C Cityvator Cheap flights worldwide Part of Putivator
Flights Destinations Beaches Map Services Booking Collections Ratings
Home / Denver — Chicago

Cheap flights Denver — Chicago

Denver (DEN, US) Chicago (MDW, US)
from $110 1 477 km ~2h 14m 11 flights found 3 airlines cheapest on Wednesday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $110 on 14.12.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
Mo
Tu
We
Th
Fr
Sa
Su
December 2026
Mo
Tu
We
Th
Fr
Sa
Su
January 2027
Mo
Tu
We
Th
Fr
Sa
Su
Prices found for 3 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
14 Dec 2026, Mon
Frontier Airlines F9 3302
17:47
DEN Denver International Airport
21:02
MDW Chicago Midway International Airport
3h 15m 1 stop
Trip.com
$110
View this ticket
14 Dec 2026, Mon
Southwest Airlines WN 459
17:05
DEN Denver International Airport
19:30
MDW Chicago Midway International Airport
2h 25m Direct
Trip.com
$126
View this ticket
16 Dec 2026, Wed
Southwest Airlines WN 459
17:05
DEN Denver International Airport
19:30
MDW Chicago Midway International Airport
2h 25m Direct
Trip.com
$127
View this ticket
Route characteristics
Distance
1 477 km
Flight time
2h 14m
Time difference
+1h
Minimum price
from $110 (14.12.2026)
Average price
$118
Maximum price
$127
Departures per week
1
Cheapest day
Wednesday
Departure airports (1)
DEN Denver International Airport
Arrival airports (1)
MDW Chicago Midway International Airport
Airlines (3)
F9 Frontier Airlines WN Southwest Airlines G4 Allegiant Air
Agencies (5)
Trip.com Farera Kiwi.com Wowtickets Biletix
Prices by day of week
Monday
$110
avg $118
Wednesday
$127
avg $127
Cheapest
Airlines — cheapest prices 3
Frontier Airlines
Frontier Airlines
Low-cost 3 flights · 3 days
$110
Southwest Airlines
Southwest Airlines
Low-cost 7 flights · 6 days
$126
Allegiant Air
Allegiant Air
Low-cost 1 flights · 1 days
$241
Where to buy tickets 5
Trip.com
3 tickets · 2 days
from $110
Farera
5 tickets · 4 days
from $141
Kiwi.com
1 tickets · 1 days
from $241
Wowtickets
1 tickets · 1 days
from $288
Biletix
1 tickets · 1 days
from $303
Airports

From — Denver (1)

  • DEN Denver International Airport

To — Chicago (1)

  • MDW Chicago Midway International Airport
Other destinations from Denver
Dallas
US · Hub
Los Angeles
US · Hub
Miami
US · Hub
Seattle
US
Regina
CA
Vancouver
CA
Winnipeg
CA
Saskatoon
CA
Calgary
CA
Boston
US
Atlanta
US · Hub
Cincinnati
US
Frequently asked questions about the route Denver — Chicago
How long is the flight from Denver to Chicago?
Approximate flight time — 2h 14m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Denver to Chicago?
The straight-line distance — 1 477 km.
How much do flights from Denver to Chicago cost?
The minimum price over 3 months — from $110 on 14.12.2026.
What is the average ticket price?
The average price — $118. Range: $110 — $127.
What is the time difference between Denver and Chicago?
The difference — +1h.
From which airports does Denver operate flights?
From Denver: DEN (Denver International Airport).
To which airports in Chicago do flights arrive?
To Chicago: MDW (Chicago Midway International Airport).
Which airlines fly this route?
This route is served by 3 airlines: Frontier Airlines, Southwest Airlines, Allegiant Air.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $126. Total direct flights found: 2.
Which day of the week is cheapest?
The cheapest day of the week — Wednesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Denver — Chicago

Flights Denver — Chicago is a popular route. The straight-line distance is 1 477 km. Flight time 2h 14m. Time difference +1h.

From Denver (DEN) flights depart from 1 airport: DEN. To Chicago (MDW) — 1 arrival airport: MDW.

3 airlines operate on this route: Frontier Airlines, Southwest Airlines, Allegiant Air.

The minimum price for the next 3 months — from $110 (14.12.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $118, ranging from $110 to $127. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Wednesday.

Other destinations in United States from Denver
Dallas
US
Los Angeles
US
Miami
US
Seattle
US
Boston
US
Atlanta
US
Cincinnati
US
Memphis
US

Cheap flights worldwide. Search and compare prices from 1 159 airlines across 9 546 cities.

Flights

Flight search Destinations Beaches Map Services Booking Collections Ratings

Data

Open API for AI llms.txt ai.txt

Documents

Privacy Policy Terms of Use

Contacts

info@cityvator.com Part of Putivator
© 2026 Cityvator — flight search engine Data from open sources · Open API for AI