Cheap flights from Historic Route 66

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Cheapest flights from ${flightsOriginNameOW}

Prices were available within the past 7 days and start at ${flightsLowestPriceOW} for one-way flights and AU$253 for return, for the period specified. Prices and availability are subject to change. Additional terms apply.
American Airlines
Chicago — Miami
ORD - MIA with American Airlines
Sun, 9 Feb
American Airlines
Miami — Chicago
MIA - ORD with American Airlines
Wed, 12 Feb
Found 1 hour ago
From AU$253
Select flight from Chicago to Miami, departing on February 9 with American Airlines, and returning from Miami to Chicago on February 12 with American Airlines. Price from AU$253, Found 1 hour ago.
American Airlines
Chicago — Fort Lauderdale
ORD - FLL with American Airlines
Wed, 5 Feb
American Airlines
Fort Lauderdale — Chicago
FLL - ORD with American Airlines
Sat, 8 Feb
Found 3 days ago
From AU$254
Select flight from Chicago to Fort Lauderdale, departing on February 5 with American Airlines, and returning from Fort Lauderdale to Chicago on February 8 with American Airlines. Price from AU$254, Found 3 days ago.
American Airlines
Chicago — Las Vegas
ORD - LAS with American Airlines
Wed, 22 Jan
American Airlines
Las Vegas — Chicago
LAS - ORD with American Airlines
Sat, 25 Jan
Found 1 day ago
From AU$257
Select flight from Chicago to Las Vegas, departing on January 22 with American Airlines, and returning from Las Vegas to Chicago on January 25 with American Airlines. Price from AU$257, Found 1 day ago.
American Airlines
Chicago — Tampa
ORD - TPA with American Airlines
Mon, 3 Feb
American Airlines
Tampa — Chicago
TPA - ORD with American Airlines
Wed, 12 Feb
Found 3 days ago
From AU$263
Select flight from Chicago to Tampa, departing on February 3 with American Airlines, and returning from Tampa to Chicago on February 12 with American Airlines. Price from AU$263, Found 3 days ago.
American Airlines
Chicago — Orlando
ORD - MCO with American Airlines
Mon, 10 Feb
American Airlines
Orlando — Chicago
MCO - ORD with American Airlines
Sat, 15 Feb
Found 2 days ago
From AU$263
Select flight from Chicago to Orlando, departing on February 10 with American Airlines, and returning from Orlando to Chicago on February 15 with American Airlines. Price from AU$263, Found 2 days ago.
American Airlines
Chicago — Phoenix
ORD - PHX with American Airlines
Sat, 1 Feb
American Airlines
Phoenix — Chicago
PHX - ORD with American Airlines
Sat, 1 Feb
Found 1 day ago
From AU$277
Select flight from Chicago to Phoenix, departing on February 1 with American Airlines, and returning from Phoenix to Chicago on February 1 with American Airlines. Price from AU$277, Found 1 day ago.
American Airlines
Chicago — Los Angeles
ORD - LAX with American Airlines
Sat, 1 Feb
American Airlines
Los Angeles — Chicago
LAX - ORD with American Airlines
Tue, 11 Feb
Found 6 days ago
From AU$288
Select flight from Chicago to Los Angeles, departing on February 1 with American Airlines, and returning from Los Angeles to Chicago on February 11 with American Airlines. Price from AU$288, Found 6 days ago.
American Airlines
Chicago — Fort Myers
ORD - RSW with American Airlines
Mon, 27 Jan
American Airlines
Fort Myers — Chicago
RSW - ORD with American Airlines
Mon, 3 Feb
Found 3 days ago
From AU$294
Select flight from Chicago to Fort Myers, departing on January 27 with American Airlines, and returning from Fort Myers to Chicago on February 3 with American Airlines. Price from AU$294, Found 3 days ago.
Delta
Chicago — Tampa
MDW - TPA with Delta
Wed, 12 Feb
Delta
Tampa — Chicago
TPA - MDW with Delta
Wed, 19 Feb
Found 2 days ago
From AU$316
Select flight from Chicago to Tampa, departing on February 12 with Delta, and returning from Tampa to Chicago on February 19 with Delta. Price from AU$316, Found 2 days ago.
Delta
Chicago — Orlando
MDW - MCO with Delta
Mon, 10 Feb
Delta
Orlando — Chicago
MCO - MDW with Delta
Sat, 15 Feb
Found 2 days ago
From AU$316
Select flight from Chicago to Orlando, departing on February 10 with Delta, and returning from Orlando to Chicago on February 15 with Delta. Price from AU$316, Found 2 days ago.
