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Cheap flights from Denver to Chicago from $68

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 4/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Denver to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Denver to Chicago.
8:55 pm - 12:21 amDEN-MDW
2h 26mnonstop
6:45 am - 8:35 amMDW-DEN
2h 50mnonstop
$138Frontier
Find Deal
Sat, Apr 12 - Tue, Apr 15
8:55 pm - 12:21 amDEN-MDW
2h 26mnonstop
6:45 am - 8:35 amMDW-DEN
2h 50mnonstop
$140Frontier
Find Deal
Wed, Apr 9 - Sat, Apr 12
7:20 am - 10:49 amDEN-ORD
2h 29mnonstop
8:38 am - 10:23 amORD-DEN
2h 45mnonstop
$159American Airlines
Find Deal
Sat, Apr 19 - Tue, Apr 22
2:00 pm - 5:33 pmDEN-ORD
2h 33mnonstop
8:38 am - 10:23 amORD-DEN
2h 45mnonstop
$164American Airlines
Find Deal
Wed, Apr 16 - Wed, Apr 30
9:05 pm - 12:30 amDEN-MDW
2h 25mnonstop
5:25 am - 7:00 amMDW-DEN
2h 35mnonstop
$169Southwest
Find Deal
Mon, Apr 28 - Thu, May 1
6:15 pm - 9:45 pmDEN-MDW
2h 30mnonstop
3:05 pm - 7:05 pmMDW-DEN
5h 00m1 stop
$170Southwest
Find Deal
Sat, Apr 19 - Mon, Apr 21
9:05 pm - 12:35 amDEN-ORD
2h 30mnonstop
5:00 am - 6:50 amORD-DEN
2h 50mnonstop
$187United Airlines
Find Deal
Thu, Apr 24 - Sun, Apr 27
7:00 pm - 6:06 pmDEN-ORD
22h 06m1 stop
11:54 am - 5:09 pmORD-DEN
6h 15m1 stop
$195Sun Country Air
Find Deal
Thu, Apr 10 - Mon, Apr 14
2:50 pm - 6:25 pmDEN-ORD
2h 35mnonstop
9:15 pm - 11:10 pmORD-DEN
2h 55mnonstop
$224United Airlines
Find Deal
Tue, Apr 15 - Wed, Apr 23
5:43 pm - 11:00 amDEN-ORD
16h 17m1 stop
8:12 pm - 3:43 pmORD-DEN
20h 31m1 stop
$235Sun Country Air
Find Deal
Thu, Sep 11 - Sun, Sep 14

American Airlines flights from Denver to Chicago

Our best American Airlines deals on Denver to Chicago flight tickets
American Airlines
Apr 19
DEN7:20 amDenver Intl
2h 29m
ORD10:49 amChicago O'Hare Intl
Apr 22
ORD8:38 amChicago O'Hare Intl
2h 45m
DEN10:23 amDenver Intl
American Airlines
Apr 16
DEN2:00 pmDenver Intl
2h 33m
ORD5:33 pmChicago O'Hare Intl
Apr 30
ORD8:38 amChicago O'Hare Intl
2h 45m
DEN10:23 amDenver Intl
American Airlines
Apr 10
DEN5:26 pmDenver Intl
2h 34m
ORD9:00 pmChicago O'Hare Intl
Apr 14
ORD8:39 pmChicago O'Hare Intl
3h 00m
DEN10:39 pmDenver Intl

Sun Country Air flights from Denver to Chicago

Our best Sun Country Air deals on Denver to Chicago flight tickets
Sun Country Air
Apr 10
DEN7:00 pmDenver Intl
22h 06m
1 stop
ORD6:06 pmChicago O'Hare Intl
Apr 14
ORD11:54 amChicago O'Hare Intl
6h 15m
1 stop
DEN5:09 pmDenver Intl
Sun Country Air
Sep 11
DEN5:43 pmDenver Intl
16h 17m
1 stop
ORD11:00 amChicago O'Hare Intl
Sep 14
ORD8:12 pmChicago O'Hare Intl
20h 31m
1 stop
DEN3:43 pmDenver Intl
Sun Country Air
May 4
DEN8:30 amDenver Intl
9h 39m
1 stop
ORD7:09 pmChicago O'Hare Intl
May 11
ORD6:11 pmChicago O'Hare Intl
24h 16m
1 stop
DEN5:27 pmDenver Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Denver to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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 $140. If you’re not able to fly to Chicago in September, then April is your next best option. Flight prices from Denver to Chicago during April average around $151.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $285. 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 $510.

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 $168. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $701.

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?

You are more likely to see cheaper flights to Chicago from Denver when booking 11 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $215 when searching 11 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 $178 on momondo.

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 March 2025, prices for Denver to Chicago flights are approximately 27% cheaper when compared to flights at the same time last year.

When to book flights from Denver to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Denver to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Denver to Chicago (DEN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Denver to Chicago

Best Price Found

$68

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Denver in the past 72 hours is $68. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $138.
The fastest flight from Denver to Chicago takes 2h 15m
Direct flights go from Denver to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    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 $258 to Chicago or a bus from Denver to Chicago starting at $232 if that is your preferred method of transportation.

  • How far is Denver Intl to Chicago by plane?

    There are 917.4 mi between Denver Intl and Chicago. 2h 20m is a normal flight duration for this route.

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

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

  • 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?

    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.

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

    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.

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

  • What is the most popular airline from Denver to Chicago?


Best airlines flying from Denver to Chicago

Compare and see reviews for airlines that fly from Denver to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $44Free CancellationRating
6.0
3,274 reviews
Search Frontier flights
American AirlinesPriceFrom $143Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $146Free CancellationRating
7.4
8,605 reviews
Search United Airlines flights
SouthwestPriceFrom $155Free CancellationRating
8.0
4,282 reviews
Search Southwest flights
  • Southwest Flights From Denver to Chicago

    The lowest priced Southwest flight from Denver to Chicago from the last 72 hours was $155. Generally, Southwest has 49 flights on this route every week with an average price of $246. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Denver to Chicago

    Across 8,605 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 68 times each week, with ticket deals ranging from $146 to $300. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Crown Point
Munster
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Denver to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Denver to Chicago for you.

Can I find flights from Denver to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Denver with this policy.

How can momondo help me find flights from Denver to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Denver.

I’m not ready to book a flight from Denver to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Denver and alert you when they change.


Choose the best way to get from Denver to Chicago

Buses

24h 05m
$156 one-way$232 round-trip
Nonstop · from $2321 stop · from $162

Distance to downtown

F990.8 mi

Find Buses

Denver to Chicago Buses

Trains

18h 40m
$99 one-way$258 round-trip
Nonstop · from $258

Distance to downtown

ZUN0.7 mi

Find Trains

Denver to Chicago Trains

Flights

2h 15m
$68 one-way$138 round-trip
Nonstop · from $138

Distance to downtown

MDW8.6 mi

An easier way to manage your Chicago trip

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1 adult
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Wed 3/26
Wed 4/2

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago