Title: Cheap Flights from Historic Route 66 - Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights from Historic Route 66 - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Historic Route 66 Travel Guide](https://expedia.ca/Historic-Route-66.dx702654640613646336)[Hotels in Historic Route 66](https://expedia.ca/Historic-Route-66-Hotels.d702654640613646336.Travel-Guide-Hotels)[Historic Route 66 Car Rentals](https://expedia.ca/Car-Rentals-In-Historic-Route-66.d702654640613646336.Car-Rental-Guide)[Historic Route 66 Vacation Packages](https://expedia.ca/Historic-Route-66.d702654640613646336.Destination-Travel-Guides) ## Popular airlines - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada - ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## 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. All deals One way Roundtrip ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Sat, Feb 21 - Tue, Feb 24 ORD Chicago RSW Fort Myers CA $77 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:RSW,departure:21/02/2026TANYT&leg2=from:RSW,to:ORD,departure:24/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:76.39&airProductToken=AQovCi0IzpYBEgQxNjA3GK4cING0ASi65YUDMOzmhQM4UEAAWAFqAlJQcgZQQTMwVjIKLwotCM6WARIEMTYwNBjRtAEgrhwotIGGAzD1goYDOFBAAFgBagJSUHIGUEEzMFYyEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Feb 10 - Wed, Feb 18 ORD Chicago MIA Miami CA $89 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MIA,departure:10/02/2026TANYT&leg2=from:MIA,to:ORD,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:88.23&airProductToken=AQowCi4IzpYBEgQxNzEzGK4cIIwCKPvlhAMwweeEAzhXQABYAWoCUlByCFcyMVNZQlYyCjAKLgjOlgESBDE3MTAYjAIgrhwovL6FAzCLwIUDOFdAAFgBagJSUHIIVzIxU1lCVjISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Wed, Feb 11 - Wed, Feb 18 ORD Chicago FLL Fort Lauderdale CA $99 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:FLL,departure:11/02/2026TANYT&leg2=from:FLL,to:ORD,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:98.29&airProductToken=AQowCi4IzpYBEgQxOTg2GK4cIOVaKKPvhAMw3vCEAzhXQABYAWoCUlByCFcyMVNZQlYyCi0KKwjOlgESATEY5VogrhwoksWFAzDbxoUDOFdAAFgBagJSUHIIVzIxU1lCVjISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Jan 27 - Tue, Feb 3 ORD Chicago MCO Orlando CA $124 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:MCO,departure:27/01/2026TANYT&leg2=from:MCO,to:ORD,departure:03/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:123.64&airProductToken=AQotCisIzpYBEgMzOTIYrhwgzHAo9caDAzCjyIMDOEdAAFgBagJSUHIGR0ExNFYyCloKKwjOlgESAzU1MxjMcCDlWiifm4QDMOabhAM4UEAAWAFqAlJQcgZQQTIxTzEKKwjOlgESAzU4MRjlWiCuHCiynIQDMPudhAM4UEABWAFqAlJQcgZQQTIxTzESCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Sat, Feb 7 - Tue, Feb 10 ORD Chicago TPA Tampa CA $135 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:TPA,departure:07/02/2026TANYT&leg2=from:TPA,to:ORD,departure:10/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:134.43&airProductToken=AQovCi0IzpYBEgM5NDgYrhwg8wMox8SEAzDuxYQDOEdAAFgBagJSUHIIRzIxU1lCVjIKLwotCM6WARIDOTQ5GPMDIK4cKI3ohAMwwumEAzhHQABYAWoCUlByCEcyMVNZQlYyEgoIARABGAEqAk5LGAEiBAgBEAEoAigDKAQwDQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Sat, Mar 14 - Tue, Mar 24 ORD Chicago LAX Los Angeles CA $203 Roundtrip found 4 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:LAX,departure:14/03/2026TANYT&leg2=from:LAX,to:ORD,departure:24/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:202.10&airProductToken=AQoiCiAIxnISBDI0NDUYrhwgi7gBKKfShwMwstSHAzhaQABYAQoiCiAIxnISBDI0NDYYi7gBIK4cKKnFiAMwjceIAzhaQABYARIKCAEQARgBKgJGORgBIgQIARABKAQwAQ) ![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif) Tue, Jan 27 - Tue, Feb 