A very active severe weather day with flash flooding occurred much of the Front Range and eastern Colorado plains counties.
At 235 PM MDT the Storm Prediction Center in Norman, OK issued Severe Thunderstorm Watch #533 for Baca, Bent, Crowley, El Paso, Kiowa, Las Animas, Otero, Prowers, and Pueblo Counties valid until 11 PM MDT.
By 430 PM MDT Flash Flood and Severe Thunderstorm Warnings were issued for parts of El Paso County, mainly the Colorado Springs vicinity. The stronger activity began to spread to the east and south throughout the late afternoon and evening hours. Several reports of funnel clouds just east of downtown Colorado Springs were reported along with large damaging hail, damaging wind gusts, wind damage, and flash flooding.
One particular storm that developed just north of Colorado Springs tracked southeast over the course of 2 hours producing flash flooding in Manitou Springs, large hail in downtown Colorado Springs, funnel clouds near Black Forest, and wind damage near Schreiver AFB.
Farther south in Pueblo County, a severe thunderstorm developed in the foothills of the Wet Mountains and then moved towards Pueblo West and Pueblo. Along the track of the storm numerous intersections in Pueblo were closed due to high water from flash flooding. A few reports of large hail occurred on the west side of the city and a 62 MPH was recorded at the Pueblo County Memorial Airport.
This storm continued to move towards the east producing a few spotty reports of wind damage and severe wind gusts in Crowley, Otero, and Prowers Counties.

Flash Flood in EL PASO, COLORADO
From 20-JUL-19 15:40:00 to 20-JUL-19 16:40:00 (MST-7)
Location: MANITOU SPGS
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Nearly 8 inches of muddy water flowing down area roadways near Manitou Springs.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 16:03:00 to 20-JUL-19 17:03:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Significant roadway flooding in the area.

Flash Flood in EL PASO, COLORADO
From 20-JUL-19 15:30:00 to 20-JUL-19 16:30:00 (MST-7)
Location: (AFF)USAF ACDMY COLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Public

Nearly 10 inches of standing water, with heavy rain falling, at the Woodmen on-ramp for I-25 North.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 16:47:00 to 20-JUL-19 17:47:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Nearly 6 inches of water covering the roads at this time.

Heavy Rain in EL PASO, COLORADO
From 20-JUL-19 15:53:00 to 20-JUL-19 16:53:00 (MST-7)
Location: PETERSON AFB
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Public

One inch of rain fell within 30 minutes.

Heavy Rain in EL PASO, COLORADO
From 20-JUL-19 16:10:00 to 20-JUL-19 17:10:00 (MST-7)
Location: PETERSON AFB
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Over one inch of rain fell within an hour.

Thunderstorm Wind in EL PASO, COLORADO
From 20-JUL-19 16:15:00 to 20-JUL-19 16:18:00 (MST-7)
Location: (COS)COLORADO SPGS ARPT
Magnitude: 50.00 EG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: NWS Employee

One tree fell across Drennan Road.

Heavy Rain in PUEBLO, COLORADO
From 20-JUL-19 16:57:00 to 20-JUL-19 17:57:00 (MST-7)
Location: VINELAND
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Over one and a quarter inches of rain fell within an hour.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 17:00:00 to 20-JUL-19 18:00:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: NWS Employee

Northern Avenue from I-25 to Pine Street has water at least as high as the curbs along the entire stretch.

Heavy Rain in EL PASO, COLORADO
From 20-JUL-19 15:26:00 to 20-JUL-19 16:26:00 (MST-7)
Location: (AFF)USAF ACDMY COLO
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

One and three quarters of an inch of rain fell within an hour.

Thunderstorm Wind in CROWLEY, COLORADO
From 20-JUL-19 18:27:00 to 20-JUL-19 18:29:00 (MST-7)
Location: SUGAR CITY
Magnitude: 50.00 EG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Storm Chaser

Extensive tree damage throughout Sugar City. Branches upwards of 8 inches in diameter were downed.

Hail in PUEBLO, COLORADO
From 20-JUL-19 15:52:00 to 20-JUL-19 15:55:00 (MST-7)
Location: PUEBLO WEST
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Heavy Rain in OTERO, COLORADO
From 20-JUL-19 19:30:00 to 20-JUL-19 20:30:00 (MST-7)
Location: LA JUNTA
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Public

Nearly one inch of rain fell within an hour.

Thunderstorm Wind in EL PASO, COLORADO
From 20-JUL-19 15:30:00 to 20-JUL-19 15:31:00 (MST-7)
Location: (COS)COLORADO SPGS ARPT
Magnitude: 51.00 MG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: ASOS

A 59 MPH gust was recorded at Colorado Springs Airport.

Hail in PUEBLO, COLORADO
From 20-JUL-19 15:55:00 to 20-JUL-19 15:58:00 (MST-7)
Location: PUEBLO
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 17:30:00 to 20-JUL-19 18:30:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: NWS Employee

Extensive flooding on I-25 at Central Ave. Six inches is the shallowest depth in the area.

