Cheap Holidays to The Loop
- Top deals for trips to The Loop
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to The Loop
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,698, price is now €1,229 per person
€1,229
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €2,220, price is now €1,594 per person
€1,594
per person
found 1 day ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a gym and a business centre are available. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €2,384, price is now €1,725 per person
€1,725
per person
found 1 day ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 47 apartments. Each apartment offers free WiFi and a kitchen.
4.5-star property
Omni Chicago Hotel
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,840, price is now €1,363 per person
€1,363
per person
found 1 day ago
Our customers tell us that they can't get enough of the shopping around Omni Chicago Hotel. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a restaurant and a 24-hour gym are available.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €2,521, price is now €1,870 per person
€1,870
per person
found 1 day ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Lake Michigan. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
The Loop Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,698, price is now €1,229 per person
€1,229
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €2,220, price is now €1,594 per person
€1,594
per person
found 1 day ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a gym and a business centre are available. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €2,384, price is now €1,725 per person
€1,725
per person
found 1 day ago
Level Chicago – Old Town's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a coffee shop/cafe. This upmarket aparthotel has 47 apartments. Each apartment offers free WiFi and a kitchen.
4.5-star property
Omni Chicago Hotel
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,840, price is now €1,363 per person
€1,363
per person
found 1 day ago
Our customers tell us that they can't get enough of the shopping around Omni Chicago Hotel. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a restaurant and a 24-hour gym are available.
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
31 Aug - 7 Sept
7 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €2,521, price is now €1,870 per person
€1,870
per person
found 1 day ago
The shopping around Sable at Navy Pier Chicago, Curio Collection by Hilton gets high marks from our customers. During your stay, you'll be connected to the convention centre and just a quick walk from Lake Michigan. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Best The Loop hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is €143 per night
€143
29 Jun - 30 Jun
includes taxes & fees
1.02 km from The Loop
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
River Hotel
75 East Wacker Drive Chicago IL
The price is €161 per night
€161
30 Jun - 1 Jul
includes taxes & fees
0.52 km from The Loop
Our customers tell us that they can't get enough of the helpful staff at River Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
The price is €137 per night
€137
8 Jul - 9 Jul
includes taxes & fees
1.08 km from The Loop
Our customers tell us that they can't get enough of the comfortable beds at Travelodge by Wyndham Downtown Chicago. During your stay, you're just a quick walk from State Street. You'll find features such as free WiFi in public areas, plus a restaurant and a coffee shop/cafe.
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is €260 per night
€260
2 Jul - 3 Jul
includes taxes & fees
0.36 km from The Loop
Our customers tell us they can't get enough of Palmer House a Hilton Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as a full-service spa, an indoor pool and a restaurant.
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
The price is €236 per night
€236
1 Jul - 2 Jul
includes taxes & fees
0.66 km from The Loop
Our customers tell us they can't get enough of Hyatt Regency Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 4 restaurants and 2 bars.
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
The price is €221 per night
€221
2 Jul - 3 Jul
includes taxes & fees
0.5 km from The Loop
The sightseeing around The Royal Sonesta Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as a restaurant, a 24-hour gym and a bar.
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.
Cheap flights to The Loop
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Things to do
Chicago CityPASS®: Experience 5 must-see attractions
€124
per adult
94% of travellers recommend
Big Bus Chicago Hop-On Hop-Off Big Bus Tour
€34
per adult
86% of travellers recommend
Chicago Explorer Pass: Save up to 50 Percent - Includes Skydeck Chicago
€65
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
€21
per adult
88% of travellers recommend
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^Savings based on all package bookings with Flight + Hotel made on ebookers.fi from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.