Far Southeast Side Holidays from £1,156

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Top Far Southeast Side Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
5 Sept - 11 Sept
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The hotel was nice, staff were friendly and the overall stay was excellent and convenient to walk.

Reviewed on 28 Jul 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on 21 Jul 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
9 Oct - 15 Oct
found 12 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on 22 Jul 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
7 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
The room ended up being quieter than I would have expected since it’s right next to one elevator bank and across the hall from the other. I was told upon check in that they would move me to another room down the hall. When we came back at 4 I was told that there was no note for that request and that there were no more King rooms. Overall the room was fine, nothing special.

Reviewed on 28 Jul 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
per person
7 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,011 reviews)
It was a perfect overnight stay in Chicago. Easy accessibility, clean & helpful staff.

Reviewed on 28 Jul 2025

Where to stay in Far Southeast Side

Find the best Far Southeast Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southeast Side
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South Deering

1 out of top 10 points of interest in this area

Visitors to South Deering like its churches and lake views, and Harborside International Golf Center is a sight worth a stop.

Find hotels in South Deering

Far Southeast Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)

Top hotels in Far Southeast Side

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £117 per night from 18 Aug to 19 Aug
£117
18 Aug - 19 Aug
includes taxes & fees
7.8/10 Good! (8,992 reviews)
"Hotel was beautiful"

Reviewed on 27 Jul 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is £243 per night from 10 Aug to 11 Aug
£243
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,129 reviews)
Overall a great family hotel
"Great time in Chicago and the hotel made it phenomenal! It’s in a very central location and allows access to all the major tourist attractions within walking distance. We really enjoyed Saturday movie night at the pool!"

Reviewed on 28 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £126 per night from 17 Aug to 18 Aug
£126
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (2,548 reviews)
"Great area, clean hotel but, parking is expensive. There was no pool."

Reviewed on 27 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,589 properties in Far Southeast Side
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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Beach Holidays
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Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Far Southeast Side

River tour boat in Chicago

Architecture River Tour

£36
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£33
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

£33
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Far Southeast Side

Frequently asked questions

How much does a Far Southeast Side travel package cost?
We make it easy to see the world, with Far Southeast Side packages starting from as low as £1,156. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few activities and tours to your travel itinerary?
If I'm not able to travel, can I cancel my Far Southeast Side travel package?
Certainly, and we're here to help. You may be able to cancel and rebook your Far Southeast Side travel package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, have a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Far Southeast Side?
Bundle your flights and hotels, throw in extras such as activities, and save with a Far Southeast Side travel package. You won't just walk away with big discounts on your escape — you'll have lots of choice too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties around the world. Your next grand adventure begins right here, right now!
Does Expedia offer Book Now, Pay Later Far Southeast Side holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that suit all budgets, so you can take that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd prefer to pay off your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this payment option. Put down a small deposit on your escape and then get on your way.

How far in advance should I book my Far Southeast Side holiday?
While not all air carriers advertise tickets early, you can usually compare international airfares on Expedia up to a year in advance. This is the time when you can nab some incredible bargains. If you've left things to the last minute, you may still be in luck. Low prices occasionally become available just weeks before departure.
What does an Expedia Far Southeast Side travel package include?
Rental cars, hotels and flights, or any combination of them — it's totally up to you. Whether you're visiting Far Southeast Side with the family or travelling by yourself, there's a package to match every budget and style. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a Far Southeast Side travel package?
A package can be easier on the hip pocket than separately booking everything you need for your adventure. For example, combine your flights, hotels and rental cars and score big savings. No matter your holiday plans, you'll find a package that's right for you.
Can I choose my airline with a Far Southeast Side Expedia travel package?
With a travel package, you're the one in charge. Whether you're looking to fly to Far Southeast Side in first class or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide.

* 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.