Frontier's UpFront Plus seats guarantee an empty middle seat for added comfort.
Consider early check-in to secure your place on overbooked flights.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $93 (Kiwi.com) |
One-way from | $58 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $174 |
Good round-trip deal | $127 or less |
Good one-way deal | $74 or less |
Fly from
Fly to
Route
Depart
Return
Price
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Tue 4/8
8:55 pm-12:21 am
Nonstop2h 26m
Chicago Midway
Tue 4/15
6:45 am-8:35 am
Nonstop2h 50m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Fri 4/4
9:08 pm-12:37 am
Nonstop2h 29m
Chicago O'Hare Intl
Mon 4/7
6:40 am-8:34 am
Nonstop2h 54m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Wed 4/16
1:15 pm-4:45 pm
Nonstop2h 30m
Chicago O'Hare Intl
Wed 4/16
6:55 pm-8:55 pm
Nonstop3h 00m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Wed 5/14
7:25 pm-10:50 pm
Nonstop2h 25m
Chicago Midway
Tue 5/20
8:40 pm-10:25 pm
Nonstop2h 45m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Wed 5/14
12:19 pm-3:51 pm
Nonstop2h 32m
Chicago O'Hare Intl
Sat 5/17
9:20 pm-11:08 pm
Nonstop2h 48m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Thu 4/24
5:50 pm-1:23 pm
1 stop18h 33m
Chicago O'Hare Intl
Sun 4/27
8:15 am-5:15 pm
1 stop10h 00m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Tue 3/25
12:55 am-10:10 am
1 stop8h 15m
Chicago O'Hare Intl
Sat 3/29
11:13 am-6:35 pm
1 stop8h 22m
DenverChicago
DEN - MDW
DENMDW
Denver Intl
Tue 3/25
12:55 am-9:09 am
1 stop7h 14m
Chicago Midway
Sat 3/29
1:12 pm-6:35 pm
1 stop6h 23m
DenverChicago
DEN - ORD
DENORD
Denver Intl
Thu 3/27
6:00 am-9:33 am
Nonstop2h 33m
Chicago O'Hare Intl
Thu 3/27
2:35 pm-4:28 pm
Nonstop2h 53m
DenverChicago
DEN - RFD
DENRFD
Denver Intl
Thu 3/6
9:16 am-8:08 am
2 stops21h 52m
Chicago Greater Rockford
Sun 3/9
8:50 am-4:42 pm
2 stops32h 52m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy- | Trust Score*3 stars | |
Price Accuracy1 star | Trust Score*3 stars |
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
The price you pay for your flight from Denver to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 61 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, August is the cheapest month in which you can book a flight from Denver to Chicago (average of $245). Flying from Denver to Chicago in March is currently the most expensive (average of $321). 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 optimal to fly from Denver to Chicago in the evening. By choosing this option you can save up to 77% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their Denver to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from DEN to CHI are scheduled on a Monday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Crew
Comfort
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$42 | Average$131 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$139 | Average$227 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$144 | Average$305 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$155 | Average$242 | FlexibilityNo cancel fee | On-time63% |