East Chicago Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Your East Chicago Vacation

There's no better way to head off on a break than with one of our vacation packages to East Chicago. The rich history and diversity are just a couple of the many compelling reasons you'll want to visit this fascinating city. If your trip to East Chicago includes some sightseeing, visit famous attractions like Hard Rock Casino Northern Indiana, Horseshoe Hammond Casino and Purdue University Northwest. Whoever you're taking time off with and whatever your bank balance, your dream East Chicago vacation is just a few clicks away with Expedia.

Top East Chicago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
CA $1,006
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,554
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Very friendly helpful staff. Love the location.

Reviewed on Aug 25, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
CA $1,294
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (550 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,360
per person
Nov 16 - Nov 19
found 10 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Great Accommodations for a quick weekend. The gym was topnotch.

Reviewed on Aug 25, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,313
per person
Nov 16 - Nov 19
found 10 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)

Ready to book your vacation to East Chicago?

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East Chicago Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $169
CA $201 total
Sep 9 - Sep 10
includes taxes & fees
8/10 Very good! (10,314 reviews)
"Great location, serious service and sanitation failures. Rooms are dated, which could be charming. The TV has basic channels only, so bring a Chromecast or Roku. The in room tablet is useless; that money should have gone to the TVs. Room service never came. I ordered biscuits and gravy and pancakes. ..."

Reviewed on Aug 25, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $172
CA $205 total
Sep 7 - Sep 8
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
Kasa Magnificent Mile Chicago
See all 3,023 properties in East 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.

Stay near popular East Chicago attractions

Marktown Historic District

You can find out about the history of East Chicago with a stop at Marktown Historic District. While in this romantic area, find time to visit its casinos.
See properties

What to do in East Chicago

Chicago Pass: Save up to 50 Percent - Includes 360 Chicago

Chicago Pass: Save up to 50 Percent - Includes 360 CHICAGO

CA $209
per adult
82% of travellers recommend
Chicago Pass: Save up to 50 Percent - Includes 360 CHICAGO
See all activities in East Chicago

Frequently asked questions

How much does an East Chicago vacation package cost?
You'll find cheap prices from CA $1,006 on Expedia for your East Chicago escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to East Chicago costs.
What are the cheapest months to go to East Chicago?
You can usually find lower prices and greater availability in November, December and January. Browse our cheap East Chicago vacation packages and you could get some great off-season discounts.
How many days is enough for East Chicago?
The ideal length for your East Chicago vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to go to all the leading attractions and discover some hidden spots along the way.
How to find the best East Chicago package deals?
Use Expedia's filters to find some terrific East Chicago package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for East Chicago package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book an East Chicago vacation as a package?
You can enjoy significant savings on your East Chicago getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to East Chicago?
If you're planning a spontaneous East Chicago adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to East Chicago?
  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit East Chicago.
  2. Set your budget: Factor in expenses such as flights, meals and transportation when calculating how much to save for your trip to East Chicago. Then, pick a property that suits your budget, whether that's a low-cost stay or a deluxe retreat.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to experience in East Chicago. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose an East Chicago vacation 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.