Alaska Airlines
Chicago — San Francisco
ORD - SFO with Alaska Airlines
Sat, 15 Feb
Alaska Airlines
San Francisco — Chicago
SFO - ORD with Alaska Airlines
Sat, 22 Feb
Found 2 days ago
From AU$316
Select flight from Chicago to San Francisco, departing on February 15 with Alaska Airlines, and returning from San Francisco to Chicago on February 22 with Alaska Airlines. Price from AU$316, Found 2 days ago.
Delta
Chicago — Fort Lauderdale
MDW - FLL with Delta
Thu, 6 Feb
Delta
Fort Lauderdale — Chicago
FLL - MDW with Delta
Tue, 11 Feb
Found 2 days ago
From AU$348
Select flight from Chicago to Fort Lauderdale, departing on February 6 with Delta, and returning from Fort Lauderdale to Chicago on February 11 with Delta. Price from AU$348, Found 2 days ago.
Delta
Chicago — Miami
MDW - MIA with Delta
Mon, 3 Feb
Delta
Miami — Chicago
MIA - MDW with Delta
Thu, 6 Feb
Found 2 days ago
From AU$348
Select flight from Chicago to Miami, departing on February 3 with Delta, and returning from Miami to Chicago on February 6 with Delta. Price from AU$348, Found 2 days ago.
American Airlines
St. Louis — Las Vegas
STL - LAS with American Airlines
Mon, 24 Feb
American Airlines
Las Vegas — St. Louis
LAS - STL with American Airlines
Tue, 4 Mar
Found 2 days ago
From AU$351
Select flight from St. Louis to Las Vegas, departing on February 24 with American Airlines, and returning from Las Vegas to St. Louis on March 4 with American Airlines. Price from AU$351, Found 2 days ago.
Delta
Chicago — Phoenix
MDW - PHX with Delta
Sat, 1 Feb
Delta
Phoenix — Chicago
PHX - MDW with Delta
Sat, 1 Feb
Found 1 day ago
From AU$371
Select flight from Chicago to Phoenix, departing on February 1 with Delta, and returning from Phoenix to Chicago on February 1 with Delta. Price from AU$371, Found 1 day ago.
Delta
Chicago — Las Vegas
MDW - LAS with Delta
Mon, 10 Feb
Delta
Las Vegas — Chicago
LAS - MDW with Delta
Thu, 13 Feb
Found 1 hour ago
From AU$398
Select flight from Chicago to Las Vegas, departing on February 10 with Delta, and returning from Las Vegas to Chicago on February 13 with Delta. Price from AU$398, Found 1 hour ago.
Delta
Chicago — San Francisco
MDW - SFO with Delta
Thu, 30 Jan
Delta
San Francisco — Chicago
SFO - MDW with Delta
Wed, 5 Feb
Found 4 days ago
From AU$411
Select flight from Chicago to San Francisco, departing on January 30 with Delta, and returning from San Francisco to Chicago on February 5 with Delta. Price from AU$411, Found 4 days ago.
Delta
Chicago — Los Angeles
MDW - LAX with Delta
Wed, 12 Feb
Delta
Los Angeles — Chicago
LAX - MDW with Delta
Mon, 24 Feb
Found 1 hour ago
From AU$413
Select flight from Chicago to Los Angeles, departing on February 12 with Delta, and returning from Los Angeles to Chicago on February 24 with Delta. Price from AU$413, Found 1 hour ago.
Delta
Oklahoma City — Los Angeles
OKC - LAX with Delta
Wed, 12 Feb
Delta
Los Angeles — Oklahoma City
LAX - OKC with Delta
Mon, 24 Feb
Found 4 days ago
From AU$479
Select flight from Oklahoma City to Los Angeles, departing on February 12 with Delta, and returning from Los Angeles to Oklahoma City on February 24 with Delta. Price from AU$479, Found 4 days ago.
American Airlines
Chicago — Mexico City
ORD - MEX with American Airlines
Sat, 1 Feb
Aeromexico
Mexico City — Chicago
MEX - ORD with Aeromexico
Thu, 6 Feb
Found 6 days ago
From AU$504
Select flight from Chicago to Mexico City, departing on February 1 with American Airlines, and returning from Mexico City to Chicago on February 6 with Aeromexico. Price from AU$504, Found 6 days ago.
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