Search Cheap Flights toHistoric Route 66
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Historic Route 66 Flights as Low as $46
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Cheap Flights to Historic Route 66
Fall in love at first flight with your vacation to Historic Route 66 by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Historic Route 66 on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Historic Route 66, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Historic Route 66
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Historic Route 66 with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the CHI airport.
What is the cheapest month to fly to Historic Route 66?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Historic Route 66 are in March, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Historic Route 66?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Historic Route 66.
What airport is best to fly into Historic Route 66?
When you’re planning your trip to Historic Route 66, convenience is the name of the game. Luckily, Historic Route 66 Enid Woodring Municipal Airport is nearby so you can deplane and get going on checking off everything on your Historic Route 66 must-do list.
How much are flights to Historic Route 66?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Historic Route 66 on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $46, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Historic Route 66?
The trick to saving a stack of cash on your flight to Historic Route 66? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $46 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $56 |
Last Minute Hotel Deals in Historic Route 66
Congress Plaza Hotel
Yes perfectly clean
Reviewed on Jan 24, 2026
Embassy Suites by Hilton Chicago Downtown River North
Great room. Great location. Everything was clean.
Reviewed on Jan 23, 2026
Hotel Riu Plaza Chicago
Every thing was perfect
Reviewed on Jan 26, 2026
Hilton Chicago
My stay was truly amazing. Thank you and appreciate the hotel hospitality
Reviewed on Jan 25, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Great
Reviewed on Jan 27, 2026
The Royal Sonesta Chicago Downtown
The room was nice and spotless . Only complaint is when it says city view make sure it not the ally way lol
Reviewed on Jan 26, 2026
LondonHouse Chicago, Curio Collection by Hilton
Beautiful hotel, I was disappointed by the lack of towel rack/hooks in the bathroom.
Reviewed on Jan 23, 2026
The Wade
The room was good with a wonderful view
Reviewed on Jan 26, 2026
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