Q: What is the typical price of a round-trip flight between Denver and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $169 to $285. The lowest price recently found on this route was $96.

Question 1

What is the cheapest month to fly to Chicago?

Accepted Answer

The month of September is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $158. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Denver to Chicago during October average around $158.

Question 2

What is the cheapest time of day to depart on your flight to Chicago?

Accepted Answer

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Denver to Chicago during this time can be as low as $188. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $640.

Question 3

What is the cheapest airline that flies from Denver Intl to Chicago?

Accepted Answer

Frontier, United Airlines, and Southwest are the most popular carriers operating from Denver Intl to Chicago

Question 4

How many flights depart from Denver to Chicago on average per week?

Accepted Answer

The number of flights available between Denver and Chicago is 468 per week as of July 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

Question 5

What is the typical price of a round-trip flight between Denver and Chicago?

Accepted Answer

Prices are currently low for flights on this route.Typical prices usually range from $169 to $285.
The lowest price recently found on this route was $96.

Question 6

How far in advance should I book a flight to Chicago?

Accepted Answer

You are more likely to see cheaper flights to Chicago from Denver when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $225 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Denver for as low as $190 on momondo.

Question 7

What is the cheapest Denver Intl to Chicago flight route?

Accepted Answer

Fly from Denver Intl to Chicago Midway for the best Denver Intl - Chicago flight prices

Question 8

How many flights depart from Denver to Chicago on average per day?

Accepted Answer

As of July 2025, there are 66 flights per day flying from Denver to Chicago. The most common time of day flights depart is 2:00PM, with 48% of flights taking off in the afternoon.

Question 9

What is the cheapest day to depart on your flight to Chicago?

Accepted Answer

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $288. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Denver to Chicago for around $504.

Question 10

How have Denver to Chicago flight prices changed over time?

Accepted Answer

As of July 2025, prices for Denver to Chicago flights are approximately 23% cheaper when compared to flights at the same time last year.

Question 11

What cabin class options are available on Denver Intl to Chicago flights?

Accepted Answer

There are 4 cabin classes available to choose from on Denver Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Question 12

What airlines fly to Chicago?

Accepted Answer

Frontier, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Denver according to our data. Frontier is the first choice among our users, with 34% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Question 13

Is flying the fastest way to get from Denver to Chicago?

Accepted Answer

To save time, the fastest way to travel is by flight from Denver to Chicago on Southwest. Expect the length of time you’ll spend onboard Southwest to be about 2h 20m compared to taking a train from Denver to Chicago or a bus from Denver to Chicago which have been found to be slower alternatives.

Question 14

Is flying the cheapest way to get from Denver to Chicago?

Accepted Answer

Planning to book a flight from Denver to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from Denver starting at $204 to Chicago or a bus from Denver to Chicago starting at $240 if that is your preferred method of transportation.

Question 15

When did momondo last update prices for flights from Denver Intl Airport to Chicago?

Accepted Answer

Prices for flights from Denver Intl Airport to Chicago were last updated today.

Question 16

How many operators does momondo search for flights from Denver Intl Airport to Chicago?

Accepted Answer

As of July 2025, there are 5 operators available to choose from for flights from Denver Intl Airport to Chicago.

Question 17

How old do you have to be to fly from Denver Intl Airport to Chicago?

Accepted Answer

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Denver Intl Airport to Chicago.

Question 18

What documentation or ID do you need to fly to Chicago?

Accepted Answer

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best Price Found	$46
Fastest flight time	2h 19m
Direct flights	Every day
Airports in Chicago	2 airports

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $55	Free Cancellation	Rating 5.9 3,256 reviews	Search Frontier flights
American Airlines	PriceFrom $151	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $155	Free Cancellation	Rating 8.0 4,239 reviews	Search Southwest flights
United Airlines	PriceFrom $160	Free Cancellation	Rating 7.4 8,863 reviews	Search United Airlines flights
Delta	PriceFrom $216	Free Cancellation	Rating 8.0 7,959 reviews	Search Delta flights

Cheap flights from Denver to Chicago from $46

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Denver to Chicago departing on 9/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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What is the typical price of a round-trip flight between Denver and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $158. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Denver to Chicago during October average around $158.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Denver to Chicago during this time can be as low as $188. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $640.

What is the cheapest Denver Intl to Chicago flight route?

Fly from Denver Intl to Chicago Midway for the best Denver Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Denver Intl to Chicago flights?

There are 4 cabin classes available to choose from on Denver Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Denver to Chicago flight prices changed over time?

As of July 2025, prices for Denver to Chicago flights are approximately 23% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Denver Intl to Chicago?

Frontier, United Airlines, and Southwest are the most popular carriers operating from Denver Intl to Chicago

What airlines fly to Chicago?

How many flights depart from Denver to Chicago on average per day?

As of July 2025, there are 66 flights per day flying from Denver to Chicago. The most common time of day flights depart is 2:00PM, with 48% of flights taking off in the afternoon.

How many flights depart from Denver to Chicago on average per week?

The number of flights available between Denver and Chicago is 468 per week as of July 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

When to book flights from Denver to Chicago

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Is flying the fastest way to get from Denver to Chicago?

Is flying the cheapest way to get from Denver to Chicago?

How far is Denver Intl to Chicago by plane?

When did momondo last update prices for flights from Denver Intl Airport to Chicago?

How many operators does momondo search for flights from Denver Intl Airport to Chicago?

How old do you have to be to fly from Denver Intl Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Denver to Chicago?

What is the most popular airline from Denver to Chicago?

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