Central Chicago Holidays from £1,308

Book a Hotel + Flight or Car together to unlock savings

Photo by Phil Ostroff

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Top Central Chicago Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,959, price is now £1,308 per person
£1,308
per person
4 Sept - 11 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on 10 Jul 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,703, price is now £1,644 per person
£1,644
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Clean, cozy, and updated. The shampoo and conditioner was amazing!! Consider selling it to guests!

Reviewed on 12 Jul 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,642, price is now £1,672 per person
£1,672
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great

Reviewed on 12 Jul 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Save 100% on your flight
Price was £2,363, price is now £1,503 per person
£1,503
per person
13 Sept - 20 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)
Loved the size of our room and how clean it was.

Reviewed on 9 Jul 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,733, price is now £1,806 per person
£1,806
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Parking Situation is kind of difficult, if you are staying at the Hotel parking should be included.

Reviewed on 12 Jul 2026

Where to stay in Central Chicago

Find the best Central Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Central Chicago
A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

Find hotels in Magnificent Mile

Central Chicago Essential Information

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

Top hotels in Central Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is £137 per night from 27 Jul to 28 Jul
£137
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very good! (1,735 reviews)
"Great location, clean, and a super breakfast!"

Reviewed on 11 Jul 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
The price is £223 per night from 26 Jul to 27 Jul
£223
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (1,910 reviews)
"Staff was amazing, we had a single king bed corner suite with a separate room that has a pull out bed from the couch. It was a perfect setup for us because the kids had their own little room with their own tv and everything. The pullout couch bed was very uncomfortable, but we kinda figured it wouldn't ..."

Reviewed on 12 Jul 2026

Omni Chicago Hotel
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 £168 per night from 10 Aug to 11 Aug
£168
10 Aug - 11 Aug
includes taxes & fees
8/10 Very good! (10,233 reviews)
"Great value for the price"

Reviewed on 12 Jul 2026

Congress Plaza Hotel
See all 1,356 properties in Central 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Central Chicago attractions

A large stadium surrounded by a cityscape with modern buildings.
Photo by © City of Chicago
Open Photo by © City of Chicago

Soldier Field

8.8/10 (7,063 reviews)
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
See properties

What to do in Central Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£19
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

£24
per adult
96% of travellers recommend
Flyover in Chicago
See all activities in Central Chicago

Frequently asked questions

How much does a Central Chicago travel package cost?
Be ready to book, because a trip to Central Chicago starts from an affordable £1,308. When you combine your flights, hotels and car rentals into a travel package, you'll pick up the best bargains.
If I'm not able to travel, can I cancel my Central Chicago travel package?
It's difficult to predict what the future holds, so it's good to know that you can cancel or change your Central Chicago travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.
How do I get a cheap travel package to Central Chicago?
Booking a flight and hotel together with Expedia won't just save valuable time — it'll save you a nice amount too. A Central Chicago travel package makes it a cinch to put together your dream adventure. With more than 550 airlines throughout the world to choose from, finding convenient flights that fit your busy schedule won't be a problem. On top of that, we have over 1,000,000 properties globally to select from. Talk about choice! No matter who you are, Expedia puts more of the world within your reach.
Does Expedia offer Book Now, Pay Later Central Chicago holidays?
Expedia has joined forces with online lender Klarna to make your next getaway easier on your budget. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If paying small amounts each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking on the "book now" button is easier with this payment option. Simply put down a small deposit on your escape and then start packing your suitcase.

Where should I stay in Central Chicago?
Most who travel to Central Chicago include both Millennium Park and Wrigley Field on their bucket lists. Why not reserve a hotel near these top attractions?
What are the top hotels in Central Chicago?
Reserve a room at Hyatt Regency Chicago. It's one of this area's most in-demand hotels. Another top option in Central Chicago is The Godfrey Hotel Chicago.
How far in advance should I book my Central Chicago holiday?
It's always wise to book early. Airlines typically release flights up to a year prior to departure, and this is a perfect opportunity to pick up some of the lowest prices. Just been told you need to take some holiday time next week? No problem! Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Central Chicago travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is all yours! Whether you're exploring Central Chicago with the whole family or enjoying a solo break, there's a package to match your budget and style. Once you've made your booking, why not add on some tours or activities?
What should I know before booking a Central Chicago travel package?
Whether it's relaxation or adventure you're after, a Central Chicago travel package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Central Chicago Expedia travel package?
Yes, you're in charge. We have access to over 550 partner airlines across the globe, so you can customize your Central Chicago escape according to your travel preferences.

Explore a world of travel with Expedia

* 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.