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 €170 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
MDW
Return price
€184

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

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
The price is €279 per night from 24 Jul to 25 Jul
€279
24 Jul - 25 Jul
includes taxes & fees
Our customers tell us they can't get enough of InterContinental Chicago Magnificent Mile by IHG's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and an indoor pool.
9/10 Wonderful! (2,066 reviews)
"The pool was amazing!!"

Reviewed on 19 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
The price is €145 per night from 17 Aug to 18 Aug
€145
17 Aug - 18 Aug
includes taxes & fees
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! (2,482 reviews)
"The staff was very helpful"

Reviewed on 19 Jul 2025

Hilton Chicago/Magnificent Mile Suites
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
The price is €166 per night from 10 Aug to 11 Aug
€166
10 Aug - 11 Aug
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Chicago West Loop by IHG. During your stay, you're just a quick walk from University of Illinois Chicago. Features include free WiFi in public areas, plus a restaurant and a gym.
8.8/10 Excellent! (1,281 reviews)
"Good location, pretty walkable and plenty of restaurants and stores"

Reviewed on 20 Jul 2025

Crowne Plaza Chicago West Loop by IHG
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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 €151 per night from 27 Jul to 28 Jul
€151
27 Jul - 28 Jul
includes taxes & fees
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! (3,343 reviews)
"Good for an overnight while in transit but not for a stay. Few amenities. No fridge. Very clean."

Reviewed on 18 Jul 2025

Club Quarters Hotel, Central Loop, Chicago
The Aquarius Casino Resort, BW Premier Collection

The Aquarius Casino Resort, BW Premier Collection

3.5 out of 5
1900 S Casino Dr, Laughlin, NV
The price is €60 per night from 22 Jul to 23 Jul
€60
22 Jul - 23 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Aquarius Casino Resort, BW Premier Collection. During your stay, you're just a quick walk from Riverside Casino. You'll find features such as free WiFi in public areas, plus 4 restaurants and 4 bars.
8/10 Very Good! (6,612 reviews)
"Nice room view"

Reviewed on 20 Jul 2025

The Aquarius Casino Resort, BW Premier Collection
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is €179 per night from 4 Aug to 5 Aug
€179
4 Aug - 5 Aug
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.
7.8/10 Good! (8,899 reviews)
"It was very centralized. The history made it even more interesting. It’s convenient because it’s centralized."

Reviewed on 20 Jul 2025

Congress Plaza 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.