American Airlines Oakland to Chicago Flights

Return flight: Chicago – Oakland

Cheapflightsplus.com will find cheap American Airlines flights from Oakland to Chicago. Compare airline ticket prices and book air tickets starting from $138 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of American Airlines, arrivals and departure details below.

Find Cheap Airfare Oakland (CA) — Chicago (IL) by American Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in may: one-way - $138, two-way – $237.
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Below is a detailed 2024 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
11:40 am — 11:05 pm
11:40 am — 5:11 pm AA890 American Airlines
Oakland — Dallas
3h 34m stop
8:45 pm — 11:05 pm AA1294 American Airlines
Dallas — Chicago
9h 25m
including layover
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from$186
11:42 am — 8:55 pm
11:42 am — 5:11 pm AA890 American Airlines
Oakland — Dallas
1h 19m stop
6:30 pm — 8:55 pm AA2520 American Airlines
Dallas — Chicago
7h 13m
including layover
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from$204
12:31 pm — 8:55 pm
12:31 pm — 2:29 pm AA5800 American Airlines
Oakland — Phoenix
56m stop
3:25 pm — 8:55 pm AA891 American Airlines
Phoenix — Chicago
6h 24m
including layover
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from$186
2:17 pm — 6:01 am
+1 day
2:17 pm — 4:08 pm AA7504 American Airlines
Oakland — Portland
7h 51m stop
11:59 pm — 6:01 am AA2311 American Airlines
Portland — Chicago
13h 44m
including layover
Find flight
from$471
4:11 pm — 6:01 am
+1 day
4:11 pm — 6:04 pm AA775 American Airlines
Oakland — Phoenix
6h 31m stop
0:35 am — 6:01 am AA447 American Airlines
Phoenix — Chicago
11h 50m
including layover
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from$186
4:11 pm — 0:24 am
+1 day
4:11 pm — 6:04 pm AA775 American Airlines
Oakland — Phoenix
51m stop
6:55 pm — 0:24 am AA630 American Airlines
Phoenix — Chicago
6h 13m
including layover
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from$204
6:01 am — 2:19 pm
6:01 am — 7:59 am AA516 American Airlines
Oakland — Phoenix
42m stop
8:41 am — 2:19 pm AA739 American Airlines
Phoenix — Chicago
6h 18m
including layover
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from$186
6:01 am — 3:59 pm
6:01 am — 7:59 am AA516 American Airlines
Oakland — Phoenix
2h 21m stop
10:20 am — 3:59 pm AA1969 American Airlines
Phoenix — Chicago
7h 58m
including layover
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from$186
8:45 am — 7:44 pm
8:45 am — 10:50 am AA6879 American Airlines
Oakland — Seattle
2h 42m stop
1:32 pm — 7:44 pm AA1045 American Airlines
Seattle — Chicago
8h 59m
including layover
Find flight
from$402
8:45 am — 9:15 pm
8:45 am — 10:50 am AA6879 American Airlines
Oakland — Seattle
4h 15m stop
3:05 pm — 9:15 pm AA1213 American Airlines
Seattle — Chicago
10h 30m
including layover
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from$406
9:46 am — 6:10 pm
9:46 am — 11:42 am AA5796 American Airlines
Oakland — Phoenix
51m stop
12:33 pm — 6:10 pm AA616 American Airlines
Phoenix — Chicago
6h 24m
including layover
Find flight
from$186
9:46 am — 7:18 pm
9:46 am — 11:42 am AA5796 American Airlines
Oakland — Phoenix
2h 3m stop
1:45 pm — 7:18 pm AA883 American Airlines
Phoenix — Chicago
7h 32m
including layover
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from$186
12:29 pm — 0:56 am
+1 day
12:29 pm — 2:29 pm AA5800 American Airlines
Oakland — Phoenix
2h 26m stop
4:55 pm — 9:19 pm AA1744 American Airlines
Phoenix — Dallas
1h 16m stop
10:35 pm — 0:56 am AA2585 American Airlines
Dallas — Chicago
10h 27m
including layover
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from$138
2:17 pm — 6:01 am
+1 day
2:17 pm — 4:08 pm AA7504 American Airlines
Oakland — Portland
2h 30m stop
6:38 pm — 9:13 pm AA2319 American Airlines
Portland — Phoenix
3h 22m stop
0:35 am — 6:01 am AA447 American Airlines
Phoenix — Chicago
13h 44m
including layover
Find flight
from$470
7:22 pm — 10:48 am
+1 day
7:22 pm — 9:17 pm AA775 American Airlines
Oakland — Phoenix
3h 53m stop
1:10 am — 8:06 am AA599 American Airlines
Phoenix — Charlotte
1h 29m stop
9:35 am — 10:48 am AA487 American Airlines
Charlotte — Chicago
13h 26m
including layover
Find flight
from$351
7:22 pm — 12:37 pm
+1 day
7:22 pm — 9:17 pm AA775 American Airlines
Oakland — Phoenix
3h 53m stop
1:10 am — 8:06 am AA599 American Airlines
Phoenix — Charlotte
3h 19m stop
11:25 am — 12:37 pm AA864 American Airlines
Charlotte — Chicago
15h 15m
including layover
Find flight
from$351
*Departure and arrival times are local. Last updated on 05/19/2024

Flight Information

There are 67 flights by American Airlines from Oakland to Chicago every week with departures from Oakland Int, Convention Center Heliport, Oakland/Coliseum Stat. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 11:40 am to 9:46 am. Nonstop flight is 6h 13m. The time difference between Oakland and Chicago is 2h.

  • The fastest flight 6h 13m
  • Average flight time 11h 22m
  • The earliest flight 11:40 am
  • The latest flight 9:46 am
  • Distance 1846 ml

The cheapest flight by American Airlines that our users were able to find is $138. This airfare is economy class on one-way AA5800 flight for October 3, 2018 leaving Oakland Int in Oakland at 12:29 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides American Airlines there are other 1 airline carriers between Oakland and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Oakland to Chicago.

Nonstop flights

There’re no direct flights on this route. Try flights with stops.

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Connecting Flights

List of flights with layovers (1 and more stops):

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  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

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