Cheap flights from Denver to Chicago Midway Airport from $64
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 Midway Airport departing on 4/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Denver to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Frontier flights from Denver to Chicago Midway Airport
Our best Frontier deals on Denver to Chicago Midway Airport flight tickets
Southwest flights from Denver to Chicago Midway Airport
Our best Southwest deals on Denver to Chicago Midway Airport flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Denver to Chicago Midway Airport
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 Midway Airport?
The month of May is, on average, the cheapest month to fly to Chicago Midway Airport from Denver, with most prices found around $105. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Denver during the month June is also very affordable. Most momondo users find prices during this month for around $123.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Denver. The lowest ticket price found for a Saturday departure recently was $143. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Denver because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $198.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Denver in the evening is the least expensive time of day to depart. momondo users have found prices as low as $142 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $187. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Denver Intl to Chicago Midway flight route?
Fly from Denver Intl to Chicago Midway for the best Denver Intl - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from Denver when booking 7 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $174 when searching 7 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Denver for as low as $113 on momondo.
What cabin class options are available on Denver Intl to Chicago Midway flights?
There are 1 cabin classes available to choose from on Denver Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How many flights depart from Denver to Chicago Midway Airport on average per day?
The number of flights available between Denver and Chicago Midway Airport is 5 per day as of March 2025. The most frequent departure time is 8:00AM, with 40% of daily flights leaving at noon.
How many flights depart from Denver to Chicago Midway Airport on average per week?
As of March 2025, 39 flights take off from Denver and land in Chicago Midway Airport each week. The most common flight departure day for this route is Wed, with 21% of weekly flights taking off on this day.
When to book flights from Denver to Chicago Midway Airport
Cheap Denver to Chicago Midway Airport (DEN to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Denver to Chicago Midway Airport
How far is Denver Intl to Chicago Midway by plane?
Chicago Midway is 911.0 mi away from Denver Intl. 2h 20m is a normal flight duration for this route.
When did momondo last update prices for flights from Denver Intl Airport to Chicago Midway Airport?
Prices for flights from Denver Intl Airport to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from Denver Intl Airport to Chicago Midway Airport?
As of March 2025, there are 2 operators available to choose from for flights from Denver Intl Airport to Chicago Midway Airport.
How old do you have to be to fly from Denver Intl Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Denver Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Denver to Chicago Midway Airport?
Based on momondo bookings for flights between Denver and Chicago Midway Airport, the leading plane model is Airbus A320neo, making up 12.70% of the total bookings. Other popular models include Boeing 737 MAX 8 with 12.50%, Boeing 737-800 Passenger/BBJ2 (winglets) with 12.40%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 12.14%.
What is the most popular airline from Denver to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Denver to Chicago Midway Airport is Frontier (74% of total bookings). The next most popular airline is Southwest (26%).
Best airlines flying from Denver to Chicago Midway Airport
Compare and see reviews for airlines that fly from Denver to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $58 | Free Cancellation | Rating 6.0 3,271 reviews | |||
| PriceFrom $160 | Free Cancellation | Rating 8.0 4,274 reviews |
Southwest Flights From Denver to Chicago Midway Airport
Across 33 Southwest flights from Denver to Chicago Midway Airport this week, the average price was $250, with the best Southwest deals starting from $160 round-trip. 4,274 users have rated Southwest on momondo, with an average score of 8.0/10.
Frontier Flights From Denver to Chicago Midway Airport
Frontier (6.0/10 from 3,271 reviews) operates around 6 flights from Denver to Chicago Midway Airport in any given week. The average Frontier airfare for this route is around $139, with deals from around $58 rare but found on momondo. Referenced prices are for round-trip Denver to Chicago Midway Airport flight searches in the last 72 hours.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Denver to Chicago?
Finding the right flight to Chicago from Denver is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Denver to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Denver on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Denver to Chicago?
momondo helps you find the best flight between Denver and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Denver to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Denver are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.