Thunderstorm Wind in EL PASO, COLORADO
From 20-JUL-19 15:37:00 to 20-JUL-19 15:38:00 (MST-7)
Location: (COS)COLORADO SPGS ARPT
Magnitude: 61.00 MG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: ASOS

A 70 MPH gusts was recorded at Colorado Springs Airport.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 17:50:00 to 20-JUL-19 18:50:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

A car completely submerged in water.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 18:00:00 to 20-JUL-19 19:00:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Fire Department/Rescue

Flash flooding at Santa Fe and City Center Drive.

Hail in PUEBLO, COLORADO
From 20-JUL-19 15:57:00 to 20-JUL-19 16:00:00 (MST-7)
Location: PUEBLO
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Hail in PUEBLO, COLORADO
From 20-JUL-19 15:58:00 to 20-JUL-19 16:01:00 (MST-7)
Location: PUEBLO
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 18:00:00 to 20-JUL-19 19:00:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Fire Department/Rescue

Flash flooding with cars stranded on 29th Street at the underpass for I-25.

Thunderstorm Wind in PUEBLO, COLORADO
From 20-JUL-19 16:20:00 to 20-JUL-19 16:21:00 (MST-7)
Location: (PUB)PUEBLO MUNI ARP
Magnitude: 54.00 MG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: ASOS

A 62 MPH gust was recorded at Pueblo County Memorial Airport.

Hail in EL PASO, COLORADO
From 20-JUL-19 15:30:00 to 20-JUL-19 15:33:00 (MST-7)
Location: COLORADO SPGS
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Public

Quarter size hail reported.

Hail in PUEBLO, COLORADO
From 20-JUL-19 16:00:00 to 20-JUL-19 16:03:00 (MST-7)
Location: PUEBLO
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Hail in PUEBLO, COLORADO
From 20-JUL-19 16:03:00 to 20-JUL-19 16:06:00 (MST-7)
Location: PUEBLO
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Thunderstorm Wind in EL PASO, COLORADO
From 20-JUL-19 15:25:00 to 20-JUL-19 15:28:00 (MST-7)
Location: PETERSON AFB
Magnitude: 50.00 EG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Several two inch tree branches broke and fell.

Hail in PUEBLO, COLORADO
From 20-JUL-19 15:45:00 to 20-JUL-19 15:48:00 (MST-7)
Location: PUEBLO
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Thunderstorm Wind in OTERO, COLORADO
From 20-JUL-19 17:58:00 to 20-JUL-19 17:59:00 (MST-7)
Location: (LHX)LA JUNTA ARPT
Magnitude: 57.00 MG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: ASOS

A 66 MPH gust was recorded at La Junta Airport.

Hail in PUEBLO, COLORADO
From 20-JUL-19 15:47:00 to 20-JUL-19 15:50:00 (MST-7)
Location: PUEBLO
Magnitude: 1.00 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Quarter size hail reported.

Heavy Rain in EL PASO, COLORADO
From 20-JUL-19 15:40:00 to 20-JUL-19 16:40:00 (MST-7)
Location: PETERSON AFB
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Over a half inch of rain fell within 15 minutes. Still raining heavily.

Hail in PUEBLO, COLORADO
From 20-JUL-19 15:52:00 to 20-JUL-19 15:55:00 (MST-7)
Location: PUEBLO
Magnitude: 1.25 
Property damage: 0.00K
Crop damage: 0.00K
Reported by: NWS Employee

Half-dollar size hail reported.

Heavy Rain in EL PASO, COLORADO
From 20-JUL-19 15:49:00 to 20-JUL-19 16:49:00 (MST-7)
Location: COLORADO SPGS
Property damage: 0.00K
Crop damage: 0.00K
Reported by: CoCoRaHS

One inch of rain fell within 30 minutes producing minor street flooding.

Thunderstorm Wind in PROWERS, COLORADO
From 20-JUL-19 18:53:00 to 20-JUL-19 18:54:00 (MST-7)
Location: LAMAR ARPT
Magnitude: 54.00 MG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: ASOS

A 62 MPH gust was recorded at Lamar Airport.

Flash Flood in PUEBLO, COLORADO
From 20-JUL-19 16:30:00 to 20-JUL-19 17:30:00 (MST-7)
Location: PUEBLO
Flood cause: Heavy Rain
Property damage: 0.00K
Crop damage: 0.00K
Reported by: Trained Spotter

Significant street flooding increasing. Roads impassable.

Thunderstorm Wind in EL PASO, COLORADO
From 20-JUL-19 16:06:00 to 20-JUL-19 16:09:00 (MST-7)
Location: (COS)COLORADO SPGS ARPT
Magnitude: 50.00 EG
Property damage: 0.00K
Crop damage: 0.00K
Reported by: NWS Employee

A few trees came down across Marksheffel Road.