Trip.com
>
Flights
>
Flights to Japan
>
Flights to Osaka Prefecture
>
Flights to Osaka
Hotels in Osaka
>
Flights from Chicago to Osaka

Find cheap airlines flights from Chicago to Osaka

You can choose from 2 airlines that fly from Chicago to Osaka, including EVA Air, Japan Airlines, Cathay Pacific has lowest fares on this route.
EVA Air logo EVA Air
Japan Airlines logo Japan Airlines
Airlines are determined based on actual purchased flight tickets from Chicago to Osaka according to previous 12 months data from Trip.com.

Find flight deals from Chicago to Osaka for the next 3 months. Book one way flights from $534 or round trip flights from $956.

      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Wed, Apr 29 | Air Canada
        KIX 6:00 PM
        34h 45m
        1 stop
        ORD 2:45 PM
        Osaka - Chicago | Tue, May 5 | Air Canada
        $956 $1,321
        28% off
        28% off
        $1,321 $956
      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Fri, May 1 | Air Canada
        KIX 6:00 PM
        34h 45m
        1 stop
        ORD 2:45 PM
        Osaka - Chicago | Tue, May 5 | Air Canada
        $1,053 $1,321
        20% off
        20% off
        $1,321 $1,053
      • ORD 8:50 AM
        17h 35m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Tue, Apr 28 | Air Canada
        KIX 6:00 PM
        34h 45m
        1 stop
        ORD 2:45 PM
        Osaka - Chicago | Tue, May 5 | Air Canada
        $1,113 $1,321
        16% off
        16% off
        $1,321 $1,113
      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Sun, May 3 | Air Canada
        KIX 6:00 PM
        34h 45m
        1 stop
        ORD 2:45 PM
        Osaka - Chicago | Fri, May 8 | Air Canada
        $1,146
        13% off
        $1,321 $1,146
      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Sun, Apr 26 | Air Canada
        KIX 6:00 PM
        34h 45m
        1 stop
        ORD 2:45 PM
        Osaka - Chicago | Wed, Apr 29 | Air Canada
        $1,178
        11% off
        $1,321 $1,178
      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Fri, Apr 24 | Air Canada
        KIX 6:00 PM
        34h 45m
        1 stop
        ORD 2:45 PM
        Osaka - Chicago | Wed, Apr 29 | Air Canada
        $1,213
        8% off
        $1,321 $1,213
      • ORD 12:30 AM
        21h 40m
        1 stop
        KIX 12:10 PM
        Chicago - Osaka | Wed, Apr 29 | EVA Air
        UKB 11:00 AM
        24h
        1 stop
        ORD 9:00 PM
        Osaka - Chicago | Tue, May 5 | EVA Air
        $1,222
        7% off
        $1,321 $1,222
      • ORD 12:30 AM
        21h 40m
        1 stop
        KIX 12:10 PM
        Chicago - Osaka | Tue, Apr 28 | EVA Air
        UKB 11:00 AM
        24h
        1 stop
        ORD 9:00 PM
        Osaka - Chicago | Tue, May 5 | EVA Air
        $1,227
        7% off
        $1,321 $1,227
      • ORD 12:30 AM
        26h 45m
        1 stop
        KIX 5:15 PM
        Chicago - Osaka | Thu, Apr 30 | EVA Air
        UKB 11:00 AM
        24h
        1 stop
        ORD 9:00 PM
        Osaka - Chicago | Tue, May 5 | EVA Air
        $1,227
        7% off
        $1,321 $1,227
      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Wed, May 13 | Air Canada
        KIX 6:00 PM
        34h 45m
        1 stop
        ORD 2:45 PM
        Osaka - Chicago | Wed, May 20 | Air Canada
        $1,241
        6% off
        $1,321 $1,241
      • CHI 1:00 PM
        17h 25m
        1 stop
        OSA Invalid Date
        Chicago - Osaka | Fri, Apr 24 | Normal Airline
        OSA 3:00 PM
        6h
        Nonstop
        CHI 4:00 PM
        Osaka - Chicago | Sun, Apr 26 | Normal Airline
        Find more flights
        Find more flights
      • ORD 4:15 PM
        39h
        1 stop
        KIX 9:15 PM
        Chicago - Osaka | Fri, Apr 24 | Cathay Pacific
        $534 $641
        17% off
        17% off
        $641 $534
      • ORD 4:15 PM
        39h
        1 stop
        KIX 9:15 PM
        Chicago - Osaka | Thu, Apr 30 | Cathay Pacific
        $534 $641
        17% off
        17% off
        $641 $534
      • ORD 5:35 PM
        32h 50m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Sat, Jun 13 | Air Canada
        $535 $641
        17% off
        17% off
        $641 $535
      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Mon, Apr 27 | Air Canada
        $557
        13% off
        $641 $557
      • ORD 7:45 PM
        29h 5m
        1 stop
        KIX 2:50 PM
        Chicago - Osaka | Sun, Apr 26 | United Airlines
        $579
        10% off
        $641 $579
      • ORD 1:18 PM
        39h 27m
        1 stop
        KIX 6:45 PM
        Chicago - Osaka | Sun, Apr 26 | Japan Airlines
        $579
        10% off
        $641 $579
      • ORD 3:40 PM
        34h 45m
        1 stop
        KIX 4:25 PM
        Chicago - Osaka | Sun, May 3 | Air Canada
        $593
        7% off
        $641 $593
      • ORD 12:30 AM
        26h 45m
        1 stop
        KIX 5:15 PM
        Chicago - Osaka | Tue, Apr 28 | EVA Air
        $599
        7% off
        $641 $599
      • ORD 4:15 PM
        35h 50m
        1 stop
        KIX 6:05 PM
        Chicago - Osaka | Mon, Apr 27 | Cathay Pacific
        $600
        6% off
        $641 $600
      • ORD 12:20 PM
        19h 15m
        1 stop
        KIX 9:35 PM
        Chicago - Osaka | Thu, Apr 23 | Delta Air Lines
        $602
        6% off
        $641 $602
      • CHI 1:00 PM
        17h 25m
        1 stop
        OSA Invalid Date
        Chicago - Osaka | Fri, Apr 24 | Normal Airline
        Find more flights
        Find more flights

