Illinois Cheap Vacations

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Top Cheap vacation packages in Illinois

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel, Central Loop, Chicago
Freehand Chicago
Central Loop Hotel
Hotel Saint Clair- Magnificent Mile
River Hotel
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3 Night Cheap vacations in Illinois

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Freehand Chicago
Hotel Saint Clair- Magnificent Mile
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4 Night Cheap vacations in Illinois

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
The Whitehall Hotel, BW Premier Collection
Congress Plaza Hotel
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Find amazing cheap vacations in Illinois

How can I find budget-friendly Illinois vacation packages on Expedia?

Playing around with the easy-to-use search wizard is one of the best ways to find affordable Illinois vacation packages on Expedia. Tap your dates in and it'll offer some of the cheapest Illinois getaways within seconds. You can also use the maximum price filter to view deals within your budget. If you're traveling during peak season dates, it's a good idea to book early to snag some of the best offers. You may score irresistible last-minute specials for travel in low season.


How to find cheap last-minute Illinois travel deals?

On Expedia's last-minute travel deals page, you'll encounter a plethora of special offers for late vacations to Illinois. Remember, you're more likely to bag savings on last-minute travel during off-peak periods. Consider checking different departure dates, too. Expedia's nifty search tool lets you compare some of the best last-minute Illinois vacation packages. The handy filters let you tailor your trip according to your preferences, including hotel star rating, amenities, and property location.


When is the best time to visit Illinois on a budget?

For some of the cheapest vacation packages to Illinois from $206, it's best to travel during low season dates. With fewer people traveling during these periods, flights and hotels usually have lower prices. It's also a good idea to avoid popular travel times. These include spring break, Thanksgiving, and other federal holidays. On Expedia, you'll encounter some of the best travel deals to Illinois. Best of all, vacation payment plans mean you can spread the cost of your trip over 3, 6, or 12 months.


Can I cancel my Illinois vacation package booking?

Yes, many of Expedia's cheap Illinois getaway packages allow for free cancellation in case your plans change. Follow the easy steps to cancel by logging into your Expedia account and clicking on “Trips” page'. Keep in mind, though, that each vacation package has different cancellation policies, so be sure to look over them before booking. The good news is you'll clearly see this information on Expedia when you book. There's even a free cancellation search filter that lets you view flexible vacations to Illinois.


Why should I book my Illinois vacation with Expedia?

A multitude of exclusive travel deals you won't find anywhere else is one of the top reasons to book your cheap Illinois vacation package with Expedia. And with one of the widest choices of flights and hotels available, you'll easily find the right trip for you. The handy search wizard and filters let you compare hundreds of great deals in seconds, too. It's not only the cheap prices either: Expedia's booking protection and 24/7 support give you peace of mind before and during your 2026 trip.


How to find cheap Illinois vacation packages on Expedia?

When searching for budget vacations to Illinois, look out for the green savings label. This indicates you've snagged a deal only available on Expedia. Another popular way of getting money off your 2026Illinois vacation is by joining One Key. Expedia's amazing reward program gives you access to hundreds of member-only discounts on select hotels. Keep a look out for the blue savings label in the search results. Best of all, One Key is free to join.


Why should I book a package to Illinois?

You'll often snag package savings on your Illinois vacation when bundling together your flights and accommodation. Expedia even shows you how much you're saving by booking a package. It's not just cheaper prices, either. Packages often have more flexible booking conditions, meaning you're more likely to get a refund in case your 2026 plans change. While booking flights and hotels separately usually requires full payment, Illinois vacation packages often let you pay a small upfront deposit to confirm.


How to plan a cheap vacation to Illinois?

Settling on your dates is usually the first step to planning an affordable Illinois getaway. If you're traveling during peak season dates, it's a good idea to book your trip in advance. This way, you're more likely to bag early-bird deals. Don't rule out a last-minute travel deal for low season dates, though. Once you've picked your dates, tap them into the search wizard to see some of the best Illinois vacation package deals. Hop over to Expedia's vacation planning page for more tips for your dream vacation.

Top Cheap Illinois Hotels

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
  • 6 min walk from Michigan Avenue
$88 nightly
The price is $103 total per night from Jan 30 to Jan 31
$103 total
Jan 30 - Jan 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (4,908 reviews)
Our stay was A+, the staff was courteous and helpful and always went above and beyond in service. The location was great across from the Riverwalk and central to many other Chicago attractions. We will be back!!

Reviewed on Jan 13, 2026

River Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
  • 11 min walk from Michigan Avenue
$89 nightly
The price is $105 total per night from Jan 25 to Jan 26
$105 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,708 reviews)
The staff was amazing and helpful. The room was very clean and the view was beautiful. Everything was so relaxing i hardly wanted to leave the room. I had the best sleep ever in the comfortable king size bed. The gym my great , hot towels, water and headphones to use on the equipment. I stayed for ...

Reviewed on Jan 13, 2026

Hilton Chicago/Magnificent Mile Suites
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
  • 5 min walk from Michigan Avenue
$96 nightly
The price is $113 total per night from Jan 20 to Jan 21
$113 total
Jan 20 - Jan 21
Total with taxes and fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (3,173 reviews)
Amazing

Reviewed on Jan 12, 2026

Eurostars Magnificent Mile
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.

More vacations you might like

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