Yellowstone Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Yellowstone Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was S$3,839, price is now S$2,719 per person
S$2,719
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
Check in and out was seamless! Got excellent help with bags and access to amenities! Great location it was about a 9 min walk to Riverwalk, Hop on Bus; felt safe and area was clean

Reviewed on 18 Aug, 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$4,369, price is now S$2,983 per person
S$2,983
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Loved the hotel. Very clean and comfortable. The gentleman who checked us out was not the most friendly, but everyone else was super helpful!

Reviewed on 18 Aug, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$4,258, price is now S$2,932 per person
S$2,932
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (2,063 reviews)
Great view of the lake and city

Reviewed on 18 Aug, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$5,300, price is now S$3,680 per person
S$3,680
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was S$3,827, price is now S$2,741 per person
S$2,741
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Terrible mattresses, old and crunchy or something; bad lumpy pillows. No coffee or water in the room. If you want free coffee, you gotta track to the lobby during coffee hours and pay a "resort" fee for the experience.

Reviewed on 17 Aug, 2025

Top hotels in Yellowstone

Don Q Inn

Don Q Inn

2.5 out of 5
3658 State Road 23, Dodgeville, WI
Fully refundableReserve now, pay when you stay
The price is S$118 per night from 28 Aug to 29 Aug
S$118
28 Aug - 29 Aug
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Loved the room and whirlpool. Clean friendly staff. Great breakfast. Way better than most hotels."

Reviewed on 10 Aug, 2025

Don Q Inn
Deer Valley Lodge & Golf

Deer Valley Lodge & Golf

2.5 out of 5
401 West Industrial Drive, Barneveld, WI
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 25 Aug to 26 Aug
S$148
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (643 reviews)
"Decor was fabulous."

Reviewed on 8 Aug, 2025

Deer Valley Lodge & Golf
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

2.5 out of 5
3637 State Road 23, Dodgeville, WI
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 28 Aug to 29 Aug
S$155
28 Aug - 29 Aug
includes taxes & fees
8.2/10 Very Good! (535 reviews)
"Overall, a nice property and a nice stay. Only complaint was very low water pressure when showering."

Reviewed on 16 Aug, 2025

AmericInn by Wyndham Dodgeville
See all 70 properties in Yellowstone
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 Yellowstone holiday package cost?
You'll find cheap prices from S$2,719 on Expedia for your Yellowstone break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Yellowstone costs.
What are the cheapest months to go to Yellowstone?
If you're looking to score a cheap Yellowstone holiday package, consider visiting in January, February and November. You're likely to find better rates on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Yellowstone?
Usually, a handful of days is enough to see the major sights during your Yellowstone holiday. But if you'd like to have some time to rest or take day trips, consider extending your trip.
How to find the best Yellowstone package deals?
Use Expedia's filters to find some tempting Yellowstone package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Yellowstone package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Yellowstone holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights separately. Better still, you can tailor your Yellowstone getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Yellowstone?
If you're planning a spur-of-the-moment Yellowstone holiday, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Yellowstone?

  1. Choose when to get away: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to visit Yellowstone.
  2. Plan your budget wisely: As well as the price of your accommodation, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Yellowstone.
  3. Work out your trip length: Think about how much time you want to spend exploring Yellowstone. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Yellowstone holiday package that brings all your bookings together.

* 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.