3 ORD Chicago LAS Las Vegas CA $204 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:LAS,departure:27/01/2026TANYT&leg2=from:LAS,to:ORD,departure:03/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:203.22&airProductToken=AQpdCiwIzpYBEgQxMTU3GK4cIIg4KOLKgwMwlsyDAzhVQABYAWoCU0RyBlVBMTROUgotCM6WARIEMTI1NBiIOCCLkAEolc6DAzDlz4MDOFVAAVgBagJTRHIGVUExNE5SClwKLAjOlgESAzk1NBiLkAEg5Voogp6EAzCRoIQDOFdAAFgBagJSUHIGV0EyMU5SCiwIzpYBEgQyMjA0GOVaIK4cKOKhhAMwsqOEAzhXQAFYAWoCUlByBldBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Mar 31 - Tue, Apr 7 ABQ Albuquerque LAS Las Vegas CA $218 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ABQ,to:LAS,departure:31/03/2026TANYT&leg2=from:LAS,to:ABQ,departure:07/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:217.30&airProductToken=AQpICiIIxJgBEgQzODY1GKCAASCLuAEomJGJAzCikokDOEVAAFgBCiIIxJgBEgQyMDA1GIu4ASCLkAEo05KJAzCck4kDOEVAAVgBCkgKIgjEmAESBDE2MzIYi5ABIIu4ASi44IkDMIfhiQM4RUAAWAEKIgjEmAESBDQwOTgYi7gBIKCAASiz4YkDMKfiiQM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Feb 18 - Sat, Feb 28 STL St. Louis MCO Orlando CA $240 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:STL,to:MCO,departure:18/02/2026TANYT&leg2=from:MCO,to:STL,departure:28/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:239.90&airProductToken=AQpmCjEIwYIBEgQxNjIyGPJcIIwCKPLAhQMwncKFAzhCQABYAWoFQkFTSUNyCE9WQVVaTkJWCjEIwYIBEgQyODU0GIwCIMxwKP3ChQMwzsOFAzhCQAFYAWoFQkFTSUNyCE9WQVVaTkJWCmgKMgjBggESBDE2NDcYzHAg4poBKLSuhgMwpq-GAzhCQABYAWoFQkFTSUNyCE9WQUlKU0JWCjIIwYIBEgQyNDg2GOKaASDyXCiFsYYDMIKyhgM4QkABWAFqBUJBU0lDcghPVkFJSlNCVhIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Mar 4 - Wed, Mar 11 ORD Chicago PHX Phoenix CA $247 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:PHX,departure:04/03/2026TANYT&leg2=from:PHX,to:ORD,departure:11/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:246.20&airProductToken=AQo0CjIIwYIBEgQyMjk2GK4cIO-5ASi024YDMKPdhgM4QkAAWAFqBUJBU0lDcghPV0FVVU5CWAo0CjIIwYIBEgQxMTA1GO-5ASCuHCjVqocDMKishwM4QkAAWAFqBUJBU0lDcghPV0FVVU5CWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Mar 17 - Tue, Mar 24 MDW Chicago TPA Tampa CA $274 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:TPA,departure:17/03/2026TANYT&leg2=from:TPA,to:MDW,departure:24/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:273.20&airProductToken=AQpFCiEIxJgBEgQyNDE3GOywASDgXCjr8IcDMN7xhwM4RUAAWAEKIAjEmAESBDE0MjUY4Fwg8wMojPKHAzDe8ocDOEVAAVgBCkUKIAjEmAESBDE0MjUY8wMg4Fwog8KIAzD3wogDOEVAAFgBCiEIxJgBEgQxMDc2GOBcIOywASifw4gDMJPEiAM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Mar 3 - Tue, Mar 10 MDW Chicago MCO Orlando CA $274 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:MCO,departure:03/03/2026TANYT&leg2=from:MCO,to:MDW,departure:10/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:273.60&airProductToken=AQpvCjYIxJgBEgQyMDYxGOywASDgXCjl04YDMNbUhgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkgzQkcKNQjEmAESBDIwMzUY4FwgzHAo-9WGAzDW1oYDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05IM0JHCm8KNQjEmAESBDE1NDgYzHAg4Fwomp6HAzD5nocDOEVAAFgBaglNQUlOQkFTSUNyCFZBV05IM0JHCjYIxJgBEgQxMDYzGOBcIOywASjrn4cDMOCghwM4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkgzQkcSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Mon, Mar 16 - Wed, Mar 18 TUL Tulsa MCO Orlando CA $278 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:TUL,to:MCO,departure:16/03/2026TANYT&leg2=from:MCO,to:TUL,departure:18/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:277.10&airProductToken=AQohCh8IxnISBDM4NDAYk10gzHAo6eaHAzCI6IcDOFJAAFgBCkIKHwjGchIEMzMxMRjMcCCDaSin_4cDMLWBiAM4UkAAWAEKHwjGchIEMTU4OBiDaSCTXSjjiYgDMMOKiAM4UkABWAESCggBEAEYASoCRjkYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, Feb 