Little Chicago Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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 hotels in Little Chicago

Lakeville Inn

Lakeville Inn

2.5 out of 5
20851 Keokuk Ave Lakeville MN
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 27 Jul to 28 Jul
S$139
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (111 reviews)
"Room was great. Quick check in."

Reviewed on 10 Jul, 2026

Lakeville Inn
Motel 6 Lakeville, MN - South - Lakeville

Motel 6 Lakeville, MN - South - Lakeville

2 out of 5
11274 210th St W Lakeville MN
Fully refundableReserve now, pay when you stay
The price is S$91 per night from 19 Jul to 20 Jul
S$91
19 Jul - 20 Jul
includes taxes & fees
7.4/10 Good! (874 reviews)
"I like that the property is very convenient to stores and restaurants. The beds were a little uncomfortable and pillows small. Rooms were pretty clean although there were patch spots that stuck out. The only thing that I didn’t like was the heavy smell of marijuana."

Reviewed on 10 Jul, 2026

Motel 6 Lakeville, MN - South - Lakeville
GrandStay Hotel and Conference

GrandStay Hotel and Conference

3 out of 5
7083 153rd St W Apple Valley MN
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 26 Jul to 27 Jul
S$130
26 Jul - 27 Jul
includes taxes & fees
8/10 Very good! (1,083 reviews)
"That staff was helpful around the clock and friendly."

Reviewed on 10 Jul, 2026

GrandStay Hotel and Conference
See all 106 properties in Little Chicago
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.

Frequently asked questions

How much does a Little Chicago holiday package cost?
Cross off another part of the world with our Little Chicago holiday packages, which start from just . 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 holiday 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 holiday package that's perfect for you.
How far in advance should I book my Little Chicago holiday?
Travellers 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 holiday 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 holiday 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 holiday 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.