Cheap Flights to Historic Route 66 from HK$3,916

View HK$3,916 flight on Thu, 18 Jun 2026Opens 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$3,916 for one-way flights and HK$7,364 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 11 Jun - Thu, 25 Jun
HKG
Hong Kong SAR
ORD
Chicago
HK$7,364 Return, found 12 hours ago
HK$7,364
Return
found 12 hours ago
Select Delta flight, departing Thu, 11 Jun from Hong Kong SAR to Chicago, returning Thu, 25 Jun, priced at HK$7,364 found 12 hours ago
Philippine Airlines
Mon, 16 Nov - Fri, 27 Nov
HKG
Hong Kong SAR
ORD
Chicago
HK$7,669 Return, found 2 days ago
HK$7,669
Return
found 2 days ago
Select Philippine Airlines flight, departing Mon, 16 Nov from Hong Kong SAR to Chicago, returning Fri, 27 Nov, priced at HK$7,669 found 2 days ago
Qatar Airways
Wed, 9 Sept - Wed, 16 Sept
HKG
Hong Kong SAR
ORD
Chicago
HK$8,110 Return, found 1 day ago
HK$8,110
Return
found 1 day ago
Select Qatar Airways flight, departing Wed, 9 Sept from Hong Kong SAR to Chicago, returning Wed, 16 Sept, priced at HK$8,110 found 1 day ago
Air Canada
Fri, 9 Oct - Sat, 31 Oct
HKG
Hong Kong SAR
ORD
Chicago
HK$8,432 Return, found 1 day ago
HK$8,432
Return
found 1 day ago
Select Air Canada flight, departing Fri, 9 Oct from Hong Kong SAR to Chicago, returning Sat, 31 Oct, priced at HK$8,432 found 1 day ago
EVA Airways
Sun, 1 Nov - Sun, 15 Nov
HKG
Hong Kong SAR
ORD
Chicago
HK$8,716 Return, found 2 hours ago
HK$8,716
Return
found 2 hours ago
Select EVA Airways flight, departing Sun, 1 Nov from Hong Kong SAR to Chicago, returning Sun, 15 Nov, priced at HK$8,716 found 2 hours ago

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$7,364 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$7,364 and peaked at HK$8,716. For one-way journeys departing from Hong Kong SAR (HKG), the cheapest seat during this same period was just HK$3,916.
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$7,364 and HK$8,716. 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

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Return price
HK$2,099

Trending flights to Historic Route 66

Prices were available within the past 7 days and start at HK$3,916 for one-way flights and HK$7,364 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 11 Jun - Thu, 25 Jun
HKG
Hong Kong SAR
ORD
Chicago
HK$7,364 Return, found 12 hours ago
HK$7,364
Return
found 12 hours ago
Select Delta flight, departing Thu, 11 Jun from Hong Kong SAR to Chicago, returning Thu, 25 Jun, priced at HK$7,364 found 12 hours ago
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