15 - Fri, Feb 27 OKC Oklahoma City LAS Las Vegas CA $297 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:OKC,to:LAS,departure:15/02/2026TANYT&leg2=from:LAS,to:OKC,departure:27/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:296.20&airProductToken=AQpFCiAIxJgBEgQzODgyGM4SIPISKK-ihQMw1KOFAzhFQABYAQohCMSYARIEMTY2MhjyEiCLkAEowqSFAzCgpYUDOEVAAVgBCkQKIAjEmAESAzcyMhiLkAEg4Fwo1ayGAzCxroYDOEVAAFgBCiAIxJgBEgQyNDkwGOBcIM4SKIawhgMwl7GGAzhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Frontier Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/F9.gif) Wed, Mar 11 - Tue, Mar 24 OKC Oklahoma City LAX Los Angeles CA $298 Roundtrip found 5 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:OKC,to:LAX,departure:11/03/2026TANYT&leg2=from:LAX,to:OKC,departure:24/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:297.20&airProductToken=AQpDCh8IxnISBDE5MjcYzhIgg2ko-rCHAzDnsYcDOFpAAFgBCiAIxnISBDQzNDUYg2kgi7gBKK6yhwMw1bOHAzhaQAFYAQpDCiAIxnISBDMxNTYYi7gBIINpKLu9iAMw0L6IAzhSQABYAQofCMZyEgQxODY0GINpIM4SKInCiAMw7cKIAzhSQAFYARIKCAEQARgBKgJGORgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Mon, Mar 2 - Thu, Mar 5 MDW Chicago FLL Fort Lauderdale CA $302 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:FLL,departure:02/03/2026TANYT&leg2=from:FLL,to:MDW,departure:05/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:301.10&airProductToken=AQpvCjYIxJgBEgQyMDYwGOywASDgXCioy4YDMKrMhgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTks4QkcKNQjEmAESBDEyMjkY4Fwg5Voo0syGAzC_zYYDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05LOEJHCm8KNQjEmAESBDIzNDUY5Vog4Fwou-yGAzC97YYDOEVAAFgBaglNQUlOQkFTSUNyCFZBV05BMEJHCjYIxJgBEgQxMDc2GOBcIOywASiA7oYDMO_uhgM4RUABWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Feb 28 - Sat, Mar 7 MDW Chicago RSW Fort Myers CA $302 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:RSW,departure:28/02/2026TANYT&leg2=from:RSW,to:MDW,departure:07/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:301.10&airProductToken=AQpwCjYIxJgBEgQyMDYwGOywASDgXCjVs4YDMM60hgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKNgjEmAESBDEyMTcY4Fwg0bQBKKu2hgMwjbeGAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwpwCjYIxJgBEgQxMzg1GNG0ASDgXCj7_IYDMOz9hgM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKNgjEmAESBDEwNjMY4Fwg7LABKOH-hgMw1f-GAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdOQTBCRxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Tue, Feb 17 - Thu, Feb 19 MDW Chicago MIA Miami CA $302 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:MIA,departure:17/02/2026TANYT&leg2=from:MIA,to:MDW,departure:19/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:301.10&airProductToken=AQpFCiEIxJgBEgQyMDYxGOywASDgXCiltoUDMJa3hQM4RUAAWAEKIAjEmAESBDE3MTYY4FwgjAIowLeFAzC5uIUDOEVAAVgBCkUKIAjEmAESBDEyNjEYjAIg4Fwom8qFAzCXy4UDOEVAAFgBCiEIxJgBEgQyMDYxGOBcIOywASjFy4UDMLfMhQM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sun, Feb 22 - Wed, Feb 25 MDW Chicago PHX Phoenix CA $316 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MDW,to:PHX,departure:22/02/2026TANYT&leg2=from:PHX,to:MDW,departure:25/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:315.10&airProductToken=AQpwCjYIxJgBEgQzNzk5GOywASDMfCjQ8YUDMLTyhQM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKNgjEmAESBDE0MjYYzHwg77kBKNfyhQMwr_SFAzhFQAFYAWoJTUFJTkJBU0lDcghWQVdOQTBCRwpvCjUIxJgBEgM5MjkY77kBIOBcKPqVhgMwypeGAzhFQABYAWoJTUFJTkJBU0lDcghWQVdOSDNCRwo2CMSYARIEMTA2MxjgXCDssAEopZmGAzCamoYDOEVAAVgBaglNQUlOQkFTSUNyCFZBV05IM0JHEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ) ![Hawaiian Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/HA.gif) Sat, Feb 