There are most likely no direct flights on the Denver — Chicago route
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Denver to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Denver to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
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There are most likely no direct flights on the Denver — Chicago route
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Tickets from Denver to Chicago are getting cheaper month by month. From October 2026 to December 2026, the decline reached 40% — and that may not be the limit.
The most notable drop occurred from October 2026 to December 2026 — down 40%. The best period is November 2026–December 2026 (averaging $103), while the most expensive is October 2026–November 2026 ($131).
Since prices are falling, there's no rush to buy. The most cost-effective travel period is November 2026–December 2026: savings compared to expensive months can reach up to 22%.
Monthly price variation is 20.2%. Choosing the right departure date can lead to significant savings on this route.
In different months, ticket prices from Denver to Chicago vary: minimum — $85 (December 2026), maximum — $142 (October 2026). Typically, the flight costs $116–$262.
Denver — Chicago
10/24/2026
Departure
Direct flight
AA2363
starting at $258
Denver — Chicago
10/26/2026
Departure
Direct flight
UA377
starting at $296
Denver — Chicago
10/30/2026
Departure
Direct flight
UA1943
starting at $303
Denver — Chicago
10/19/2026
Departure
Direct flight
UA1131
starting at $435
Denver — Chicago
10/20/2026
Departure
Direct flight
AA2771
starting at $279
Denver — Chicago
12/14/2026
Departure
Direct flight
WN1699
starting at $155
Denver — Chicago
12/16/2026
Departure
Direct flight
AA3747
starting at $272
starting at $258
starting at $296
starting at $155
starting at $81
The route Denver — Chicago is served by many carriers — 4 in total, including American Airlines, United Airlines, Southwest Airlines, and Frontier Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $81) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
The cheapest flight ticket from Denver to Chicago according to data for the last 48 hours costs $81
Often the best time to buy tickets from Denver to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Denver to Chicago can be found flying in these months: December, November, October.
The fastest flights from Denver to Chicago start from 2 hours 28 minutes in the air.
The following airlines operate direct flights on the route Denver — Chicago: American Airlines, United Airlines, Southwest Airlines
The cheapest one-way flight from Denver to Chicago departs on 12/15/2026, is operated by Frontier Airlines and costs $81
The cheapest roundtrip flight from Denver to Chicago departs on 10/19/2026, is operated by Frontier Airlines and costs $155
Fastest flight from Denver to Chicago takes 2h 28m
There are direct flights on this route 5 days a week: Mo, Tu, We, Fr, and Sa
The distance between Denver and Chicago is 1477km (916 miles). There are 155 direct flights from Denver to Chicago. The time difference between Denver and Chicago is 1h. Flights from Denver begin at 5:55 AM. The latest flight from Denver departs at 9:05 PM
