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American Airlines Flights to Chicago (CHI)
Hotels in Chicago
      • Cheapest nonstop
        MSP 08:10
        1h 50m
        Direct
        ORD 10:00
        American Airlines Minneapolis - Chicago | Thu, Aug 20 | American Airlines
        MDW 08:00
        1h 45m
        Direct
        MSP 09:45
        Chicago - Minneapolis | Thu, Aug 27 |
        AU$ 154 AU$ 296
        48% off
        48% off
        AU$ 296 AU$ 154
      • STL 05:00
        1h 24m
        Direct
        ORD 06:24
        American Airlines St. Louis - Chicago | Thu, Sep 10 | American Airlines
        ORD 22:44
        1h 14m
        Direct
        STL 23:58
        American Airlines Chicago - St. Louis | Fri, Sep 11 | American Airlines
        AU$ 156 AU$ 296
        47% off
        47% off
        AU$ 296 AU$ 156
      • CLE 05:15
        1h 31m
        Direct
        ORD 05:46
        American Airlines Cleveland - Chicago | Thu, Sep 10 | American Airlines
        ORD 13:24
        1h 29m
        Direct
        CLE 15:53
        American Airlines Chicago - Cleveland | Fri, Sep 11 | American Airlines
        AU$ 156 AU$ 296
        47% off
        47% off
        AU$ 296 AU$ 156
      • IAH 11:00
        2h 54m
        Direct
        ORD 13:54
        American Airlines Houston - Chicago | Thu, Sep 17 | American Airlines
        ORD 14:46
        3h 1m
        Direct
        IAH 17:47
        Frontier Airlines Chicago - Houston | Sat, Sep 19 | Frontier Airlines
        AU$ 176
        41% off
        AU$ 296 AU$ 176
      • JFK 14:59
        2h 59m
        Direct
        ORD 16:58
        American Airlines New York - Chicago | Sun, Aug 30 | American Airlines
        MDW 12:25
        2h 5m
        Direct
        LGA 15:30
        Chicago - New York | Sun, Sep 6 |
        AU$ 178
        40% off
        AU$ 296 AU$ 178
      • PIT 11:21
        1h 53m
        Direct
        ORD 12:14
        American Airlines Pittsburgh - Chicago | Sun, Sep 13 | American Airlines
        ORD 12:37
        1h 36m
        Direct
        PIT 15:13
        American Airlines Chicago - Pittsburgh | Sun, Sep 20 | American Airlines
        AU$ 185
        38% off
        AU$ 296 AU$ 185
      • BOS 10:28
        3h 1m
        Direct
        ORD 12:29
        American Airlines Boston - Chicago | Mon, Aug 24 | American Airlines
        MDW 06:40
        2h 15m
        Direct
        BOS 09:55
        Chicago - Boston | Mon, Aug 31 |
        AU$ 187
        37% off
        AU$ 296 AU$ 187
      • MSY 18:50
        2h 59m
        Direct
        ORD 21:49
        American Airlines New Orleans - Chicago | Sat, Aug 29 | American Airlines
        ORD 21:19
        2h 26m
        Direct
        MSY 23:45
        American Airlines Chicago - New Orleans | Sat, Sep 5 | American Airlines
        AU$ 212
        28% off
        AU$ 296 AU$ 212
      • MEM 17:45
        2h 24m
        Direct
        ORD 20:09
        American Airlines Memphis - Chicago | Thu, Sep 10 | American Airlines
        ORD 08:05
        1h 51m
        Direct
        MEM 09:56
        American Airlines Chicago - Memphis | Fri, Sep 11 | American Airlines
        AU$ 213
        28% off
        AU$ 296 AU$ 213
      • SYD 13:00
        17h 25m
        1 stop
        CHI 14:00
        Normal Airline Sydney - Chicago | Wed, Aug 19 | Normal Airline
        CHI 15:00
        6h
        Direct
        SYD 16:00
        Normal Airline Chicago - Sydney | Fri, Aug 21 | Normal Airline
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      • Cheapest nonstop
        CLE 20:49
        1h 46m
        Direct
        ORD 21:35
        American Airlines Cleveland - Chicago | Wed, Sep 16 | American Airlines
        AU$ 83 AU$ 532
        84% off
        84% off
        AU$ 532 AU$ 83
      • STL 06:00
        1h 34m
        Direct
        ORD 07:34
        American Airlines St. Louis - Chicago | Tue, Sep 1 | American Airlines
        AU$ 87 AU$ 532
        84% off
        84% off
        AU$ 532 AU$ 87
      • LGA 19:21
        2h 57m
        Direct
        ORD 21:18
        American Airlines New York - Chicago | Thu, Sep 10 | American Airlines
        AU$ 112 AU$ 532
        79% off
        79% off
        AU$ 532 AU$ 112
      • MIA 20:00
        3h 31m
        Direct
        ORD 22:31
        American Airlines Miami - Chicago | Thu, Sep 3 | American Airlines
        AU$ 122
        77% off
        AU$ 532 AU$ 122
      • BOS 07:24
        3h 6m
        Direct
        ORD 09:30
        American Airlines Boston - Chicago | Thu, Aug 20 | American Airlines
        AU$ 151
        72% off
        AU$ 532 AU$ 151
      • CMH 20:50
        1h 45m
        Direct
        ORD 21:35
        American Airlines Columbus - Chicago | Sun, Sep 27 | American Airlines
        AU$ 161
        70% off
        AU$ 532 AU$ 161
      • MSP 10:51
        1h 45m
        Direct
        ORD 12:36
        American Airlines Minneapolis - Chicago | Wed, Sep 16 | American Airlines
        AU$ 223
        57% off
        AU$ 532 AU$ 223
      • DEN 06:56
        2h 44m
        Direct
        ORD 10:40
        American Airlines Denver - Chicago | Sun, Aug 23 | American Airlines
        AU$ 322
        39% off
        AU$ 532 AU$ 322
      • IAH 16:40
        3h 4m
        Direct
        ORD 19:44
        American Airlines Houston - Chicago | Tue, Aug 18 | American Airlines
        AU$ 383
        28% off
        AU$ 532 AU$ 383
      • SYD 13:00
        17h 25m
        1 stop
        CHI 14:00
        Normal Airline Sydney - Chicago | Wed, Aug 19 | Normal Airline
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Flight fares from Chicago with American Airlines are based on average prices over the next three months, according to Trip.com’s latest data.

