
Most accurate provider | CheapOair 3 stars  | 
|---|---|
Most trusted provider | CheapOair 3 stars  | 
Round-trip from | $324 (Mytrip)  | 
One-way from | $152 (Trip.com)  | 
Popular in | December | 
Cheapest in | February | 
Average price | $396 | 
Good round-trip deal | $396 or less | 
Good one-way deal | $206 or less | 
Fly from
Fly to
Route
Depart
Return
Price
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Thu 11/13
4:31 pm-8:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Tue 3/10
10:42 am-3:09 pm
Nonstop3h 27m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Tue 11/18
4:31 pm-8:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Tue 11/25
11:42 am-3:09 pm
Nonstop3h 27m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Tue 12/2
4:31 pm-8:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Tue 12/9
11:42 am-3:09 pm
Nonstop3h 27m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Mon 12/1
4:31 pm-8:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Mon 12/8
11:42 am-3:09 pm
Nonstop3h 27m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Thu 12/11
4:31 pm-8:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Tue 12/16
11:42 am-3:09 pm
Nonstop3h 27m
ChicagoDurango
ORD - DGO
ORDDGO
Chicago O'Hare Intl
Tue 3/17
4:21 pm-9:30 am
1 stop18h 09m
Durango Guadalupe Victoria
Mon 3/23
6:00 am-11:59 pm
1 stop16h 59m
ChicagoDurango
ORD - DGO
ORDDGO
Chicago O'Hare Intl
Mon 2/9
3:21 pm-8:20 am
1 stop16h 59m
Durango Guadalupe Victoria
Tue 2/17
8:55 am-11:19 am
2 stops26h 24m
ChicagoDurango
ORD - DGO
ORDDGO
Chicago O'Hare Intl
Tue 1/20
12:59 am-9:30 am
1 stop8h 31m
Durango Guadalupe Victoria
Wed 2/4
5:30 pm-11:19 am
2 stops17h 49m
ChicagoDurango
ORD - DGO
ORDDGO
Chicago O'Hare Intl
Mon 2/9
3:21 pm-8:20 am
1 stop16h 59m
Durango Guadalupe Victoria
Tue 2/17
6:00 am-11:00 pm
1 stop17h 00m
ChicagoDurango
MDW - DGO
MDWDGO
Chicago Midway
Sat 11/29
4:31 pm-8:38 pm
Nonstop4h 07m
Durango Guadalupe Victoria
Sat 12/6
11:42 am-3:09 pm
Nonstop3h 27m
| Provider | Price Accuracy | Trust Score* | 
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | 
Booking 65 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Durango. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, July is the cheapest month in which you can book a flight from Chicago to Durango (average of $197). Flying from Chicago to Durango in January is currently the most expensive (average of $482). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s typically best to fly out from Chicago to Durango at noon. Doing so could potentially save you 49% on the flight price compared to flying in the afternoon, which is usually more expensive.
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
Crew
Overall
Boarding
Comfort
Food
Entertainment
Reviews
Jim,Nov 2025
AVL - ATL
| Airline | Cheapest | Average | Flexibility | On-time | 
|---|---|---|---|---|
| Cheapest$226 | Average$341 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$257 | Average$494 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$324 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$324 | Average$452 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$440 | Average$792 | FlexibilityNo cancel fee | On-time71% |