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Historic Route 66

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Historic Route 66 Flights as Low as $551

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Tue, Jul 29 - Wed, Jul 30
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$551 Roundtrip, found 2 days ago
$551
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 29 from Burlington Intl. to Flagstaff Pulliam Field, returning Wed, Jul 30, priced at $551 found 2 days ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$561 Roundtrip, found 1 day ago
$561
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $561 found 1 day ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$562 Roundtrip, found 2 days ago
$562
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $562 found 2 days ago
American Airlines
Fri, Jul 25 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$602 Roundtrip, found 2 days ago
$602
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jul 25 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $602 found 2 days ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$603 Roundtrip, found 1 day ago
$603
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $603 found 1 day ago
American Airlines
Fri, Jul 25 - Sat, Jul 26
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$652 Roundtrip, found 2 days ago
$652
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jul 25 from Burlington Intl. to Flagstaff Pulliam Field, returning Sat, Jul 26, priced at $652 found 2 days ago
American Airlines
Mon, Jul 28 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$661 Roundtrip, found 2 days ago
$661
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Jul 28 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $661 found 2 days ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$662 Roundtrip, found 1 day ago
$662
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $662 found 1 day ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$672 Roundtrip, found 1 day ago
$672
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $672 found 1 day ago
American Airlines
Fri, Jul 25 - Thu, Jul 31
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$673 Roundtrip, found 2 days ago
$673
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jul 25 from Burlington Intl. to Flagstaff Pulliam Field, returning Thu, Jul 31, priced at $673 found 2 days ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$700 Roundtrip, found 1 day ago
$700
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $700 found 1 day ago
American Airlines
Sun, Jul 27 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$706 Roundtrip, found 2 days ago
$706
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jul 27 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $706 found 2 days ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$707 Roundtrip, found 1 day ago
$707
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $707 found 1 day ago
American Airlines
Fri, Jul 25 - Mon, Jul 28
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$712 Roundtrip, found 2 days ago
$712
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jul 25 from Burlington Intl. to Flagstaff Pulliam Field, returning Mon, Jul 28, priced at $712 found 2 days ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$722 Roundtrip, found 1 day ago
$722
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $722 found 1 day ago
American Airlines
Sat, Jul 26 - Tue, Jul 29
BTV
Burlington Intl.
FLG
Flagstaff Pulliam Field
$733 Roundtrip, found 1 day ago
$733
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 26 from Burlington Intl. to Flagstaff Pulliam Field, returning Tue, Jul 29, priced at $733 found 1 day ago

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 July, 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 16 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 $551, 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 $551 right now, why wait?

Historic Route 66 Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$131

Last Minute Hotel Deals in Historic Route 66

Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
The price is $175 per night from May 26 to May 27
$175
includes taxes & fees
May 26 - May 27
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (3,392 reviews)
"Staff was very friendly"

Reviewed on Apr 26, 2025

Club Quarters Hotel, Central Loop, Chicago
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is $189 per night from May 11 to May 12
$189
includes taxes & fees
May 11 - May 12
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (3,954 reviews)
"Excellent location and very clean. Traveled solo with 2 kids and felt safe. Valet parking option needs better signage. Would absolutely stay here again."

Reviewed on Apr 27, 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $189 per night from May 27 to May 28
$189
includes taxes & fees
May 27 - May 28
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,729 reviews)
"Amazing stay and people"

Reviewed on Apr 28, 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is $181 per night from May 11 to May 12
$181
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,167 reviews)
"Everything excellent just in our room we struggled with hot water… but everything ok"

Reviewed on Apr 28, 2025

Hilton 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 $70 per night from May 1 to May 2
$70
includes taxes & fees
May 1 - May 2
Stay at this 3.5-star business-friendly resort in Laughlin. Enjoy free WiFi, 4 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (6,316 reviews)
"Love staying there but I do wish they would deep clean the bath tubs mines had soap scup and looked dirty plus it was a bit clogged. Another major thing was the mattress on the bed it was awful gave me major back pain. Other than that i loved everything else"

Reviewed on Apr 27, 2025

The Aquarius Casino Resort, BW Premier Collection
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is $235 per night from May 2 to May 3
$235
includes taxes & fees
May 2 - May 3
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
"Great Customer Service! Great Stay! close to downtown Chicago !"

Reviewed on Apr 27, 2025

Swissotel - Chicago
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $164 per night from May 8 to May 9
$164
includes taxes & fees
May 8 - May 9
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (4,101 reviews)
"Thus property was beautiful, very clean, friendly staff and there was free coffee. Amazing views made it even better. We walked across the street to the River Walk and down the block to a boat tour. We also walked to a bar and a restaurant downtown. If we go back to Chicago, we would definitely stay ..."

Reviewed on Apr 27, 2025

River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago Loop
4 out of 5
171 W Randolph St, Chicago, IL
The price is $232 per night from May 11 to May 12
$232
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...
8.8/10 Excellent! (1,672 reviews)
"Lovely old hotel well maintained. Close to so many sights."

Reviewed on Apr 27, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
See all 18,650 properties in Historic Route 66
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.