Cheap flights from Historic Route 66

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Historic Route 66 Flight Information
Origin airport IATA code
ORD
Return price
€402

Sourcing the best flights from Historic Route 66 on ebookers

If you’re seeking a flight from Historic Route 66, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from CHI. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from CHI

There are a few golden rules for keeping costs low when booking flights from Historic Route 66. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Historic Route 66, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from CHI. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Historic Route 66

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is €107 per night from 17 Dec to 18 Dec
€107
per night
17 Dec - 18 Dec
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
8.8/10 Excellent! (3,458 reviews)
Great, Clean Room, Great Staff!

Reviewed on 9 Dec 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
The price is €94 per night from 7 Jan to 8 Jan
€94
per night
7 Jan - 8 Jan
Eurostars Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a full-service spa and a gym are available.
8.8/10 Excellent! (3,147 reviews)
Great location, nearby places for dinning and shopping. Easy access to transportation

Reviewed on 7 Dec 2025

Opens in a new windowEurostars Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
The price is €82 per night from 22 Dec to 23 Dec
€82
per night
22 Dec - 23 Dec
Our customers tell us they can't get enough of Club Quarters Hotel, Central Loop, Chicago'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 a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
8.6/10 Excellent! (3,294 reviews)
Clean and comfy room with great location

Reviewed on 3 Dec 2025

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
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Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
The price is €82 per night from 10 Dec to 11 Dec
€82
per night
10 Dec - 11 Dec
Our customers tell us that they can't get enough of the helpful staff at Club Quarters Hotel Wacker at Michigan, Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
8.6/10 Excellent! (1,957 reviews)
The entire weekend fr Friday until checkout time was excellent. Amazing service from Front desk for extra blankets. Jock was at the checkout desk he went outside to grab a cab for us and even loaded our luggage!!!! Excellent customer service, we will return again next Christmas shopping season. ...

Reviewed on 8 Dec 2025

Opens in a new windowClub Quarters Hotel Wacker at Michigan, Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is €96 per night from 18 Dec to 19 Dec
€96
per night
18 Dec - 19 Dec
The free breakfast at Embassy Suites by Hilton Chicago Downtown River North gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a free manager's reception, plus an indoor pool and a restaurant.
8.4/10 Very Good! (5,346 reviews)
Great location, beautiful property, excellent breakfast, spacious rooms.

Reviewed on 3 Dec 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is €141 per night from 2 Jan to 3 Jan
€141
per night
2 Jan - 3 Jan
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.
8.4/10 Very Good! (2,116 reviews)
great stay

Reviewed on 5 Dec 2025

Opens in a new windowPalmer House a Hilton Hotel
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.