OSA - CHI

$543 Find Cheap Flights from Osaka to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$1,198
Typical prices: $1,319-$1,494
Philippine Airlines
Fri 2/2Thu 2/22
KIX - ORD • 1 stop
Cheapest one-way
$543
Typical prices: $636-$1,251
Multiple Airlines
Fri 1/19
KIX - ORD • 3 stops
Nonstop flights
Not available
There are currently no direct flights between Osaka and Chicago. You'll need to take a connecting flight to reach the destination.
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Top routes
ITM - ORD
Cheapest • 4% average savings
KIX - ORD
Most popular
Insights
Insights
When to travel
April
Cheapest • 35% price drop
May
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Pearson Intl (YYZ)
Cheapest • Avg $1,312 (round-trip)
Tokyo Haneda (HND)
Shortest trip • 15h 50m (one-way)
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Insights
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Flight Deals

Cheap Flights from Osaka to Chicago (OSA-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Osaka to Chicago

Tue, Feb 2 - Mon, Feb 22
Philippine Airlines Logo
9:20 pm - 4:55 pmKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
34h 35m1 stop Manila Ninoy Aquino Intl
Philippine Airlines Logo
10:45 pm - 1:45 pmORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
24h 00m1 stop Manila Ninoy Aquino Intl
$1,198Philippine Airlines
Fri, Nov 20 - Mon, Nov 30
Multiple Airlines Logo
8:05 pm - 12:11 pmKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
31h 06m2 stops Tokyo Narita Houston George Bush Intcntl
Multiple Airlines Logo
4:25 pm - 9:10 amORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
25h 45m1 stop Tokyo Haneda
$1,232Multiple Airlines
Thu, Jan 21 - Mon, Jan 25
Philippine Airlines Logo
9:20 pm - 4:55 pmKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
34h 35m1 stop Manila Ninoy Aquino Intl
Philippine Airlines Logo
10:45 pm - 8:05 pmORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
30h 20m1 stop Manila Ninoy Aquino Intl
$1,273Philippine Airlines
Tue, Mar 9 - Mon, Mar 29
Multiple Airlines Logo
9:20 pm - 4:55 pmKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
34h 35m1 stop Manila Ninoy Aquino Intl
Multiple Airlines Logo
11:50 am - 8:50 pmORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
19h 00m1 stop Tokyo Narita
$1,277Multiple Airlines
Tue, Mar 9 - Mon, Mar 29
Multiple Airlines Logo
7:50 am - 7:05 amKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
38h 15m2 stops Tokyo Narita Los Angeles
Multiple Airlines Logo
5:45 pm - 9:15 amORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
25h 30m1 stop Tokyo Haneda
$1,279Multiple Airlines
Tue, Feb 2 - Mon, Feb 22
Multiple Airlines Logo
9:20 pm - 4:55 pmKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
34h 35m1 stop Manila Ninoy Aquino Intl
Multiple Airlines Logo
5:40 am - 2:10 pmORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
41h 30m2 stops Los Angeles Guangzhou Baiyun
$1,302Multiple Airlines
Fri, Nov 20 - Mon, Nov 30
Philippine Airlines Logo
10:05 am - 4:55 pmKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
21h 50m1 stop Manila Ninoy Aquino Intl
Philippine Airlines Logo
10:45 pm - 8:05 pmORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
30h 20m1 stop Manila Ninoy Aquino Intl
$1,329Philippine Airlines
Fri, Nov 20 - Mon, Nov 30
Multiple Airlines Logo
5:50 pm - 12:11 pmITM  Osaka Itami-ORD Chicago O'Hare Intl
33h 21m2 stops Tokyo Haneda Houston George Bush Intcntl
Multiple Airlines Logo
4:25 pm - 7:30 amORD  Chicago O'Hare Intl-ITM Osaka Itami
24h 05m1 stop Tokyo Haneda
$1,333Multiple Airlines
Sun, Nov 15 - Sun, Nov 29
Multiple Airlines Logo
9:20 pm - 4:55 pmKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
34h 35m1 stop Manila Ninoy Aquino Intl
Multiple Airlines Logo
10:30 am - 9:10 amORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
31h 40m1 stop Tokyo Narita
$1,334Multiple Airlines
Tue, Mar 30 - Mon, Apr 5
Multiple Airlines Logo
7:35 am - 7:05 amKIX  Osaka Kansai Intl-ORD Chicago O'Hare Intl
37h 30m2 stops Tokyo Narita Los Angeles
Multiple Airlines Logo
11:50 am - 8:50 pmORD  Chicago O'Hare Intl-KIX Osaka Kansai Intl
19h 00m1 stop Tokyo Narita
$1,346Multiple Airlines
Booking Insights

