Search Cheap Flights to
Historic Route 66

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Historic Route 66 Flights as Low as $80

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

Spirit Airlines
Tue, Jul 22 - Tue, Jul 29
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$80 Roundtrip, found 12 hours ago
$80
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Tue, Jul 22 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 29, priced at $80 found 12 hours ago
Frontier Airlines
Sat, Sep 6 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$83 Roundtrip, found 9 hours ago
$83
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $83 found 9 hours ago
Frontier Airlines
Tue, Aug 19 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$84 Roundtrip, found 12 hours ago
$84
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Aug 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 19, priced at $84 found 12 hours ago
Spirit Airlines
Sun, Jul 27 - Tue, Jul 29
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Jul 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jul 29, priced at $87 found 2 days ago
Frontier Airlines
Sat, Jul 19 - Thu, Jul 31
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$88 Roundtrip, found 14 hours ago
$88
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Jul 19 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Thu, Jul 31, priced at $88 found 14 hours ago
Frontier Airlines
Tue, Aug 5 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$90 Roundtrip, found 5 hours ago
$90
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Aug 12, priced at $90 found 5 hours ago
Frontier Airlines
Thu, Jul 17 - Sun, Jul 20
ATL
Hartsfield-Jackson Atlanta Intl.
OKC
Will Rogers World
$122 Roundtrip, found 10 hours ago
$122
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Jul 17 from Hartsfield-Jackson Atlanta Intl. to Will Rogers World, returning Sun, Jul 20, priced at $122 found 10 hours ago
United
Sat, Sep 6 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 9 hours ago
$132
Roundtrip
found 9 hours ago
Select United flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $132 found 9 hours ago
Delta
Sat, Sep 6 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 9 hours ago
$132
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 6, priced at $132 found 9 hours ago
American Airlines
Sat, Aug 16 - Sat, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 10 hours ago
$132
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Aug 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Aug 16, priced at $132 found 10 hours ago
Bargain Flight
Tue, Oct 14 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
TUL
Tulsa Intl.
$239 Roundtrip, found 13 hours ago
$239
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Tue, Oct 14 from Hartsfield-Jackson Atlanta Intl. to Tulsa Intl., returning Wed, Oct 22, priced at $239 found 13 hours ago
Bargain Flight
Thu, Sep 4 - Mon, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
ABQ
Albuquerque Intl. Sunport
$262 Roundtrip, found 9 hours ago
$262
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Thu, Sep 4 from Hartsfield-Jackson Atlanta Intl. to Albuquerque Intl. Sunport, returning Mon, Sep 8, priced at $262 found 9 hours ago
JetBlue Airways
Mon, Aug 25 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$284 Roundtrip, found 12 hours ago
$284
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Mon, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $284 found 12 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Tue, Dec 23 - Tue, Dec 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$325 Roundtrip, found 20 hours ago
$325
Roundtrip
found 20 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Tue, Dec 23 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Dec 30, priced at $325 found 20 hours ago
Delta
Sat, Jul 26 - Tue, Jul 29
ATL
Hartsfield-Jackson Atlanta Intl.
SGF
Springfield-Branson National
$346 Roundtrip, found 6 days ago
$346
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jul 26 from Hartsfield-Jackson Atlanta Intl. to Springfield-Branson National, returning Tue, Jul 29, priced at $346 found 6 days ago
American Airlines
Sun, Jul 6 - Tue, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
FLG
Flagstaff Pulliam Field
$551 Roundtrip, found 9 hours ago
$551
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sun, Jul 6 from Hartsfield-Jackson Atlanta Intl. to Flagstaff Pulliam Field, returning Tue, Jul 22, priced at $551 found 9 hours 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 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 $80, 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 $80 right now, why wait?

Historic Route 66 Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$80

Last Minute Hotel Deals in Historic Route 66

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
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! (6,492 reviews)
"We had a really good time here. I really recommend it"

Reviewed on Jun 29, 2025

Get rates
The Aquarius Casino Resort, BW Premier Collection
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
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! (2,365 reviews)
"The customer service was impeccable! Steven and Rocky were both very helpful and friendly during our stay!"

Reviewed on Jul 1, 2025

Get rates
Hilton Chicago/Magnificent Mile Suites
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,956 reviews)
"Top tier hospitality!"

Reviewed on Jul 1, 2025

Get rates
InterContinental Chicago Magnificent Mile by IHG
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
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! (8,937 reviews)
"We enjoyed the location."

Reviewed on Jul 1, 2025

Get rates
Congress Plaza 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
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. ...
8.4/10 Very Good! (4,299 reviews)
Perfect Trip
"Absolutely amazing hotel, staff, and room. The property was beautiful, the amenities were excellent as were the staff. Everything was absolutely perfect for this trip"

Reviewed on Jun 29, 2025

Get rates
Embassy Suites by Hilton Chicago Downtown River North
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,243 reviews)
"LOVED THIS PLACE!!!! Best location. Clean. Safe. Great staff. Easy check in/out. Perfect!!!"

Reviewed on Jun 29, 2025

Get rates
citizenM Chicago Downtown
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,815 reviews)
"Rooms are small"

Reviewed on Jun 30, 2025

Get rates
Hotel Felix River North/Magnificent Mile
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
3.5 out of 5
105 E Delaware Pl, Chicago, IL
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very Good! (3,436 reviews)
"I really enjoyed the hotel! Staff were very attentive to my needs and friendly!"

Reviewed on Jul 1, 2025

Get rates
The Whitehall Hotel, BW Premier Collection
See all 18,901 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.