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, 19 Sept - Tue, 22 Sept

ORD

Chicago

MCO

Orlando

€161 Return, found 2 hours ago

€161

Return

found 2 hours ago

Select American Airlines flight, departing Sat, 19 Sept from Chicago to Orlando, returning Tue, 22 Sept, priced at €161 found 2 hours ago

Mon, 24 Aug - Tue, 1 Sept

ORD

Chicago

FLL

Fort Lauderdale

€167 Return, found 1 day ago

€167

Return

found 1 day ago

Select JetBlue Airways flight, departing Mon, 24 Aug from Chicago to Fort Lauderdale, returning Tue, 1 Sept, priced at €167 found 1 day ago

Wed, 29 Jul - Tue, 4 Aug

ORD

Chicago

MIA

Miami

€173 Return, found 7 hours ago

€173

Return

found 7 hours ago

Select American Airlines flight, departing Wed, 29 Jul from Chicago to Miami, returning Tue, 4 Aug, priced at €173 found 7 hours ago

Tue, 7 Jul - Tue, 14 Jul

ORD

Chicago

LAX

Los Angeles

€182 Return, found 6 hours ago

€182

Return

found 6 hours ago

Select Delta flight, departing Tue, 7 Jul from Chicago to Los Angeles, returning Tue, 14 Jul, priced at €182 found 6 hours ago

Sat, 11 Jul - Mon, 13 Jul

MDW

Chicago

FLL

Fort Lauderdale

€187 Return, found 4 days ago

€187

Return

found 4 days ago

Select Delta flight, departing Sat, 11 Jul from Chicago to Fort Lauderdale, returning Mon, 13 Jul, priced at €187 found 4 days ago

Sat, 4 Jul - Mon, 6 Jul

MDW

Chicago

MCO

Orlando

€192 Return, found 3 days ago

€192

Return

found 3 days ago

Select Delta flight, departing Sat, 4 Jul from Chicago to Orlando, returning Mon, 6 Jul, priced at €192 found 3 days ago

Tue, 21 Jul - Tue, 28 Jul

MDW

Chicago

MIA

Miami

€206 Return, found 1 day ago

€206

Return

found 1 day ago

Select Delta flight, departing Tue, 21 Jul from Chicago to Miami, returning Tue, 28 Jul, priced at €206 found 1 day ago

Wed, 1 Jul - Wed, 8 Jul

ORD

Chicago

SFO

San Francisco

€218 Return, found 1 hour ago

€218

Return

found 1 hour ago

Select American Airlines flight, departing Wed, 1 Jul from Chicago to San Francisco, returning Wed, 8 Jul, priced at €218 found 1 hour ago

Fri, 3 Jul - Sat, 11 Jul

ORD

Chicago

PHX

Phoenix

€229 Return, found 4 days ago

€229

Return

found 4 days ago

Select American Airlines flight, departing Fri, 3 Jul from Chicago to Phoenix, returning Sat, 11 Jul, priced at €229 found 4 days ago

Thu, 11 Jun - Sun, 14 Jun

ABQ

Albuquerque

PHX

Phoenix

€230 Return, found 4 days ago

€230

Return

found 4 days ago

Select American Airlines flight, departing Thu, 11 Jun from Albuquerque to Phoenix, returning Sun, 14 Jun, priced at €230 found 4 days ago

Thu, 28 May - Sat, 30 May

SAF

Santa Fe

LAX

Los Angeles

€231 Return, found 3 days ago

€231

Return

found 3 days ago

Select American Airlines flight, departing Thu, 28 May from Santa Fe to Los Angeles, returning Sat, 30 May, priced at €231 found 3 days ago

Thu, 18 Jun - Mon, 22 Jun

STL

St. Louis

MIA

Miami

€238 Return, found 2 days ago

€238

Return

found 2 days ago

Select American Airlines flight, departing Thu, 18 Jun from St. Louis to Miami, returning Mon, 22 Jun, priced at €238 found 2 days ago

Sat, 22 Aug - Mon, 24 Aug

STL

St. Louis

MCO

Orlando

€241 Return, found 6 days ago

€241

Return

found 6 days ago

Select American Airlines flight, departing Sat, 22 Aug from St. Louis to Orlando, returning Mon, 24 Aug, priced at €241 found 6 days ago

Fri, 3 Jul - Sat, 11 Jul

MDW

Chicago

PHX

Phoenix

€246 Return, found 4 days ago

€246

Return

found 4 days ago

Select Delta flight, departing Fri, 3 Jul from Chicago to Phoenix, returning Sat, 11 Jul, priced at €246 found 4 days ago

Sat, 20 Jun - Mon, 22 Jun

ORD

Chicago

TPA

Tampa

€246 Return, found 4 days ago

€246

Return

found 4 days ago

Select American Airlines flight, departing Sat, 20 Jun from Chicago to Tampa, returning Mon, 22 Jun, priced at €246 found 4 days ago

Wed, 26 Aug - Sat, 29 Aug

MDW

Chicago

SFO

San Francisco

€250 Return, found 2 days ago

€250

Return

found 2 days ago

Select Delta flight, departing Wed, 26 Aug from Chicago to San Francisco, returning Sat, 29 Aug, priced at €250 found 2 days ago

Wed, 24 Jun - Tue, 30 Jun

ORD

Chicago

LAS

Las Vegas

€254 Return, found 3 days ago

€254

Return

found 3 days ago

Select Delta flight, departing Wed, 24 Jun from Chicago to Las Vegas, returning Tue, 30 Jun, priced at €254 found 3 days ago

Sat, 20 Jun - Mon, 22 Jun

ORD

Chicago

RSW

Fort Myers

€255 Return, found 4 days ago

€255

Return

found 4 days ago

Select American Airlines flight, departing Sat, 20 Jun from Chicago to Fort Myers, returning Mon, 22 Jun, priced at €255 found 4 days ago

Mon, 13 Jul - Mon, 20 Jul

STL

St. Louis

FLL

Fort Lauderdale

€273 Return, found 2 days ago

€273

Return

found 2 days ago

Select American Airlines flight, departing Mon, 13 Jul from St. Louis to Fort Lauderdale, returning Mon, 20 Jul, priced at €273 found 2 days ago

Fri, 23 Oct - Sun, 8 Nov

ORD

Chicago

NLU

Mexico City

€318 Return, found 1 day ago

€318

Return

found 1 day ago

Select Volaris flight, departing Fri, 23 Oct from Chicago to Mexico City, returning Sun, 8 Nov, priced at €318 found 1 day ago