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$63+ Cheap flights from Denver (DEN) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
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3. Compare prices and book
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Cheapflights Tip: The best prices from Denver Intl to Chicago are usually found in September or April, booked 61 days in advance, depart on a Friday or Thursday and return on a Wednesday

Cheap flight deals from Denver to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Denver (DEN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$108
(Cheapflightsfares)

One-way from

$63
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$218

Good round-trip deal

$153 or less

Good one-way deal

$86 or less
Provider with most accurate pricing for Denver Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Denver Intl-Chicago (CHI) flights.
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From Denver Intl to Chicago (CHI)
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One-way flight from Denver Intl to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Denver Intl to Chicago (CHI).
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Price to beat on a one-way flight from Denver Intl to Chicago (CHI).
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Find flight deals from Denver to Chicago

Cheapest flights from Denver to Chicago
Explore the most affordable flight options available from Denver to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/178:50 pmDEN - ORD
Nonstop2h 20mFrontier
Mon 4/216:40 amORD - DEN
Nonstop2h 54mFrontier
Deal found 3/27$108
This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/243:42 pmDEN - MDW
Nonstop2h 24mFrontier
Mon 4/288:01 pmMDW - DEN
Nonstop2h 48mFrontier
Deal found 3/27$108
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/17:30 pmDEN - ORD
Nonstop2h 35mSouthwest
Sat 5/35:25 pmORD - DEN
Nonstop2h 50mSouthwest
Deal found 3/27$164
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/265:15 amDEN - MDW
Nonstop2h 20mSouthwest
Mon 4/285:25 amMDW - DEN
Nonstop2h 35mSouthwest
Deal found 3/27$164
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/249:05 pmDEN - ORD
Nonstop2h 30mUnited Airlines
Thu 5/17:10 amORD - DEN
Nonstop2h 56mUnited Airlines
Deal found 3/27$169
This American Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/83:49 pmDEN - ORD
Nonstop2h 34mAmerican Airlines
Tue 5/279:45 pmORD - DEN
Nonstop2h 48mAmerican Airlines
Deal found 3/27$183
This Gotogate deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1210:33 amDEN - ORD
1 stop7h 38mMultiple Airlines
Tue 6/175:40 amORD - DEN
Nonstop2h 52mMultiple Airlines
Deal found 3/27$193
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2410:40 amDEN - ORD
1 stop6h 34mDelta
Thu 5/19:55 amORD - DEN
1 stop6h 50mDelta
Deal found 3/27$217
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1812:55 amDEN - MDW
1 stop6h 45mDelta
Tue 4/2210:20 amMDW - DEN
1 stop7h 48mDelta
Deal found 3/28$217
This eDestinos deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2810:20 amDEN - ORD
1 stop7h 52mSun Country Air
Mon 9/18:10 pmORD - DEN
1 stop14h 09mSun Country Air
Deal found 3/27$228
This Mytrip deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1111:13 amDEN - RFD
2 stops30h 59mAllegiant Air
Sun 4/138:42 amRFD - DEN
2 stops32h 45mAllegiant Air
Deal found 3/25$408

Cheapflights Fare Finder

Customize your flight search to find flights from Denver to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
Use the filters below to find and compare flights from Denver to Chicago that are best for you.

Fly from

Denver

Fly to

Chicago

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 4/17

8:50 pm-12:10 am

Nonstop2h 20m

Chicago O'Hare Intl

Mon 4/21

6:40 am-8:34 am

Nonstop2h 54m

$108

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 4/24

3:42 pm-7:06 pm

Nonstop2h 24m

Chicago Midway

Mon 4/28

8:01 pm-9:49 pm

Nonstop2h 48m

$108

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 5/1

7:30 pm-11:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sat 5/3

5:25 pm-7:15 pm

Nonstop2h 50m

$164

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 4/26

5:15 am-8:35 am

Nonstop2h 20m

Chicago Midway

Mon 4/28

5:25 am-7:00 am

Nonstop2h 35m

$164

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 4/24

9:05 pm-12:35 am

Nonstop2h 30m

Chicago O'Hare Intl

Thu 5/1

7:10 am-9:06 am

Nonstop2h 56m

$169

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 5/8

3:49 pm-7:23 pm

Nonstop2h 34m

Chicago O'Hare Intl

Tue 5/27

9:45 pm-11:33 pm

Nonstop2h 48m

$183

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 6/12

10:33 am-7:11 pm

1 stop7h 38m

Chicago O'Hare Intl

Tue 6/17

5:40 am-7:32 am

Nonstop2h 52m

$193

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 4/24

10:40 am-6:14 pm

1 stop6h 34m

Chicago O'Hare Intl

Thu 5/1

9:55 am-3:45 pm

1 stop6h 50m

$217

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 4/18

12:55 am-8:40 am

1 stop6h 45m

Chicago Midway

Tue 4/22

10:20 am-5:08 pm

1 stop7h 48m

$217

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 8/28

10:20 am-7:12 pm

1 stop7h 52m

Chicago O'Hare Intl

Mon 9/1

8:10 pm-9:19 am

1 stop14h 09m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 26 results
1
2
3

Compare providers for flights from Denver to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Denver to Chicago in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Denver-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Denver-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Denver-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Denver-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Denver-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Denver to Chicago flights

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.
Cheapflights partnered with top experts to bring you the best recommendations for your Denver to Chicago trip
Airlines
Frontier

Frontier's UpFront Plus offers a guaranteed empty middle seat for extra comfort.