7 - Tue, Feb 10 ORD Chicago SFO San Francisco CA $319 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:SFO,departure:07/02/2026TANYT&leg2=from:SFO,to:ORD,departure:10/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:318.30&airProductToken=AQpECiAIyIIBEgQ3NDQ3GK4cIJJoKJjHhAMwssmEAzhVQABYAQogCMiCARIENjU0MBiSaCCycSjLyoQDMLfLhAM4VUABWAEKRAogCMiCARIENzAxOBiycSCSaCj954QDMOXohAM4VUAAWAEKIAjIggESBDc0OTMYkmggrhwoxuqEAzDR7IQDOFVAAVgBEgoIARABGAEqAkhBGAEiBAgBEAEoBDAB) ## Flights from Historic Route 66: Essential Travel Information | Cheapest flight from Historic Route 66 | CA $77 (roundtrip) | | -------------------------------------------- | ------------------------------------------------------------------------------- | | Best airlines to fly from Historic Route 66 | Spirit Airlines, Frontier Airlines, Delta, American Airlines, Hawaiian Airlines | | Cheapest month to fly from Historic Route 66 | February | | Historic Route 66 IATA code | CHI | | Historic Route 66 Country/State | United States of America | | Airline ticket deals from Historic Route 66 | CA $77 - CA $319 | ## How to find cheap flights from Historic Route 66 #### How much is a flight from Historic Route 66? Flights from Historic Route 66 are available at a range of prices. Attractive deals include one-way fares and roundtrip fares from CA $77\. You'll often find the best deals in February. With Expedia, explore offers from multiple airlines and plan your journey effortlessly, ensuring you secure the perfect flight at a competitive price. #### How can I find cheap flights from Historic Route 66? Discovering affordable flights from Historic Route 66 has never been easier, thanks to Expedia. We present a simple solution for comparing fares to a multitude of destinations, with one-way deals and roundtrip offers from CA $77\. After choosing an enticing deal, enhance your search with our filters and sort by 'Price (Lowest)' to find the most economical and suitable options. Begin your journey with us today and relish the simplicity of securing cost-effective flights. #### How can I get the best deal on flights from Historic Route 66? For the best deal on flights from Historic Route 66, flexibility is key. Utilize our 'Show flexible dates' feature on Expedia to compare prices for different dates, and you may find deals when such offers are present. Remember, direct flights from Historic Route 66 could come with a higher price tag, and different airlines' baggage policies might affect the total cost. Stay tuned with our latest offers to make the most of your travel budget. #### What is the best airline to fly with from Historic Route 66? With Expedia, finding the best airline for your journey from Historic Route 66 is a breeze. We offer options from 20 different airlines, including Spirit Airlines, Frontier Airlines, Delta, American Airlines, Hawaiian Airlines. Whether you prioritize price, comfort, or loyalty programs, we have a fit for your travel needs. #### What is the best month to fly from Historic Route 66? The best month to fly from Historic Route 66 is typically February, as it often offers great deals. If you're looking to save on your journey, start your search with Expedia. We provide options to filter for the lowest possible prices, including those from one-way and roundtrip from CA $77 fares. However, remember that airfare can fluctuate based on the time of year and ticket availability. #### When is the best time to book/buy flights from Historic Route 66? Secure the best savings with Expedia. Data suggests that booking flights from Historic Route 66 