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 €185 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
€185

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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is €143 per night from 30 Jun to 1 Jul
€143
30 Jun - 1 Jul
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 an indoor pool and a gym.
9/10 Wonderful! (4,436 reviews)
"Great location. Friendly staff. Clean room. Comfortable bed. Would definitely stay here again."

Reviewed on 17 Jun 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
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 18 Jun to 19 Jun
€60
18 Jun - 19 Jun
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 Aquarius Casino Resort. You'll find features such as free WiFi in public areas, plus 7 restaurants and 4 bars.
8.2/10 Very Good! (7,842 reviews)
"the hotel a pool was closed without explanation or early notice. this was the second visit that this happened on a vacation at this hotel. when things like this are scheduled, it should be noted when you make reservations not take our money and let us down when we get there. the staff was unaware ..."

Reviewed on 17 Jun 2026

Opens in a new windowThe Aquarius Casino Resort, BW Premier Collection
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
The price is €157 per night from 2 Jul to 3 Jul
€157
2 Jul - 3 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Chicago Hotel Collection Ambassador Gold Coast. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, a restaurant and a 24-hour gym are available.
8.2/10 Very Good! (1,605 reviews)
"Lovely stay, no issues. Tile paint peeling off in the bathroom but otherwise it was fine."

Reviewed on 17 Jun 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
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Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €140 per night from 29 Jun to 30 Jun
€140
29 Jun - 30 Jun
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! (10,295 reviews)
"Have to pay for parking plus the ac barely works"

Reviewed on 17 Jun 2026

Opens in a new windowCongress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
The price is €148 per night from 5 Jul to 6 Jul
€148
5 Jul - 6 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Freehand Chicago. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
8/10 Very Good! (3,126 reviews)
"The location is ideal for our stop on our road trip. The vibe of the hotel was very cool- my teenagers loved it. We stayed in a private quad which served our needs for a comfy bed and bathroom. The price was perfect and overall the hotel exceeded our expectations."

Reviewed on 16 Jun 2026

Opens in a new windowFreehand Chicago
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 €164 per night from 1 Jul to 2 Jul
€164
1 Jul - 2 Jul
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! (1,585 reviews)
"Right by mag mile"

Reviewed on 17 Jun 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.