Cheap Flights to Historic Route 66

View AU$119 flight on Wed, 19 Nov 2025Opens in a new window

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Cheap Tickets to Historic Route 66

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 4 Dec - Wed, 10 Dec
MIA
Miami
ORD
Chicago
AU$240 Return, found 3 days ago
AU$240
Return
found 3 days ago
Select American Airlines flight, departing Thu, 4 Dec from Miami to Chicago, returning Wed, 10 Dec, priced at AU$240 found 3 days ago
American Airlines
Thu, 4 Dec - Wed, 10 Dec
MIA
Miami
ORD
Chicago
AU$255 Return, found 3 days ago
AU$255
Return
found 3 days ago
Select American Airlines flight, departing Thu, 4 Dec from Miami to Chicago, returning Wed, 10 Dec, priced at AU$255 found 3 days ago
American Airlines
Thu, 4 Dec - Wed, 10 Dec
MIA
Miami
ORD
Chicago
AU$285 Return, found 3 days ago
AU$285
Return
found 3 days ago
Select American Airlines flight, departing Thu, 4 Dec from Miami to Chicago, returning Wed, 10 Dec, priced at AU$285 found 3 days ago
United
Thu, 4 Dec - Wed, 10 Dec
MIA
Miami
ORD
Chicago
AU$360 Return, found 3 days ago
AU$360
Return
found 3 days ago
Select United flight, departing Thu, 4 Dec from Miami to Chicago, returning Wed, 10 Dec, priced at AU$360 found 3 days ago
Delta
Thu, 20 Nov - Thu, 27 Nov
MIA
Miami
MDW
Chicago
AU$456 Return, found 4 days ago
AU$456
Return
found 4 days ago
Select Delta flight, departing Thu, 20 Nov from Miami to Chicago, returning Thu, 27 Nov, priced at AU$456 found 4 days ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

July is typically the cheapest month to fly

From AU$116 - AU$398 per traveller.

Frequently asked questions

How do I find cheap flights to Historic Route 66 that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to get you the most flexible fares in town. Simply tick the "No change fee" box right under the "Flexible change policies" filter to find your dream flight to Historic Route 66.
How can I find cheap tickets to Historic Route 66?
To get your hands on a great deal to Historic Route 66  book ahead of time. Also take advantage of Expedia's handy "flexible dates" link at the top of your search results. This will display prices for similar time frames. In the last seven days, AU$240 was the lowest price for a flight to Historic Route 66.
How much is a flight to Historic Route 66?
In the last seven days, round-trip flights to Historic Route 66 sold from just AU$240 and peaked at AU$1,560. For one-way journeys departing from Miami (MIA), the cheapest seat during this same period was just AU$119.
When is the cheapest time to fly to Historic Route 66?
Consider jetting off early in the week to secure a bargain airfare to Historic Route 66. Tuesday is generally the cheapest day to depart, with Monday right behind it. Saturday typically has the most expensive fares. This is because many people choose to kick off their trip on a weekend.
How much is a plane ticket to Historic Route 66?
In the last seven days, plane tickets to Historic Route 66 ranged between AU$240 and AU$1,560. The early bird catches the worm, so pick up a terrific deal today.
What months are the cheapest to book a flight to Historic Route 66?
A good month to purchase cheap flights to Historic Route 66 is February. Bear in mind that in the United States, the most expensive time to secure a seat is the festive month of December.

Book with confidence

Historic Route 66 Flights

Have the time of your life in Historic Route 66

Flying to Historic Route 66 is now easier than ever when you use Expedia to book your trip. We’ve got an extensive catalogue of Historic Route 66 flight deals, giving you the greatest number of options to choose from. Whether you prefer to fly on weekdays or weekends, in the morning or at night, a quick search on Expedia.com.au will help you find cheap tickets to Historic Route 66 in seconds. We even make it simple for you to stick with a certain airline if you’re trying to rack up frequent flyer points.

Tips for flying and packing light

If it’s been a while since you’ve travelled, you might be due for a refresher when it comes to flying. That’s where our helpful blog, Out There Starts Here, comes in. Wondering whether to pack for fine dining or more casual eats? Or whether you really need to bring a jacket? Written by seasoned travel experts, the articles on our blog provide you with the latest details about certain destinations, so you know just what to expect. Check out some of our recent articles for the smartest ways to see the sights.

Fly for less when you bundle airfare and accommodation

Our already low airfares are even more affordable when you bundle your flights with a stay at one of the hotels in Historic Route 66. By booking all of your travel plans with us, you’ll save time and money, and enjoy the convenience of having all of your arrangements in one place.

Get the power of planning in the palm of your hand

Booking your trip to Historic Route 66, United States of America has never been easier than when you use our mobile app to plan your dream getaway. The Expedia App is available on both Android and iOS, allowing you to reserve flights and hotels at any time of day, no matter what kind of phone you use. You’ll also get exclusive offers, receive flight updates, and can earn extra points. Wherever you are, the Expedia App helps you get where you want to be.

Join the Expedia Rewards Program

If you enjoy the finer things in life, sign up for our rewards program to receive exclusive benefits when you book with us. Expedia Rewards opens the door to member-only deals, +VIP Access hotel benefits, and earning Expedia Rewards points, that you can redeem your way. You’ll also get access to Unreal Deals that could save you the price of a plane ticket to Historic Route 66 when bundled with your accommodation.

What are you waiting for?

Expedia.com.au helps you find cheap flights to Historic Route 66 AU$240. So why wait another second to begin planning your trip? Start your search right now, and you could be boarding the next Historic Route 66-bound flight. Bon voyage!

Historic Route 66 Flights

Travel information

Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Destination city name
St. Louis
Return price
AU$1,402

Trending flights to Historic Route 66

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air New Zealand
Thu, 6 Nov - Mon, 10 Nov
SYD
Sydney
ABQ
Albuquerque
AU$1,560 Return, found 2 days ago
AU$1,560
Return
found 2 days ago
Select Air New Zealand flight, departing Thu, 6 Nov from Sydney to Albuquerque, returning Mon, 10 Nov, priced at AU$1,560 found 2 days ago
*Available to Expedia members.