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.

Flight Info | Chicago to Osaka

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

Cheapest one-way flight price$534
Cheapest round-trip ticket price$956
Off-season for travelNovember
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.

Trip.com price insights on flights from Chicago to Osaka

Which month has the cheapest one-way flights from Chicago to Osaka?

The average price of one-way flights from Chicago to Osaka purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from Chicago to Osaka is February, with an average price of $608; while the month with the highest flight price is usually December, with an average price of up to $1,197.

$1,197
$903
$608
$314
    Cheapest
  • $764
    Apr
  • $1,154
    May
  • $953
    Jun
  • $1,019
    Jul
  • $666
    Aug
  • $721
    Sep
  • $686
    Oct
  • $644
    Nov
  • $1,197
    Dec
  • $627
    Jan
  • $608
    Feb
  • $692
    Mar

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 $534 on Cheapest nonstop routes (e.g. ORD to KIX on Fri, Apr 24), while Air Canada offers Cheapest nonstop round-trips from $956 departing on Wed, Apr 29 and returning on Tue, May 5.
  • At the moment, you can catch a nonstop flight from Chicago to Osaka with the following airlines, including: Frontier Airlines Selected airlines are based on historical data collected from flight bookings users made 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 Fri, Apr 24, with one-way flights priced at just $534.
    · 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 April flight calendar, it's currently cheapest to fly from Chicago to Osaka on April 29, 2026 with EVA Air, with prices starting at $986.
  • You can land at any one of the following hubs in Osaka, with Chicago O'Hare International Airport to Kansai International Airport (ORD-KIX) is by far the most common option on this route: Kansai International Airport (KIX) Osaka Itami Airport (ITM) 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.

Explore More Popular Flights

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
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.
Cancellation/change due to a flight schedule change:
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.