
East Chicago Vacation Packages
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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.

Pendry Chicago
Downtown Chicago
Price was CA $1,375, price is now CA $820 per person
CA $820
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025

Park Hyatt Chicago
Downtown Chicago
Price was CA $4,139, price is now CA $2,373 per person
CA $2,373
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on Aug. 10, 2025

Level Chicago – Old Town
Downtown Chicago
Price was CA $3,012, price is now CA $1,767 per person
CA $1,767
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025

The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $2,135, price is now CA $1,256 per person
CA $1,256
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,052 reviews)
Excellent staff very friendly
Reviewed on Aug. 29, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,066, price is now CA $1,229 per person
CA $1,229
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump
Reviewed on Aug. 29, 2025
East Chicago Hotel Deals

The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Sep 4 to Sep 5
CA $207
CA $244 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,226 reviews)
"It was very close to navy pier where it was just a 10 min way. And had a great view from our room. Facing the lake"
Reviewed on Aug. 27, 2025

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Sep 1 to Sep 2
CA $194
CA $228 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (9,045 reviews)
"Very convenient to South Loop sites!"
Reviewed on Aug. 26, 2025

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CA $231 per night from Sep 3 to Sep 4
CA $231
CA $271 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,802 reviews)
"Very nice,everything is around.Highly recommend."
Reviewed on Aug. 27, 2025
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.
What to do in East Chicago

Chicago Pass: Save up to 50 Percent - Includes 360 Chicago
CA $191
per adult
78% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.