Roselawn Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

Top Roselawn Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Chicago - Alsip

Red Roof Inn Chicago - Alsip

2.5 out of 5
per person
Sep 23 - Sep 26
just found
Roundtrip flight included
Toronto (YTO) to Chicago (MDW)
6/10 (554 reviews)
I didn’t have any amenities in my room for the entire stay. The staff kept promising they will provide but never did

Reviewed on Apr. 10, 2025

Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
per person
Aug 29 - Sep 1
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (MDW)
8.2/10 Very Good! (1,011 reviews)
No tv remote in the room. Only one hand towel

Reviewed on Jul. 13, 2025

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
per person
Sep 23 - Sep 26
just found
Roundtrip flight included
Toronto (YTO) to Chicago (MDW)
8.2/10 Very Good! (1,007 reviews)
Plumbing system is awful. We switched rooms because of poor draining in the tub and then went to room 339 and the sink wouldn't drained and they never came to fix it after I reported it.

Reviewed on Jul. 13, 2025

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
per person
Oct 2 - Oct 6
found 5 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (MDW)
9.2/10 Wonderful! (35 reviews)
Loved the hotel and overall atmosphere at the property. The food selection was great also. I will definitely be planning another trip!

Reviewed on Jul. 12, 2025

Days Inn by Wyndham Calumet Park

Days Inn by Wyndham Calumet Park

2 out of 5
per person
Sep 23 - Sep 26
just found
Roundtrip flight included
Toronto (YTO) to Chicago (MDW)
5.4/10 (804 reviews)
There was no breakfast as advertised. Otherwise it was a place to sleep.

Reviewed on Jul. 12, 2025

Ready to book your vacation to Roselawn?

 

Choose your dates

Roselawn Hotel Deals

Hampton Inn Crown Point
Hampton Inn Crown Point
2.5 out of 5
10850 Delaware Parkway, Crown Point, IN
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 27 to Jul 28
CA $197
CA $220 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (516 reviews)
"Close to dining and good area"

Reviewed on Jul. 13, 2025

Hampton Inn Crown Point
Fairfield Inn & Suites by Marriott Fair Oaks Farms
Fairfield Inn & Suites by Marriott Fair Oaks Farms
2.5 out of 5
708 North 600 East, Fair Oaks, IN
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 10 to Aug 11
CA $174
CA $186 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (661 reviews)
Great Stay
"From check in thru our entire stay was excellent! Would definitely stay there again!"

Reviewed on Jun. 29, 2025

Fairfield Inn & Suites by Marriott Fair Oaks Farms
Towneplace Suites By Marriott Crown Point
Towneplace Suites By Marriott Crown Point
3 out of 5
801 E 109th Ave, Crown Point, IN
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Aug 10 to Aug 11
CA $171
CA $192 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (50 reviews)
"Amazing property. Very clean and super friendly"

Reviewed on Jun. 30, 2025

Towneplace Suites By Marriott Crown Point
See all 78 properties in Roselawn
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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Roselawn vacation package cost?
You'll find cheap prices from CA $340 on Expedia for your Roselawn break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Roselawn costs.
What are the cheapest months to go to Roselawn?
If you're hoping to snag a cheap Roselawn vacation package, consider visiting in January, February and November. You'll typically find lower prices on airfares and hotels during these quieter months --- perfect for travellers wishing to save money.
How many days is enough for Roselawn?
The ideal length of your Roselawn vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to visit all the major attractions and explore some hidden treasures along the way.
How to find the best Roselawn package deals?
Use Expedia's handy filters to help you find some terrific Roselawn package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Roselawn package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Roselawn vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Roselawn vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Roselawn?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Roselawn getaway.
How to plan a trip to Roselawn?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Roselawn.
  2. Set a budget: Factor in expenses such as food, flights and transportation when calculating how much to save for your trip to Roselawn. Then, select a property that matches your budget, whether that's an economical stay or a more upscale retreat.
  3. Decide how many days away: Start by making a list of all the activities and attractions you want to get to in Roselawn. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized Roselawn vacation package.

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