Cheap Flights to Historic Route 66 from HK$1,238

View HK$1,238 flight on Fri, 5 Dec 2025Opens in a new window

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Cheap round-trip flights to Historic Route 66

Prices were available within the past 7 days and start at HK$1,238 for one-way flights and HK$2,157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Fri, 5 Dec - Mon, 8 Dec
YYZ
Toronto
ORD
Chicago
HK$2,157 Return, found 19 hours ago
HK$2,157
Return
found 19 hours ago
Select Air Canada flight, departing Fri, 5 Dec from Toronto to Chicago, returning Mon, 8 Dec, priced at HK$2,157 found 19 hours ago
United
Fri, 5 Dec - Mon, 8 Dec
YYZ
Toronto
ORD
Chicago
HK$2,221 Return, found 19 hours ago
HK$2,221
Return
found 19 hours ago
Select United flight, departing Fri, 5 Dec from Toronto to Chicago, returning Mon, 8 Dec, priced at HK$2,221 found 19 hours ago
Delta
Thu, 27 Nov - Mon, 1 Dec
YYZ
Toronto
MDW
Chicago
HK$2,422 Return, found 1 day ago
HK$2,422
Return
found 1 day ago
Select Delta flight, departing Thu, 27 Nov from Toronto to Chicago, returning Mon, 1 Dec, priced at HK$2,422 found 1 day ago
American Airlines
Fri, 5 Dec - Mon, 8 Dec
YYZ
Toronto
ORD
Chicago
HK$2,788 Return, found 19 hours ago
HK$2,788
Return
found 19 hours ago
Select American Airlines flight, departing Fri, 5 Dec from Toronto to Chicago, returning Mon, 8 Dec, priced at HK$2,788 found 19 hours ago
EVA Airways
Wed, 15 Oct - Thu, 15 Jan
HKG
Hong Kong SAR
ORD
Chicago
HK$6,646 Return, just found
HK$6,646
Return
just found
Select EVA Airways flight, departing Wed, 15 Oct from Hong Kong SAR to Chicago, returning Thu, 15 Jan, priced at HK$6,646 just found

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

July is typically the cheapest month to fly

From HK$600 - HK$2,040 per traveller.

Frequently asked questions

How do I find cheap flights to Historic Route 66 that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to get you the most flexible fares in town. Simply tick the "No change fee" box right under the "Flexible change policies" filter to find your dream flight to Historic Route 66.
How can I find cheap tickets to Historic Route 66?
To get your hands on a great deal to Historic Route 66, book ahead of time. Also take advantage of Expedia's handy "flexible dates" link at the top of your search results. This will display prices for similar time frames. In the last seven days, HK$2,157 was the lowest price for a flight to Historic Route 66.
How much is a flight to Historic Route 66?
In the last seven days, round-trip flights to Historic Route 66 sold from just HK$2,157 and peaked at HK$6,646. For one-way journeys departing from Toronto (YYZ), the cheapest seat during this same period was just HK$1,238.
When is the cheapest time to fly to Historic Route 66?
Consider jetting off early in the week to secure a bargain airfare to Historic Route 66. Tuesday is generally the cheapest day to depart, with Monday right behind it. Saturday typically has the most expensive fares. This is because many people choose to kick off their trip on a weekend.
How much is a plane ticket to Historic Route 66?
In the last seven days, plane tickets to Historic Route 66 ranged between HK$2,157 and HK$6,646. The early bird catches the worm, so pick up a terrific deal today.
What months are the cheapest to book a flight to Historic Route 66?
A good month to purchase cheap flights to Historic Route 66 is February. Bear in mind that in the United States, the most expensive time to secure a seat is the festive month of December.

Travel information

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
HK$1,229

Trending flights to Historic Route 66

Prices were available within the past 7 days and start at HK$1,238 for one-way flights and HK$2,157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, 27 Oct - Mon, 27 Oct
HKG
Hong Kong SAR
ORD
Chicago
HK$6,210 Return, found 2 days ago
HK$6,210
Return
found 2 days ago
Select United flight, departing Mon, 27 Oct from Hong Kong SAR to Chicago, returning Mon, 27 Oct, priced at HK$6,210 found 2 days ago

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