Cheap flights from Denver to Chicago

Denver
DEN
Chicago FSS
CHI

Flight deals from Denver to Chicago

Below you can see the best deals on flights Denver — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 19 September, from $37.

Top 10 cheap flights from Denver to Chicago

F9
$ 39

Denver — Chicago

20:55—00:23
9 Sep 2026
2 h 28 m
Direct flight
F9
$ 39

Denver — Chicago

20:55—00:23
14 Sep 2026
2 h 28 m
Direct flight
F9
$ 39

Denver — Chicago

07:45—11:21
14 Sep 2026
2 h 36 m
Direct flight
F9
$ 40

Denver — Chicago

20:55—00:23
12 Sep 2026
2 h 28 m
Direct flight
F9
$ 40

Denver — Chicago

09:55—13:36
1 Sep 2026
2 h 41 m
Direct flight
F9
$ 46

Denver — Chicago

20:55—00:23
11 Sep 2026
2 h 28 m
Direct flight
F9
$ 47

Denver — Chicago

20:55—00:23
10 Sep 2026
2 h 28 m
Direct flight
F9
$ 65

Denver — Chicago

09:55—13:36
6 Sep 2026
2 h 41 m
Direct flight
F9
F9
$ 78

Denver — Chicago

06:09—14:17
9 Sep 2026
7 h 8 m
1 stop
F9
DL
$ 78

Denver — Chicago

20:15—08:48
8 Sep 2026
11 h 33 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Denver — Chicago flight

Looking for cheap flights from Denver to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Denver — Chicago ticket online at the best price.

The route has direct flights — around 240 flights per week, flights are operated by United Airlines, American Airlines, Southwest Airlines, Frontier Airlines and 1 more airline, a nonstop flight takes about 2 h 39 min, the distance between the cities is around 1,481 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $37Min. price
SeptemberCheapest
JunePeak season
YesDirect flights
1,481 kmDistance
2 h 39 minTravel time
5Airlines
240 / wkFlights

Flight schedule from Denver to Chicago

The table shows direct flights from Denver to Chicago on the selected date. The flight takes approximately 2 h 39 min. Regular flights are operated by United Airlines, American Airlines, Southwest Airlines and Frontier Airlines. Departures from Denver International Airport and Centennial Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 15 Aug 2026

Flight ticket prices by day: Denver — Chicago

Below is a calendar of the lowest flight ticket prices for Denver — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $37 in September, and the most expensive are around $512 in June. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Denver to Chicago by month. Tickets are usually cheapest in January (around $152) and priciest in December (about $213) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$152lowMay$185mediumSep$152low
Feb$194highJun$203highOct$162medium
Mar$180mediumJul$203highNov$194high
Apr$176mediumAug$157lowDec$213high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in September and most expensive in June. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Denver — Chicago ticket

  • Book ahead: fares for Denver — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Denver is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Chicago is usually September — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Denver — Chicago route are operated by 5 airlines; United Airlines runs the most flights (around 59% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    47x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight DEN → ORD47x/week
      Duration
      2h 42m
      Days
      MTWTFSS
    58.8%Open →
  • American AirlinesAA
    12x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight DEN → ORD12x/week
      Duration
      2h 48m
      Days
      MTWTFSS
    15.4%Open →
  • Southwest AirlinesWN
    9x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight DEN → MDW9x/week
      Duration
      3h 9m
      Days
      MTWTFSS
    11.7%Open →
  • Frontier AirlinesF9
    9x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight DEN → ORD5x/week
      Duration
      2h 41m
      Days
      MTWTFSS
    • Direct flight DEN → MDW4x/week
    10.8%Open →
  • VolarisY4
    3x/week
    WebsiteFleet: 15233.4M pax/year
    • Direct flight DEN → ORD2x/week
    • Direct flight DEN → MDW1x/week
    3.3%Open →

Cities and airports on the Denver — Chicago route

Flights Denver — Chicago depart from Denver International Airport and Centennial Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Denver

DEN
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Denver — Chicago flight

How long is the flight from Denver to Chicago?

A nonstop Denver — Chicago flight takes about 2 h 39 min — the distance between the cities is around 1,481 km.

How far is it from Denver to Chicago?

The distance from Denver to Chicago is about 1,481 km, which a nonstop flight covers in around 2 h 39 min.

Are there direct flights from Denver to Chicago?

Yes, there are nonstop flights Denver — Chicago — around 240 flights per week.

Which airlines fly from Denver to Chicago?

Airlines operating Denver — Chicago include United Airlines, American Airlines, Southwest Airlines, Frontier Airlines, Volaris. See the full list with schedules in the "Airlines" section on this page.

Which airports do Denver — Chicago flights use?

Flights from Denver depart from Denver International Airport, Centennial Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Denver to Chicago?

The price of a Denver — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in September, and most expensive in June. Tickets typically cost between $37 and $512. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Denver — Chicago?

Flights Denver — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is September. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Denver to Chicago?

To catch a low fare Denver — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually September.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Denver

See all
Los AngelesSeattlePhoenixNew York CitySalt Lake CitySan DiegoDallasLas VegasMinneapolisHoustonAtlantaPortlandAustinColorado SpringsSan FranciscoWashington, D.C.OrlandoKansas CityNashvilleSanta AnaDetroitOklahoma CityAspenRapid CityMiamiPhiladelphiaSacramentoAlbuquerqueSt. LouisBostonWichitaSan JoseBoiseMidlandCharlotteOmahaGrand JunctionSan AntonioTulsaLincoln

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoLondonNashvilleIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland

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