About American Airlines
Airline name
American Airlines
Airline code
AA
Airline type
Low-cost carrier (LCC)
Airline alliance
Oneworld
Popular Countries American Airlines Flies to:
Australia , Colombia and United States
Popular American Airlines Arrival Cities
Popular American Airlines Departure Cities
Based on Trip.com Historical Data

American Airlines Flights to Chicago - FAQ

  • Does American Airlines have baggage allowance?

    0-1 pieces of luggage are usually permitted for each economy class passenger traveling with American Airlines (AA). This information can vary depending on your flight, so be sure to check your itinerary.
    • Approx. 20 hours 38 minutes to fly from Sydney to Chicago.
    • Approx. 25 hours to fly from Melbourne to Chicago.
    • Approx. 2 hours 46 minutes to fly from New York to Chicago.
    • Approx. 19 hours 50 minutes to fly from Brisbane to Chicago.
  • You can book cheaper flights in the following ways:
    • Search for tickets to a city or airport near Chicago.
    • Look up different airlines that have flights to Chicago.
    • Browse different departure dates from the same month.
    • Filter for different departure times from the same day.
    • Check for discount information on various social media sites.
    • Explore deals and discounts on airline websites.
  • Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is August. The average price of flight tickets to Chicago in August is AU$ 830.
  • Flight tickets to Chicago are the cheapest in November compared to other months, the average price is AU$ 222.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

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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, regulatory fees, etc) with all fees confirmed before payment. Fees for baggage, meals, Wi-Fi, 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

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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.