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American Airlines Flights to Chicago (CHI)
Hotels in Chicago
      • Cheapest nonstop
        MSP 15:41
        1h 43m
        Direct
        ORD 17:24
        American Airlines Minneapolis - Chicago | Mon, Oct 26 | American Airlines
        MDW 07:45
        1h 25m
        Direct
        MSP 09:10
        Chicago - Minneapolis | Tue, Oct 27 |
        S$ 153 S$ 469
        67% off
        67% off
        S$ 469 S$ 153
      • EWR 06:55
        2h 49m
        Direct
        ORD 08:44
        American Airlines New York - Chicago | Sat, Oct 10 | American Airlines
        ORD 10:05
        2h 21m
        Direct
        LGA 13:26
        Delta Air Lines Chicago - New York | Mon, Oct 12 | Delta Air Lines
        S$ 204 S$ 469
        56% off
        56% off
        S$ 469 S$ 204
      • CMH 05:28
        1h 31m
        Direct
        ORD 05:59
        American Airlines Columbus - Chicago | Thu, Oct 8 | American Airlines
        ORD 11:00
        1h 32m
        Direct
        CMH 13:32
        American Airlines Chicago - Columbus | Thu, Oct 15 | American Airlines
        S$ 211 S$ 469
        55% off
        55% off
        S$ 469 S$ 211
      • STL 05:01
        1h 29m
        Direct
        ORD 06:30
        American Airlines St. Louis - Chicago | Tue, Nov 17 | American Airlines
        MDW 07:35
        1h 15m
        Direct
        STL 08:50
        Chicago - St. Louis | Tue, Nov 24 |
        S$ 212
        55% off
        S$ 469 S$ 212
      • DEN 14:27
        2h 43m
        Direct
        ORD 18:10
        American Airlines Denver - Chicago | Tue, Nov 17 | American Airlines
        ORD 06:30
        2h 56m
        Direct
        DEN 08:26
        Frontier Airlines Chicago - Denver | Tue, Nov 24 | Frontier Airlines
        S$ 258
        45% off
        S$ 469 S$ 258
      • IAH 14:41
        2h 51m
        Direct
        ORD 17:32
        American Airlines Houston - Chicago | Mon, Oct 12 | American Airlines
        ORD 07:40
        2h 59m
        Direct
        IAH 10:39
        Frontier Airlines Chicago - Houston | Mon, Oct 19 | Frontier Airlines
        S$ 272
        42% off
        S$ 469 S$ 272
      • DFW 16:34
        2h 42m
        Direct
        ORD 19:16
        American Airlines Dallas - Chicago | Thu, Oct 29 | American Airlines
        ORD 06:00
        2h 39m
        Direct
        DFW 08:39
        Frontier Airlines Chicago - Dallas | Mon, Nov 2 | Frontier Airlines
        S$ 356
        24% off
        S$ 469 S$ 356
      • LAX 09:48
        4h 17m
        Direct
        ORD 16:05
        American Airlines Los Angeles - Chicago | Mon, Nov 16 | American Airlines
        ORD 11:06
        14h 49m
        1 stop
        ONT 23:55
        Frontier Airlines Chicago - Los Angeles | Mon, Nov 23 | Frontier Airlines
        S$ 232
        51% off
        S$ 469 S$ 232
      • DCA 15:47
        2h 30m
        Direct
        ORD 17:17
        American Airlines Washington D.C. - Chicago | Tue, Oct 20 | American Airlines
        ORD 06:30
        9h 26m
        1 stop
        DCA 16:56
        Frontier Airlines Chicago - Washington D.C. | Thu, Oct 22 | Frontier Airlines
        S$ 277
        41% off
        S$ 469 S$ 277
      • SIN 13:00
        17h 25m
        1 stop
        CHI 14:00
        Normal Airline Singapore - Chicago | Wed, Oct 7 | Normal Airline
        CHI 15:00
        6h
        Direct
        SIN 16:00
        Normal Airline Chicago - Singapore | Fri, Oct 9 | Normal Airline
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      • Cheapest nonstop
        FLL 07:00
        3h 30m
        Direct
        ORD 09:30
        American Airlines Fort Lauderdale - Chicago | Mon, Oct 26 | American Airlines
        S$ 140 S$ 432
        68% off
        68% off
        S$ 432 S$ 140
      • SFO 13:42
        4h 38m
        Direct
        ORD 20:20
        American Airlines San Francisco - Chicago | Mon, Nov 9 | American Airlines
        S$ 158 S$ 432
        63% off
        63% off
        S$ 432 S$ 158
      • MSP 05:23
        1h 51m
        Direct
        ORD 07:14
        American Airlines Minneapolis - Chicago | Thu, Nov 19 | American Airlines
        S$ 159 S$ 432
        63% off
        63% off
        S$ 432 S$ 159
      • BOS 05:54
        3h 6m
        Direct
        ORD 08:00
        American Airlines Boston - Chicago | Fri, Oct 16 | American Airlines
        S$ 170
        61% off
        S$ 432 S$ 170
      • LGA 21:20
        2h 49m
        Direct
        ORD 23:09
        American Airlines New York - Chicago | Sat, Nov 7 | American Airlines
        S$ 178
        59% off
        S$ 432 S$ 178
      • LAS 00:08
        3h 51m
        Direct
        ORD 05:59
        American Airlines Las Vegas - Chicago | Thu, Nov 12 | American Airlines
        S$ 242
        44% off
        S$ 432 S$ 242
      • LAX 07:32
        4h 20m
        Direct
        ORD 13:52
        American Airlines Los Angeles - Chicago | Fri, Oct 16 | American Airlines
        S$ 267
        38% off
        S$ 432 S$ 267
      • STL 07:29
        1h 31m
        Direct
        ORD 09:00
        American Airlines St. Louis - Chicago | Tue, Oct 20 | American Airlines
        S$ 315
        27% off
        S$ 432 S$ 315
      • DTW 07:00
        1h 40m
        Direct
        ORD 07:40
        American Airlines Detroit - Chicago | Tue, Oct 13 | American Airlines
        S$ 328
        24% off
        S$ 432 S$ 328
      • SIN 13:00
        17h 25m
        1 stop
        CHI 14:00
        Normal Airline Singapore - Chicago | Wed, Oct 7 | Normal Airline
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Flight prices from Chicago with American Airlines are based on the average fares across airlines for the next three months, based on 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:
Singapore , Australia 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. 21 hours 51 minutes to fly from Singapore to Chicago.
    • Approx. 2 hours 43 minutes to fly from New York to Chicago.
    • Approx. 4 hours 10 minutes to fly from Los Angeles to Chicago.
    • Approx. 1 hour 41 minutes to fly from Minneapolis 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 November. The average price of flight tickets to Chicago in November is S$ 357.
  • Flight tickets to Chicago are the cheapest in October compared to other months, the average price is S$ 382.
    • 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 the lowest estimated prices found in the last 24 hours and include all taxes and fees.

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Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are shown before payment. Charges for checked baggage, meals, Wi-Fi, and other optional services may also appear in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and with many routes refreshed in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.