Cheapest airlines flights from Chicago to Osaka

You can pick from 1 carriers that fly from Chicago to Osaka including EVA Air, , , with Cathay Pacific serving cheapest ticket on this route.
Airlines are determined based on actual purchased flight tickets from Chicago to Osaka according to previous 12 months data from Trip.com.

Search cheap flights from Chicago to Osaka in the next 3 months. Based on Trip.com's latest 7-day data, one-way fares start at US$471, and round-trip tickets start at US$892.

Displayed flight fares from Chicago to Osaka are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Chicago to Osaka Flight Details

The distance between Chicago and Osaka is about 10,427.98 km. Based on Trip.com's latest data, travel demand is highest in July. The off-season for travel is November.

Cheapest one-way flight priceUS$471
Cheapest return ticket priceUS$892
Cheapest monthNovember
Peak season for travelJuly
Flight distance10,427.98 km
Popular airlineEVA Air
Flight statistics for the Chicago–Osaka route are based on aggregated booking data from Trip.com over the past 12 months.

When is the cheapest time to book flights from Chicago to Osaka?

The cheapest time to fly from Chicago to Osaka: Jan 25 to Feb 1 — one-way prices start at US$293.

Cheapest flights
From price
Search
  • 1421
  • 2128
  • Jan

    284
  • 411
  • 1118
  • 1825
  • Feb

    251
  • 18
  • 815
  • 1522
  • Mar

    221
  • 18
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • What are the cheapest flights from Chicago to Osaka (CHI-OSA)?

    Based on Trip.com data, Cathay Pacific offers one-way fares as low as US$471 on Cheapest nonstop routes (e.g. ORD to KIX on Mon, Jan 12), while Cathay Pacific offers Cheapest nonstop round-trips from US$892 departing on Mon, Feb 2 and returning on Sun, Feb 8.
  • At the moment, several airlines serve connecting flights from Chicago to Osaka, including: EVA Air Selected airlines are based on historical data collected from flight bookings made by users on Trip.com within the last 90 days.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Osaka is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Chicago to Osaka, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Mon, Jan 12, with one-way flights priced at just US$471.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Cathay Pacific.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Osaka travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to Osaka is November, when demand for travel is lower.
  • After crunching the numbers on our December flight calendar, it's currently cheapest to fly from Chicago to Osaka on December 30, 2025 with Japan Airlines, with prices starting at US$655.
  • You can land at any one of the following hubs in Osaka, with O'Hare International Airport to Kansai International Airport (ORD-KIX) is by far the most common option on this route: Osaka International Airport (ITM) Kansai International Airport (KIX) Kobe Airport (UKB).
  • The time difference between Osaka and Chicago is 15h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.