Early check-in helps secure your place as Frontier often overbooks flights.

Read more about Frontierby Marisa Garcia
United Airlines

Basic Economy allows only a personal item; no carry-on bags unless exceptions apply.


United Club access includes healthy snacks and comfortable seating, but may be limited when full.

Read more about United Airlinesby Harriet Baskas
Airports
DEN

For a quick departure, use the A Line train to reach DEN from Union Station in 37 minutes, avoiding traffic delays.

Read more about DENby Emily Zemler
ORD

Avoid traffic delays by taking the 'L' train from ORD to downtown Chicago, a reliable and cost-effective option.

Read more about ORDby Ramsey Qubein
MDW

Use the Orange Line train for a quick 30-minute ride from MDW to downtown Chicago, avoiding traffic.

Read more about MDWby Ramsey Qubein
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Emily Zemler

Emily Zemler

Expert on DEN

Emily Zemler

Emily Zemler

Emily is a freelance writer and book author based in London covering entertainment and travel. Her work has appeared in Los Angeles Times, Observer, and Conde Nast Traveler She has ventured to more than 40 countries and all seven continents, always in search of a great art museum. She has written extensively about hotels, luxury travel, and aviation.

Read more

Best time to book a flight from Denver to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Denver with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Denver to Chicago

How far ahead should I book a flight from Denver to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Denver to Chicago. Price data was last updated on March 21, 2025.

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.

What is the cheapest month to book a flight from Denver to Chicago?

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 $323). 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.

What is the cheapest time of day to fly from DEN to CHI?

Find hourly flight availability from Denver to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 28, 2025.

It’s optimal to fly from Denver to Chicago in the evening. By choosing this option you can save up to 76% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Denver to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Denver to Chicago. Price data was last updated on March 23, 2025.

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.

Weekly flight availability from Denver to Chicago

Explore weekly flight availability from Denver to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 28, 2025.

The most flights from DEN to CHI are scheduled on a Thursday (61 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (15 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

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.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated March 28, 2025.
Read through reviews of airlines operating flights from Denver to Chicago, such as Southwest, Alaska Airlines and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Alaska Airlines
8.0
Very good
9,798 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,273 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Denver to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Denver to Chicago?

    Most people fly from Denver Intl (DEN) if they book a flight from Denver to Chicago. On average, Denver Intl has 35 outbound flights to Chicago per day from 4 airlines. Denver Intl is conveniently located just 18.5 mi from Denver’s city center.

  • What are the cheapest airlines flying from Denver to Chicago round-trip?

    Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $108. Additional round-trip tickets that might be worth considering are offered by Southwest and American Airlines, with the lowest prices starting at $164 and $169, respectively. You may be able to fly from Denver to Chicago for 38% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Denver to Chicago one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $63. However, be on the lookout for offers from United Airlines and Southwest, as they are both options that can get you from Denver to Chicago for a low price.

  • What are the most popular routes from Denver to Chicago?

    When deciding which route to take from Denver to Chicago consider Denver Intl - Chicago O'Hare Intl, Denver Intl - Chicago Midway or Denver Intl - Chicago Greater Rockford as they are the most popular.

  • What are the most reliable airlines from Denver to Chicago?

    The top 3 most reliable airlines when flying from Denver to Chicago are Copa Airlines (93%), Turkish Airlines (90%) and Qatar Airways (90%).

  • What are the cheapest flights from Denver to Chicago?

    Looking at all options, your cheapest flight can be booked for $69. While the most popular route (Denver Intl - Chicago O'Hare Intl) can be booked for $138 on average our data indicates $2,589 when flying from Denver to Chicago.

  • Can I find deals for flights from Denver to Chicago that include hotel bookings?

    Yes. In addition to deals on Denver to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Denver to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Denver to Chicago.

  • Can I find deals for business class flights from Denver to Chicago?

    Yes. Cheapflights offers flight deals from Denver to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Denver to Chicago?

    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 $323). 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.

See more FAQs

Traveling to a place near Denver?

Book flights to Denver if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Denver to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Denver to Midway flights
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Top 4 airlines flying from Denver to Chicago

Discover the top 4 airlines that operate flights from Denver to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$44Average$133FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$145Average$230FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$302FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$155Average$245FlexibilityNo cancel feeOn-time63%
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