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Cheap round-trip flights to 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.





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Find Your Flights to Historic Route 66 CHI
Cheap flights to Historic Route 66 (CHI)
Get started finding a cheap flight to Historic Route 66 on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.
We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Historic Route 66.
Return prices range from S$903 - S$1,334 and one-ways Historic Route 66 start as low as S$612.
Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.
Airlines that fly to Historic Route 66 (CHI)
You have several options for which airline you choose to travel with to Historic Route 66. There are 10 airlines flying into CHI: Air Canada, United, Thai Airways International, Korean Air, Delta, All Nippon Airways, Cathay Pacific.
Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.
For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare.
Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.
Find the best deals
At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Historic Route 66 (CHI) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to CHI in October and in December for one-ways.
Cancellation & flexibility
To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.
Frequently asked questions
Destination airport | O'Hare Intl. |
Destination airport IATA code | ORD |
Destination city name | Chicago |
Return price | S$617 |
More to explore for Historic Route 66
Trending flights to 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.

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