$24 Cheap Flights to Historic Route 66

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    American Airlines

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  • Frontier Airlines

    Frontier Airlines

  • Spirit Airlines

    Spirit Airlines

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  • Southwest Airlines

    Southwest Airlines

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Nonstop
Carry-on included
Lower price than typical

How much is the cheapest flight to Historic Route 66?

Prices were available within the past 7 days and start at $24 for one-way flights and $48 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Spirit Airlines
American Airlines
United
Delta

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

July is typically the cheapest month to fly

From $77 - $290 per traveler.

Frequently asked questions

What month is the cheapest to fly to Historic Route 66?
Plan your trip for January if you're looking for a good price on your fare. It's the cheapest month to fly to Historic Route 66. If possible, avoid traveling during peak periods such as school vacation time or public holidays.
Which US cities have the cheapest flights to Historic Route 66?
Typically, you'll find that New York, Washington and Dallas have cheap flights to Historic Route 66. However, being flexible is always key to scoring the lowest prices. Fly during low season or midweek to keep costs to a minimum.
Which US cities fly direct to Historic Route 66?
Take your pick of 150 US cities providing direct flights to Historic Route 66. When you book on Expedia, click on the "Direct flights only" filter to compare nonstop options. Fly to Historic Route 66 from any of these top cities:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Historic Route 66?
Book in advance to maximize your chances of getting cheap flights to Historic Route 66. Also, consider traveling during off-season months like January and February. If you leave on a Thursday, you'll save an average of 16% compared to departing on a Sunday.* Save time checking every day and create a price alert on the Expedia app. We'll let you know when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Historic Route 66?
Staying flexible with your travel plans may help you find last-minute deals on cheap flights to Historic Route 66. To view all the available options, try exploring different ticket types, tweaking your Historic Route 66 vacation dates, leaving from an alternative airport or going with another carrier.
How far in advance should I book a flight to Historic Route 66?
For the best deals on domestic journeys, book your flight to Historic Route 66 28 days ahead of your travel dates. For international flights, book two to four months in advance. This gives you a better chance of getting your preferred departure dates, times and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Historic Route 66?
Sundays are usually the best day to book a cheap flight to Historic Route 66, with savings of around 8% on average compared to Fridays. If you purchase tickets on a Friday, be ready to pay a higher price as this is typically the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Where do you fly into Historic Route 66?
If you're flying to Historic Route 66, the main airport to touch down at is Lewis University Airport (LOT). You can also head to nearby hubs like Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) or Joliet Park District Airport (JOT). Another good option worth keeping in mind when you fly to Historic Route 66 is Kankakee, IL (IKK-Greater Kankakee).
Can I save money by booking a Historic Route 66 trip package?
Book a Historic Route 66 flight and hotel package deal on Expedia, and you can benefit from significant savings. It's a breeze to bundle your accommodations and flights, and you can even add tours and car rentals to create your own customized Historic Route 66 break. Plus, there's nothing like the convenience of booking everything in one place.
Can I change or cancel my flight to Historic Route 66?
If you booked your flight to Historic Route 66 in the last 24 hours, you can usually cancel or change it for free. After that, additional costs may apply depending on the airline's terms of service. To learn more, head to our Customer Service Portal. Keep in mind that some flights are non-refundable, so you may receive a credit toward future travel instead of a direct refund. When searching on Expedia, select the "No cancel fee" or "Changes included" boxes to find fares with flexible change policies.

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Travel information

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
$48

Trending flights to Historic Route 66

Prices were available within the past 7 days and start at $24 for one-way flights and $48 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
*Available to One Key members.