Cheap flights from Historic Route 66

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Cheap round-trip flights from Historic Route 66

The lowest prices found within the past 7 days from Historic Route 66 to were for one-way flights and €232 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Historic Route 66 Flight Information
Origin airport IATA code
ORD
Return price
€231

Your cheap flight from Historic Route 66 is available right now.

Visit us now at Ebookers to choose from lots of cheap flights leaving Historic Route 66 or our last minute air tickets from Historic Route 66 at unbeatable prices, specially chosen for those who want the best deal possible. Ebookers continuously compares and updates the choice of air tickets available from Historic Route 66, offered by more than 400 airlines worldwide. Ebookers works 24/7 to find the best deals so that our clients don’t have to waste their valuable time. Wherever you are going, you will find your perfect combination for a fantastic holiday at a budget price right here with our extensive flights database and helpful information; star ratings, reviews, maps and more… Many discount flights with a departure from Historic Route 66 and last minute flights from Historic Route 66 are available at Ebookers to help you organise your flights the way you want them at a price you can afford. Come and prepare your perfect holiday now at Ebookers.

Fancy a break from Historic Route 66? Book your flight in advance from Historic Route 66!

Thinking about getting away for a while and leaving from Historic Route 66? Visit Ebookers and discover our selection of inexpensive Historic Route 66 flights and air tickets from Historic Route 66 at unbelievable prices with a great choice of airlines - over 400 in fact. We give excellent service at an affordable price. For a great weekend away from Historic Route 66, visit to Ebookers where we have many available flights departing Historic Route 66 on special offer. Check out our deals and find a flight leaving Historic Route 66 at a price you never imagined. These special Ebookers offers aren’t just about cheap flights. We have over 95,000 hotels worldwide in our database, so why not stay in a Historic Route 66 hotel and start or end your break in style? Combine your choice of flight, hotel and car rental from our vast, reliable database to create your perfect holiday or dream weekend at a discounted price with Ebookers. Don’t wait or you may be too late!

Featured Hotels near Historic Route 66

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is €169 per night from 25 May to 26 May
€169
25 May - 26 May
includes taxes & fees
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
9.4/10 Exceptional! (4,174 reviews)
The breakfast menu was fresh, delicious, and there was such a good variety of items to choose from. The staff was pleasant & professional. Absolutely loved this hotel & will definitely vist again. There were tons of restaurants & shopping on the next block. Garretts popcorn right across the street ...

Reviewed on 17 May 2026

Opens in a new windowHotel Riu Plaza Chicago
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
The price is €138 per night from 21 May to 22 May
€138
21 May - 22 May
includes taxes & fees
Our customers tell us they can't get enough of Central Loop Hotel's great location. During your stay, you're just a quick walk from Millennium Park. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
8.6/10 Excellent! (2,145 reviews)
Clean room, friendly day time staff, super convenient location. Downfall is the rooms are tiny, dark, and super outdated. For the price point and considering a 4 star hotel, the rooms were very disappointing.

Reviewed on 17 May 2026

Opens in a new windowCentral Loop Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is €110 per night from 26 May to 27 May
€110
26 May - 27 May
includes taxes & fees
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.
8.2/10 Very Good! (2,705 reviews)
Ordered a high floor room and it didn't really seemed like a high floor. Overall, stay did it's job and the front desk staff is amazing! Hate that Everytime I went to the bar no one was available though.

Reviewed on 17 May 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
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Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €137 per night from 26 May to 27 May
€137
26 May - 27 May
includes taxes & fees
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.
8/10 Very Good! (10,145 reviews)
older and in a bit worn condition,, but in a great location the staff is fantastic.

Reviewed on 17 May 2026

Opens in a new windowCongress Plaza Hotel
Avi Resort & Casino

Avi Resort & Casino

3.5 out of 5
10000 Aha Macav Pkwy Laughlin NV
The price is €58 per night from 18 May to 19 May
€58
18 May - 19 May
includes taxes & fees
Our customers tell us that they can't get enough of the pool at Avi Resort & Casino. During your stay, you're just a quick walk from Avi Casino. You'll find features such as free WiFi in public areas and free valet parking, plus 2 outdoor pools.
8/10 Very Good! (4,673 reviews)
Great

Reviewed on 17 May 2026

Opens in a new windowAvi Resort & Casino
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is €124 per night from 25 May to 26 May
€124
25 May - 26 May
includes taxes & fees
The Chicago Hotel Collection - 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 2 restaurants and 2 bars.
7.8/10 Good! (1,426 reviews)
After I tried checking in early, I came back later and the hotel gave away my room. I would not trust this hotel again.

Reviewed on 17 May 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
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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.