coratel Inn & Suites By Jasper Northfield
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.
See all properties in Little Chicago

Frequently Asked Questions

How much does a Little Chicago vacation package cost?

Cross off another part of the world with our Little Chicago vacation packages, which start from just CA $917. Select the hotels and flights that suit your travel style. Then, add on a few enriching experiences to cap off your unique getaway.

How do I get a cheap travel package to Little Chicago?

Our Little Chicago vacation packages offer plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But low prices are only the start of your next awesome adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotel options throughout the world to pick from. Whatever your budget or style, there's a vacation package that's perfect for you.

How far in advance should I book my Little Chicago vacation?

Travelers are generally able to browse international flights on Expedia within 12 months of departure. Booking last minute? With a bit of luck, it's still possible to score an affordable ticket just weeks before your flight.

What does an Expedia Little Chicago travel package include?

Hotels, rental cars and flights — we have them covered. With Expedia, you can shape your Little Chicago travel package your way. All you have to do is figure out what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the greater the savings!

What should I know before booking a Little Chicago travel package?

So many places to travel to, so many things to see and do. With a package, you'll be able to cross more of them off your list. Bundle your hotels, rental cars and flights and see how much you save.

Can I choose my airline with a Little Chicago Expedia vacation package?

Yes, of course. Expedia has access to more than 550 partner airlines all over the world, so select the carrier that best suits your travel needs.

If I'm not able to travel, can I cancel my Little Chicago vacation package?

You can. We totally understand that life doesn't always go to plan, so we're happy to help if you have to make changes to your Little Chicago vacation package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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