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Historic Route 66

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Historic Route 66 Flights as Low as $74

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

Frontier Airlines
Fri, Jul 31 - Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$74 Roundtrip, found 1 hour ago
$74
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Jul 31 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Wed, Aug 12, priced at $74 found 1 hour ago
Frontier Airlines
Wed, Aug 12 - Tue, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$76 Roundtrip, found 1 hour ago
$76
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Tue, Aug 25, priced at $76 found 1 hour ago
Frontier Airlines
Tue, Jul 21 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Tue, Jul 21, priced at $78 found 1 hour ago
Frontier Airlines
Wed, Jul 8 - Sun, Jul 26
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$79 Roundtrip, found 2 days ago
$79
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jul 8 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Sun, Jul 26, priced at $79 found 2 days ago
Frontier Airlines
Tue, Aug 25 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $98 found 2 hours ago
Frontier Airlines
Tue, Jul 7 - Wed, Jul 15
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$111 Roundtrip, found 23 hours ago
$111
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, Jul 7 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Jul 15, priced at $111 found 23 hours ago
Delta
Tue, Jul 21 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$114 Roundtrip, found 1 hour ago
$114
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Tue, Jul 21, priced at $114 found 1 hour ago
United
Tue, Aug 25 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 2 hours ago
$157
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $157 found 2 hours ago
American Airlines
Tue, Aug 25 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 2 hours ago
$157
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $157 found 2 hours ago
Frontier Airlines
Thu, Aug 6 - Sat, Aug 22
ATL
Hartsfield-Jackson Atlanta Intl.
OKC
Will Rogers World
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Hartsfield-Jackson Atlanta Intl. to Will Rogers World, returning Sat, Aug 22, priced at $270 found 1 day ago
JetBlue Airways
Tue, Aug 25 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$329 Roundtrip, found 2 hours ago
$329
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $329 found 2 hours ago
Delta
Tue, Sep 8 - Mon, Sep 14
ATL
Hartsfield-Jackson Atlanta Intl.
TUL
Tulsa Intl.
$339 Roundtrip, found 18 hours ago
$339
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Sep 8 from Hartsfield-Jackson Atlanta Intl. to Tulsa Intl., returning Mon, Sep 14, priced at $339 found 18 hours ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$343 Roundtrip, found 2 days ago
$343
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $343 found 2 days ago
Bargain Flight
Wed, Sep 2 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ABQ
Albuquerque Intl. Sunport
$393 Roundtrip, found 2 days ago
$393
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Wed, Sep 2 from Hartsfield-Jackson Atlanta Intl. to Albuquerque Intl. Sunport, returning Sun, Sep 6, priced at $393 found 2 days ago
Delta
Fri, Jun 12 - Sat, Jun 27
ATL
Hartsfield-Jackson Atlanta Intl.
BMI
Central Illinois Regional
$529 Roundtrip, found 3 days ago
$529
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jun 12 from Hartsfield-Jackson Atlanta Intl. to Central Illinois Regional, returning Sat, Jun 27, priced at $529 found 3 days ago
Alaska Airlines
Wed, Sep 2 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ABQ
Albuquerque Intl. Sunport
$648 Roundtrip, found 2 days ago
$648
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Sep 2 from Hartsfield-Jackson Atlanta Intl. to Albuquerque Intl. Sunport, returning Sun, Sep 6, priced at $648 found 2 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 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 15 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 $74, 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 $74 right now, why wait?

Historic Route 66 Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$92

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
Book a stay at this business-friendly resort in Laughlin. Enjoy free WiFi, an outdoor pool, and 7 restaurants. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (7,766 reviews)
"Clean room"

Reviewed on Jun 11, 2026

Get rates
The Aquarius Casino Resort, BW Premier Collection
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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,248 reviews)
"Old building that could really use a remodel. I've stayed in many hotels in the loop and somehow the sound from outside penetrated much more than most. The doormen were excellent though. They were very helpful and nice."

Reviewed on Jun 11, 2026

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Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,558 reviews)
"The hotel was clean and the rooms were decent. Did like the fact. I didn't like the fact there is no mirrors in the whole room except for the one in the bathroom. Also for the price that they charge I feel they should have had daily housekeeping but it was only offered after a 3-day stay. I asked ..."

Reviewed on Jun 11, 2026

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The Chicago Hotel Collection - Magnificent Mile
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (3,095 reviews)
"I booked at king size bed room and ended up being put in a room with other guest when i didnt book a a quad room i booked a king size private room. Very disappointed."

Reviewed on Jun 10, 2026

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Freehand Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,587 reviews)
"What a scam for $350+ a night. Our first room was disgusting; it looked like there was crusty throw up on the carpet and the bathroom was not clean and there was dust everywhere. You don’t even get a microwave in your room. The bathroom is so small. The furniture in the room is so dated and stained. ..."

Reviewed on Jun 11, 2026

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The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,248 reviews)
"It was expensive, but it was the least expensive hotel I could find in Downtown Chicago. It's only a few blocks away from where The Architecture Tour starts, and it's right on The Chicago River where you can have a relaxing walk by the river. The only negative to this hotel, and it's not the hotel's ..."

Reviewed on Jun 9, 2026

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River Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,647 reviews)
"The shuttle was a plus!"

Reviewed on Jun 10, 2026

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Hyatt Regency O'Hare Chicago
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,412 reviews)
"The cleanest hotel in downtown"

Reviewed on Jun 10, 2026

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Hotel Riu Plaza Chicago
See all 19,598 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.