Price, demand and travel trends for Osaka to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Osaka to Chicago?

Round-trip flights from Osaka to Chicago typically range from $1,319 to $1,494. The lowest price found in the past 5 days was $1,198, on Philippine Airlines.

What is the cheapest Osaka to Chicago flight route?

There's little price difference between Osaka to Chicago routes. They average around $1,391 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Osaka to Chicago?

Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Osaka to Chicago. It’s 24% cheaper than the average day, while Monday is the most expensive, with prices 3% higher.

Find deals

Key details for Osaka to Chicago flights

Low season

February

Cheapest flight

$543
Beat the crowds with an average 85% drop in travelers.
The most popular month to fly with an average 56% increase in travelers.
One-way flight from Osaka Kansai Intl Airport to Chicago O'Hare Intl Airport

When to book flights from Osaka to Chicago

Are your dates flexible? Find out the best times to travel from Osaka to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Osaka to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Osaka to Chicago?

    Three cabin classes are available on flights from Osaka to Chicago:

    • Economy Class
    • Premium Economy Class
    • Business Class

  • How long is a flight from Osaka to Chicago?

    A nonstop flight from Osaka to Chicago takes 00m, covering 6,480 miles.

  • Do I need a passport to fly from Osaka to Chicago?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Osaka to Chicago flight?

    Round-trip flights from Osaka to Chicago range from $1,319 to $1,494, with an average of $1,440 over the past 12 months. Anything below $1,319 counts as a good deal.

  • Have flight prices from Osaka to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $1,198 to $9,629. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Osaka to Chicago looking right now?

    One-way fares from Osaka to Chicago are currently lower than usual. Average one-way flight prices are about $588, which is 33% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates averaging $84:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from Osaka to Chicago?

    Flights from Osaka to Chicago may depart from several airports in Osaka area, including Osaka Itami (ITM) and Osaka Kansai Intl (KIX), with arrivals available at Chicago area airports such as Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from Osaka to Chicago pass through?

    One-stop flights from Osaka to Chicago most commonly connect through:

    • Taipei City Taiwan Taoyuan Intl (TPE) - 63% of one-stop connections
    • Tokyo Narita (NRT) - 15% of one-stop connections
    • Hong Kong Intl (HKG) - 10% of one-stop connections
    • Tokyo Haneda (HND) - 4% of one-stop connections

  • Can I save money by using flexible dates for flights from Osaka to Chicago?

    Yes. Flexible dates can save you up to 27% on flights from Osaka to Chicago. Sunday is the cheapest departure day at $1,101 round-trip on average, while Monday is the most expensive at $1,491, a difference of $390.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How much time can I save by choosing a different layover airport from Osaka to Chicago?

    Flying via Tokyo Haneda (HND) gives the shortest average 1-stop total travel time at 15h 50m, compared with 16h 17m via Tokyo Narita (NRT) and 16h 48m via Vancouver Intl (YVR).

  • What is the time difference between Osaka and Chicago?

    Chicago is 15 hours behind Osaka (Central Time vs Japan Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

Your guide to booking Osaka to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Sunday departure and avoid flying on Monday. On this route, Sunday flights average $1,101, about $390 less than Monday fares (26% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Osaka to Chicago trip for April. Fares historically average $940 round-trip in that month - typically $2,102 less than the most expensive month, which is July (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

More options for your flight from Osaka to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago