Orangeville Holidays from £974

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Top Orangeville Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Price was £1,291, price is now £974 per person
£974
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.4/10 Very good! (3,939 reviews)
This hotel is in a perfect location and a great price! It’s a boutique hotel and quite old but the room was clean with nice decor.

Reviewed on 14 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,766, price is now £1,225 per person
£1,225
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We booked a two bedroom unit, but the unit clearly wasn't intended for a 2 bedroom. It was obviously a sitting area or something with a bed squeezed in. There was no vent so it made it impossible to shut the door, but then it was open to the living space and a full wall of windows. In addition, they list housekeeping as an amenity, and advertise one day or long term stays, however, for our 4 night stay, this didn't get housekeeping services. Meaning we had to get towels and coffee each day from the front desk, had piles of trash from cooking and such, and a heap of dirty towels from the week. Staff was friendly, but not really provided agency or capacity to do anything to fix the experience. Even a request for a fan to try to cool the space was impossible for them to solve (although they certainly had one for the front desk to keep staff comfortable).

Reviewed on 14 Jul 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £2,207, price is now £1,646 per person
£1,646
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)
We loved our "upgraded" room with the beautiful view of the river, Lake Michigan and the Saturday night fireworks! This was thanks to Michael, our concierge or check-in man at the front desk. It took us a little while to figure out all the lighting but that was a small thing. The coffee at your restaurant left a little to be desired - it was not hearty enough or warm enough. The cappuccino we replaced it with was very good! All in all, a very happy experience.

Reviewed on 14 Jul 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,389, price is now £1,059 per person
£1,059
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.4/10 Very good! (2,006 reviews)
I wish the space was bigger. It was too tight for me and my young girls but the staff was so extra nice and welcoming.

Reviewed on 14 Jul 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,412, price is now £1,080 per person
£1,080
per person
2 Oct - 7 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
The room was much smaller than expected and the ac unit was super loud but you get used to it eventually. Other than that, reallllly good hotel to stay at. Walking distance from everything!

Reviewed on 14 Jul 2026

Orangeville Essential Information

Language
English
Currency
U.S dollars
Population
760
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Lake Le Aqua Na State Park, Freeport Art Museum and Famous Fossil Winery

Top hotels in Orangeville

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

2.5 out of 5
1710 South Dirck Drive Freeport IL
Fully refundable
The price is £98 per night from 26 Jul to 27 Jul
£98
26 Jul - 27 Jul
includes taxes & fees
9/10 Wonderful! (914 reviews)
"Staff was very pleasant and helpful"

Reviewed on 13 Jul 2026

Country Inn & Suites by Radisson, Freeport, IL
Country Inn & Suites by Radisson, Stockton, IL

Country Inn & Suites by Radisson, Stockton, IL

2.5 out of 5
200 Dillon Ave Stockton IL
The price is £74 per night from 10 Aug to 11 Aug
£74
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very good! (685 reviews)
"Rented two rooms, black mold in the air conditioning vents in both rooms, rooms smelt of mildew and mold due to the black mold in the vents. Property managers were alerted and "took care of the mold" aka wipe down the mold.. Guess where we found mold next? The bed. There was fluffy, grey/white mold ..."

Reviewed on 14 Jul 2026

Country Inn & Suites by Radisson, Stockton, IL
City Express By Marriott Freeport

City Express By Marriott Freeport

3 out of 5
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
The price is £89 per night from 21 Jul to 22 Jul
£89
21 Jul - 22 Jul
includes taxes & fees
8/10 Very good! (751 reviews)
"Staff was friendly, room was clean, slow draining in sink, shower pressure was okay, tv channels unavailable no offer of compensation."

Reviewed on 7 Jul 2026

City Express By Marriott Freeport
See all 40 properties in Orangeville
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.
All Inclusive Holidays
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Frequently asked questions

How much does an Orangeville travel package cost?
From as little as £974, you can create your own Orangeville package. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Orangeville travel package?
Don't stress if you're rethinking your Orangeville travel package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We realise life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Orangeville?
Bundle your bookings with Expedia to save big bucks on your next big adventure. With more than 550 airlines and 1,000,000 hotels across the globe, your Orangeville holiday package can be tailored exactly to suit your travel style. With all that extra money, why not include some awesome experiences and tours? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Orangeville is closer than you thought!
Does Expedia offer Book Now, Pay Later Orangeville holidays?
Expedia has partnered with online lender Klarna to make booking your next trip a bit easier on the wallet. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you want to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

What are the top hotels in Orangeville?
If it's your first visit to Orangeville, secure a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both have good amenities and are favourites among many savvy travellers.
How far in advance should I book my Orangeville holiday?
Reserving your flight early with Expedia means one less thing to worry about. Most air carriers advertise prices up to 12 months in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, fantastic last-minute deals to Orangeville sometimes occur a few weeks before departure.
What does an Expedia Orangeville travel package include?
It all depends on what sort of escape you have in mind. Orangeville holiday deals can include car rentals, flights and hotels. You can mix and match to create the package that suits your budget and style. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking an Orangeville travel package?
A travel package can be easier on the credit card than separately booking everything you need for your trip. For example, combine your flights, hotels and rental cars and save a tidy sum. Whatever type of holiday you have in mind, there's sure to be a package that best suits your budget.
Can I choose my airline with an Orangeville Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.

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. Flight-inclusive packages are ATOL protected.