Here's the semi-annual Chicago sunrise chart. (You can get one for your own location at http://www.wx-now.com/Sunrise/SunriseChart.aspx.)
An interesting thing happens in 2021: on November 6th at 7:30:11, we'll have one of the latest sunrises possible—indeed, the latest sunrise in 47 years. I found only one occasion from 1975 to 2040 when the sun rises later: at 7:30:35 on 6 November 2032.
The last time the sun rose after 7:30 was at 7:31:26 on 26 February 1974, after Chicago started daylight saving time on 6 January 1974, due to the oil crisis. Chicago also observed year-round daylight saving time during World War II, from 9 February 1942 until 30 September 1945. Chicago's latest-ever sunrise occurred at 8:19:17 on 4 January 1943.
Anyway, here's the chart for the next 12 months:
| Date | Significance | Sunrise | Sunset | Daylight |
|---|---|---|---|---|
| 2021 | ||||
| 3 Jan | Latest sunrise until Oct 28th | 07:19 | 16:33 | 9:13 |
| 27 Jan | 5pm sunset | 07:08 | 17:01 | 9:52 |
| 4 Feb | 7am sunrise | 07:00 | 17:10 | 10:10 |
| 19 Feb | 5:30pm sunset | 06:41 | 17:30 | 10:49 |
| 26 Feb | 6:30am sunrise | 06:30 | 17:38 | 11:07 |
| 13 Mar | Earliest sunrise until Apr 19th Earliest sunset until Oct 24th | 06:05 | 17:56 | 11:50 |
| 14 Mar | Daylight saving time begins Latest sunrise until Oct 15th Earliest sunset until Sep 17th | 07:04 | 18:57 | 11:52 |
| 17 Mar | 7am sunrise, 7pm sunset 12-hour day | 07:00 | 18:59 | 11:59 |
| 21 Mar | Equinox04:37 CDT | 06:52 | 19:05 | 12:12 |
| 3 Apr | 6:30am sunrise (again) | 06:30 | 19:19 | 12:49 |
| 13 Apr | 7:30pm sunset | 06:13 | 19:31 | 13:17 |
| 22 Apr | 6am sunrise | 05:59 | 19:41 | 13:41 |
| 10 May | 8pm sunset | 05:36 | 20:00 | 14:24 |
| 15 May | 5:30am sunrise | 05:30 | 20:05 | 14:34 |
| 14 Jun | Earliest sunrise of the year | 05:15 | 20:28 | 15:13 |
| 20 Jun | Solstice22:32 CDT 8:30pm sunset | 05:15 | 20:30 | 15:14 |
| 26 Jun | Latest sunset of the year | 05:17 | 20:31 | 15:13 |
| 3 Jul | 8:30pm sunset | 05:21 | 20:30 | 15:09 |
| 16 Jul | 5:30am sunrise | 05:30 | 20:24 | 14:54 |
| 9 Aug | 8pm sunset | 05:53 | 19:59 | 14:06 |
| 16 Aug | 6am sunrise | 06:00 | 19:50 | 13:49 |
| 29 Aug | 7:30pm sunset | 06:14 | 19:29 | 13:15 |
| 14 Sep | 6:30am sunrise | 06:30 | 19:02 | 12:31 |
| 15 Sep | 7pm sunset | 06:31 | 19:00 | 12:28 |
| 22 Sep | Equinox, 14:21 CDT | 06:39 | 18:48 | 12:09 |
| 25 Sep | 12-hour day | 06:42 | 18:43 | 12:00 |
| 2 Oct | 6:30pm sunset | 06:49 | 18:31 | 11:41 |
| 12 Oct | 7am sunrise | 07:00 | 18:13 | 11:13 |
| 21 Oct | 6pm sunset | 07:11 | 18:00 | 10:49 |
| 6 Nov | Latest sunrise until 6 Nov 2032 Latest sunset until Feb 27th | 07:30 | 17:39 | 10:08 |
| 7 Nov | Standard time returns Earliest sunrise until Feb 26th Latest sunset until Jan 9th | 06:31 | 16:38 | 10:06 |
| 15 Nov | 4:30pm sunset | 06:41 | 16:30 | 9:48 |
| 1 Dec | 7am sunrise | 07:00 | 16:20 | 9:21 |
| 8 Dec | Earliest sunset of the year | 07:06 | 16:20 | 9:13 |
| 21 Dec | Solstice, 9:59 CST | 07:16 | 16:23 | 9:07 |
| 31 Dec | 4:30pm sunset | 07:19 | 16:30 | 9:11 |
You can get sunrise information for your location at wx-now.com.