three weeks in advance can save you up to 20%. Also, consider flying in February for the best rates. Stay updated with us for the latest data and savings advice. #### Are there any last-minute flights from Historic Route 66? With Expedia, finding last-minute flights from Historic Route 66 has never been easier. We offer you a chance to explore the best deals from 20 airlines. Even if you're planning to travel immediately, you can access a variety of options, including one-way and roundtrip from CA $77 fares. Start exploring now and seize the top offers available over the next two weeks. Rest assured, you can find a perfect flight even at the last minute. #### Why book with Expedia? Choose Expedia for unbeatable prices, exceptional value, and substantial savings. We offer a wide selection of routes from Historic Route 66, with flight options from 20 airlines, including one-way deals . Customize your journey to suit your needs and achieve even more savings by bundling your flight with a hotel or car hire. Start planning your trip with us today and earn rewards points with every booking. #### Can I change/cancel my flight? Absolutely, at Expedia, you can change or cancel your flight. However, fees and refund policies depend on your flight agreement, as each airline has distinct rules for exchanges and refunds. For detailed information, check your itinerary or visit our customer service portal. To maximize flexibility, opt for flights with no change fees using our 'Flexible change policies' filter. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other ### Lodging - [5 Star Hotels in Quad Cities ](https://www.expedia.ca/5Star-Quad-Cities-Hotels.s50-0-d603001.Travel-Guide-Filter-Hotels) - [Hotels near Lake Michigan ](https://www.expedia.ca/Lake-Michigan-Hotels.0-l6338716-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Apart-Hotels.d6233674-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Bed-And-Breakfast.d6233674-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Cabins.d6233674-aaCabins.Travel-Guide-Accommodation) - [Chalets in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Chalets.d6233674-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Ohio River Valley ](https://www.expedia.ca/Ohio-River-Valley-Condos.d6233674-aaCondos.Travel-Guide-Accommodation) - 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[Quad Cities Vacations ](https://www.expedia.ca/Quad-Cities.d603001.Destination-Travel-Guides) - [Visit Quad Cities ](https://www.expedia.ca/Quad-Cities.dx603001) - [Visit Southeast Iowa ](https://www.expedia.ca/Southeast-Iowa.dx6234151) ### Cars - [Ace Rental Cars in Quad Cities ](https://www.expedia.ca/Ace-Car-Rentals-In-Quad-Cities.d603001-c2.Car-Rental-Guide-Suppliers) - [Advantage Rent-A-Car Rental Cars in Ohio River Valley ](https://www.expedia.ca/Advantage-Rent-A-Car-Car-Rentals-In-Ohio-River-Valley.d6233674-c3.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Quad Cities ](https://www.expedia.ca/Avis-Car-Rentals-In-Quad-Cities.d603001-c41.Car-Rental-Guide-Suppliers) - [Car rentals near Quad Cities ](https://www.expedia.ca/Car-Rentals-In-Quad-Cities.d603001.Car-Rental-Guide) - [Pickup Car Rentals in Ohio River Valley ](https://www.expedia.ca/Pickup-Car-Rentals-In-Ohio-River-Valley.d6233674-tPickup.Car-Rental-Guide-Class) - [Thrifty Car Rental Rental Cars in Ohio River Valley ](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Ohio-River-Valley.d6233674-c45.Car-Rental-Guide-Suppliers) ### Other - [Things to do in Quad Cities ](https://www.expedia.ca/Things-To-Do-In-Quad-Cities.d603001.Travel-Guide-Activities) \*Available to Expedia members.