$40 Cheap Flights to Historic Route 66

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How much is the cheapest flight to Historic Route 66?

Prices were available within the past 7 days and start at $40 for one-way flights and $96 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines

Find Your Flights to Historic Route 66 CHI

Cheap flights to Historic Route 66 (CHI)

Get started finding a cheap flight to Historic Route 66 on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Historic Route 66.

Roundtrip prices range from $96 - $152, and one-ways to Historic Route 66 start as low as $40.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Historic Route 66 (CHI)

You have several options for which airline you choose to travel with to Historic Route 66. There are 10 airlines flying into CHI: Spirit Airlines, Frontier Airlines. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programs may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel in one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at the optimal times. Airfare to Historic Route 66 (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to CHI in June and in August for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24-hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

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, $96 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 $96 and peaked at $152. For one-way journeys departing from Los Angeles (LAX), the cheapest seat during this same period was just $40.
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 $96 and $152. 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.
Flights to Historic Route 66 information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
$50

Trending flights to Historic Route 66

Prices were available within the past 7 days and start at $40 for one-way flights and $96 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
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