Cheap flights from Historic Route 66 starting at

Cheapest flights from Historic Route 66

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 2 May - Thu, 7 May

ORD

Chicago

MIA

Miami

€145 Return, found 2 days ago

€145

Return

found 2 days ago

Select American Airlines flight, departing Sat, 2 May from Chicago to Miami, returning Thu, 7 May, priced at €145 found 2 days ago

Tue, 5 May - Sat, 9 May

ORD

Chicago

MCO

Orlando

€161 Return, found 2 days ago

€161

Return

found 2 days ago

Select American Airlines flight, departing Tue, 5 May from Chicago to Orlando, returning Sat, 9 May, priced at €161 found 2 days ago

Wed, 20 May - Wed, 27 May

ORD

Chicago

LAX

Los Angeles

€173 Return, found 2 days ago

€173

Return

found 2 days ago

Select American Airlines flight, departing Wed, 20 May from Chicago to Los Angeles, returning Wed, 27 May, priced at €173 found 2 days ago

Thu, 7 May - Mon, 11 May

ORD

Chicago

FLL

Fort Lauderdale

€173 Return, found 1 day ago

€173

Return

found 1 day ago

Select American Airlines flight, departing Thu, 7 May from Chicago to Fort Lauderdale, returning Mon, 11 May, priced at €173 found 1 day ago

Sat, 2 May - Mon, 4 May

ABQ

Albuquerque

LAS

Las Vegas

€184 Return, found 1 day ago

€184

Return

found 1 day ago

Select American Airlines flight, departing Sat, 2 May from Albuquerque to Las Vegas, returning Mon, 4 May, priced at €184 found 1 day ago

Thu, 30 Apr - Sun, 3 May

ABQ

Albuquerque

LAX

Los Angeles

€190 Return, found 1 day ago

€190

Return

found 1 day ago

Select American Airlines flight, departing Thu, 30 Apr from Albuquerque to Los Angeles, returning Sun, 3 May, priced at €190 found 1 day ago

Mon, 18 May - Thu, 21 May

MDW

Chicago

MCO

Orlando

€190 Return, found 3 days ago

€190

Return

found 3 days ago

Select Delta flight, departing Mon, 18 May from Chicago to Orlando, returning Thu, 21 May, priced at €190 found 3 days ago

Sat, 2 May - Mon, 4 May

ORD

Chicago

TPA

Tampa

€191 Return, found 1 hour ago

€191

Return

found 1 hour ago

Select American Airlines flight, departing Sat, 2 May from Chicago to Tampa, returning Mon, 4 May, priced at €191 found 1 hour ago

Sat, 2 May - Mon, 4 May

MDW

Chicago

TPA

Tampa

€208 Return, found 1 hour ago

€208

Return

found 1 hour ago

Select Delta flight, departing Sat, 2 May from Chicago to Tampa, returning Mon, 4 May, priced at €208 found 1 hour ago

Thu, 23 Apr - Mon, 27 Apr

ABQ

Albuquerque

PHX

Phoenix

€214 Return, found 6 days ago

€214

Return

found 6 days ago

Select American Airlines flight, departing Thu, 23 Apr from Albuquerque to Phoenix, returning Mon, 27 Apr, priced at €214 found 6 days ago

Thu, 30 Apr - Wed, 6 May

ORD

Chicago

SFO

San Francisco

€219 Return, found 16 hours ago

€219

Return

found 16 hours ago

Select American Airlines flight, departing Thu, 30 Apr from Chicago to San Francisco, returning Wed, 6 May, priced at €219 found 16 hours ago

Wed, 20 May - Wed, 27 May

ORD

Chicago

PHX

Phoenix

€222 Return, found 3 days ago

€222

Return

found 3 days ago

Select American Airlines flight, departing Wed, 20 May from Chicago to Phoenix, returning Wed, 27 May, priced at €222 found 3 days ago

Sat, 25 Apr - Sat, 2 May

MDW

Chicago

LAX

Los Angeles

€227 Return, found 5 days ago

€227

Return

found 5 days ago

Select Delta flight, departing Sat, 25 Apr from Chicago to Los Angeles, returning Sat, 2 May, priced at €227 found 5 days ago

Mon, 27 Apr - Tue, 5 May

MDW

Chicago

SFO

San Francisco

€236 Return, found 1 day ago

€236

Return

found 1 day ago

Select Delta flight, departing Mon, 27 Apr from Chicago to San Francisco, returning Tue, 5 May, priced at €236 found 1 day ago

Thu, 30 Apr - Mon, 4 May

MDW

Chicago

FLL

Fort Lauderdale

€241 Return, found 4 days ago

€241

Return

found 4 days ago

Select Delta flight, departing Thu, 30 Apr from Chicago to Fort Lauderdale, returning Mon, 4 May, priced at €241 found 4 days ago

Sat, 2 May - Mon, 4 May

TUL

Tulsa

PHX

Phoenix

€245 Return, found 4 days ago

€245

Return

found 4 days ago

Select American Airlines flight, departing Sat, 2 May from Tulsa to Phoenix, returning Mon, 4 May, priced at €245 found 4 days ago

Sat, 25 Apr - Sat, 2 May

MDW

Chicago

PHX

Phoenix

€247 Return, found 3 days ago

€247

Return

found 3 days ago

Select Delta flight, departing Sat, 25 Apr from Chicago to Phoenix, returning Sat, 2 May, priced at €247 found 3 days ago

Wed, 27 May - Sat, 30 May

ORD

Chicago

LAS

Las Vegas

€249 Return, found 1 day ago

€249

Return

found 1 day ago

Select American Airlines flight, departing Wed, 27 May from Chicago to Las Vegas, returning Sat, 30 May, priced at €249 found 1 day ago

Thu, 30 Apr - Sun, 3 May

ORD

Chicago

RSW

Fort Myers

€273 Return, found 5 days ago

€273

Return

found 5 days ago

Select JetBlue Airways flight, departing Thu, 30 Apr from Chicago to Fort Myers, returning Sun, 3 May, priced at €273 found 5 days ago

Sun, 3 May - Tue, 12 May

ORD

Chicago

MEX

Mexico City

€313 Return, found 23 hours ago

€313

Return

found 23 hours ago

Select Volaris flight, departing Sun, 3 May from Chicago to Mexico City, returning Tue, 12 May, priced at €313 found 23 hours ago