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Historic Route 66

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Historic Route 66 Flights as Low as $93

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

Spirit Airlines
Tue, Dec 31 - Wed, Jan 8
LGA
LaGuardia
ORD
O'Hare Intl.
$93 Roundtrip, found 3 days ago
$93
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Dec 31 from LaGuardia to O'Hare Intl., returning Wed, Jan 8, priced at $93 found 3 days ago
Frontier Airlines
Wed, Feb 19 - Wed, Feb 26
LGA
LaGuardia
ORD
O'Hare Intl.
$114 Roundtrip, found 5 days ago
$114
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Feb 19 from LaGuardia to O'Hare Intl., returning Wed, Feb 26, priced at $114 found 5 days ago
Spirit Airlines
Thu, Feb 13 - Sun, Feb 16
MSY
Louis Armstrong New Orleans Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 11 hours ago
$130
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Thu, Feb 13 from Louis Armstrong New Orleans Intl. to O'Hare Intl., returning Sun, Feb 16, priced at $130 found 11 hours ago
United
Sun, Jan 12 - Mon, Jan 13
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select United flight, departing Sun, Jan 12 from LaGuardia to O'Hare Intl., returning Mon, Jan 13, priced at $147 found 1 day ago
Delta
Fri, Jan 10 - Fri, Jan 10
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jan 10 from LaGuardia to O'Hare Intl., returning Fri, Jan 10, priced at $147 found 1 day ago
American Airlines
Tue, Jan 7 - Fri, Jan 10
LGA
LaGuardia
ORD
O'Hare Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jan 7 from LaGuardia to O'Hare Intl., returning Fri, Jan 10, priced at $147 found 3 days ago
JetBlue Airways
Tue, Jan 7 - Fri, Jan 10
LGA
LaGuardia
ORD
O'Hare Intl.
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jan 7 from LaGuardia to O'Hare Intl., returning Fri, Jan 10, priced at $198 found 3 days ago
Frontier Airlines
Tue, Dec 24 - Mon, Jan 6
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$218 Roundtrip, just found
$218
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 24 from Louis Armstrong New Orleans Intl. to Midway Intl., returning Mon, Jan 6, priced at $218 just found
American Airlines
Sat, Mar 1 - Wed, Mar 5
MSY
Louis Armstrong New Orleans Intl.
STL
Lambert-St. Louis Intl.
$258 Roundtrip, found 6 days ago
$258
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Mar 1 from Louis Armstrong New Orleans Intl. to Lambert-St. Louis Intl., returning Wed, Mar 5, priced at $258 found 6 days ago
American Airlines
Tue, Feb 4 - Sat, Feb 8
LGA
LaGuardia
OKC
Will Rogers World
$283 Roundtrip, found 14 hours ago
$283
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Tue, Feb 4 from LaGuardia to Will Rogers World, returning Sat, Feb 8, priced at $283 found 14 hours ago
Frontier Airlines
Sun, Jan 5 - Thu, Jan 9
MSY
Louis Armstrong New Orleans Intl.
OKC
Will Rogers World
$283 Roundtrip, found 4 hours ago
$283
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Jan 5 from Louis Armstrong New Orleans Intl. to Will Rogers World, returning Thu, Jan 9, priced at $283 found 4 hours ago
American Airlines
Tue, Dec 31 - Mon, Jan 6
LGA
LaGuardia
STL
Lambert-St. Louis Intl.
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 31 from LaGuardia to Lambert-St. Louis Intl., returning Mon, Jan 6, priced at $284 found 2 days ago
American Airlines
Mon, Mar 3 - Mon, Mar 10
LGA
LaGuardia
SGF
Springfield-Branson National
$374 Roundtrip, found 22 hours ago
$374
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Mon, Mar 3 from LaGuardia to Springfield-Branson National, returning Mon, Mar 10, priced at $374 found 22 hours ago
United
Sun, Feb 16 - Mon, Feb 24
LGA
LaGuardia
SAF
Santa Fe Municipal
$474 Roundtrip, found 9 hours ago
$474
Roundtrip
found 9 hours ago
Select United flight, departing Sun, Feb 16 from LaGuardia to Santa Fe Municipal, returning Mon, Feb 24, priced at $474 found 9 hours ago
American Airlines
Mon, Jan 13 - Mon, Jan 13
LGA
LaGuardia
FLG
Flagstaff Pulliam Field
$646 Roundtrip, found 2 days ago
$646
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Jan 13 from LaGuardia to Flagstaff Pulliam Field, returning Mon, Jan 13, priced at $646 found 2 days ago
Frontier Airlines
Fri, Dec 20 - Wed, Dec 25
LGA
LaGuardia
MDW
Midway Intl.
$707 Roundtrip, found 5 days ago
$707
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Dec 20 from LaGuardia to Midway Intl., returning Wed, Dec 25, priced at $707 found 5 days 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 December, 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 $93, 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 $93 right now, why wait?

Historic Route 66 Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$62

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 $109 per night from Jan 19 to Jan 20
$109
includes taxes & fees
Jan 19 - Jan 20, 2025
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 ...
8.4/10 Very Good! (3,288 reviews)
"Excellent staff, rooms, service, and location."

Reviewed on Dec 16, 2024

Club Quarters Hotel, Central Loop, Chicago
Central Loop Hotel
Central Loop Hotel
4 out of 5
111 West Adams Street, Chicago, IL
The price is $109 per night from Jan 19 to Jan 20
$109
includes taxes & fees
Jan 19 - Jan 20, 2025
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
8.4/10 Very Good! (1,694 reviews)
"Easy access to trains and many locations in the loop. Really like the restaurant downstairs. Good food and nice people."

Reviewed on Dec 16, 2024

Central Loop Hotel
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 $68 per night from Dec 22 to Dec 23
$68
includes taxes & fees
Dec 22 - Dec 23
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! (5,995 reviews)
"It was perfect for the price. :)"

Reviewed on Dec 16, 2024

The Aquarius Casino Resort, BW Premier Collection
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $143 per night from Dec 22 to Dec 23
$143
includes taxes & fees
Dec 22 - Dec 23
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! (8,244 reviews)
"Excellent location and nice room. Very walkable and plenty of transportation options."

Reviewed on Dec 17, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $109 per night from Jan 19 to Jan 20
$109
includes taxes & fees
Jan 19 - Jan 20, 2025
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! (3,622 reviews)
"nice view"

Reviewed on Dec 15, 2024

River Hotel
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 $125 per night from Jan 12 to Jan 13
$125
includes taxes & fees
Jan 12 - Jan 13, 2025
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! (3,341 reviews)
"Location, food onsite"

Reviewed on Dec 15, 2024

Embassy Suites by Hilton Chicago Downtown River North
Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
The price is $193 per night from Jan 10 to Jan 11
$193
includes taxes & fees
Jan 10 - Jan 11, 2025
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
9/10 Wonderful! (3,109 reviews)
Great location, bad shower!
"The location is great, pretty close of Michigan Avenue where has great places to go and visit in walking distance. The room looks new, it might be just refurbished and it was nice, clean with a huge flat TB screen. The down side was the shower with a low pressure water flow, which I wasn’t sure expected ..."

Reviewed on Dec 16, 2024

Hyatt Regency Chicago
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is $131 per night from Dec 22 to Dec 23
$131
includes taxes & fees
Dec 22 - Dec 23
Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
8/10 Very Good! (2,791 reviews)
"The staff was incredibly kind and accommodating in every way! Thank you Chicago!"

Reviewed on Dec 15, 2024

Warwick Allerton - Chicago
See all 18,595 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.