$171 Cheap Flights from Durango (DGO) to Chicago (MDW)

View $171 flight on Mon, Nov 17, 2025Opens in a new window

Popular airlines from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago Midway Airport (MDW)

Cheap Flights from Durango to Chicago (DGO-MDW)

Prices were available within the past 7 days and start at $171 for one-way flights and $326 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Volaris
Thu, Sep 11 - Fri, Sep 19
DGO
Durango
MDW
Chicago
$326 Roundtrip, found 6 days ago
$326
Roundtrip
found 6 days ago
Select Volaris flight, departing Thu, Sep 11 from Durango to Chicago, returning Fri, Sep 19, priced at $326 found 6 days ago
Delta
Tue, Sep 30 - Tue, Oct 7
DGO
Durango
MDW
Chicago
$345 Roundtrip, found 9 hours ago
$345
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Sep 30 from Durango to Chicago, returning Tue, Oct 7, priced at $345 found 9 hours ago
Volaris
Tue, Sep 9 - Sat, Sep 13
DGO
Durango
MDW
Chicago
$350 Roundtrip, found 3 days ago
$350
Roundtrip
found 3 days ago
Select Volaris flight, departing Tue, Sep 9 from Durango to Chicago, returning Sat, Sep 13, priced at $350 found 3 days ago
Frontier Airlines
Tue, Nov 4 - Mon, Nov 10
DGO
Durango
MDW
Chicago
$351 Roundtrip, found 9 hours ago
$351
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Nov 4 from Durango to Chicago, returning Mon, Nov 10, priced at $351 found 9 hours ago
Volaris
Tue, Sep 2 - Tue, Sep 9
DGO
Durango
MDW
Chicago
$355 Roundtrip, found 3 days ago
$355
Roundtrip
found 3 days ago
Select Volaris flight, departing Tue, Sep 2 from Durango to Chicago, returning Tue, Sep 9, priced at $355 found 3 days ago
Frontier Airlines
Tue, Sep 2 - Sat, Sep 6
DGO
Durango
MDW
Chicago
$357 Roundtrip, found 9 hours ago
$357
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Sep 2 from Durango to Chicago, returning Sat, Sep 6, priced at $357 found 9 hours ago
Volaris
Tue, Sep 2 - Fri, Sep 5
DGO
Durango
MDW
Chicago
$360 Roundtrip, found 3 days ago
$360
Roundtrip
found 3 days ago
Select Volaris flight, departing Tue, Sep 2 from Durango to Chicago, returning Fri, Sep 5, priced at $360 found 3 days ago
Frontier Airlines
Tue, Sep 2 - Tue, Sep 9
DGO
Durango
MDW
Chicago
$363 Roundtrip, found 9 hours ago
$363
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Sep 2 from Durango to Chicago, returning Tue, Sep 9, priced at $363 found 9 hours ago
Frontier Airlines
Tue, Nov 4 - Sat, Nov 15
DGO
Durango
MDW
Chicago
$366 Roundtrip, found 9 hours ago
$366
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Nov 4 from Durango to Chicago, returning Sat, Nov 15, priced at $366 found 9 hours ago
Aeromexico
Tue, Sep 9 - Sat, Sep 13
DGO
Durango
MDW
Chicago
$413 Roundtrip, found 3 days ago
$413
Roundtrip
found 3 days ago
Select Aeromexico flight, departing Tue, Sep 9 from Durango to Chicago, returning Sat, Sep 13, priced at $413 found 3 days ago

Find the cheapest month to fly from Durango (DGO) to Chicago (MDW)

September is typically the cheapest month to fly

From $291 - $847 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $459
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $459
Flights from Durango (DGO) to Chicago (MDW)
Origin airport
Guadalupe Victoria Durango Intl.
Destination airport
Midway Intl.
Airlines serving
Aeromexico, Delta, Frontier Airlines, Volaris
Roundtrip price
$326
Distance
1554 mi
Average flight time
4 hours 35 mins

Durango to Chicago Flights

The cheapest times to fly from Durango to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Durango to Chicago are during the month of September. You can find some of the cheapest flights from Durango to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Durango to Chicago

Sunday is one of the best days to book for cheap flights from Durango to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Durango to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Durango to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $171 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Durango to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Durango to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight from $171 or cheap return flight from $326 from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
The cheapest month to fly from DGO to MDW is September, when demand is low. Off-peak months are usually when airlines offer better prices between these airports.
Which airlines fly direct from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
When jetting out of Guadalupe Victoria Durango Intl. Airport (DGO), you can get on a direct flight to Midway Intl. Airport (MDW) with Volaris.
What is the cheapest airline that flies from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest DGO to MDW flight.
How many flights per day from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
On average, there are 3 nonstop flights departing from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW) each week. If you don't find one that fits your travel plans, consider a flight with a layover. Filter your search results on Expedia to include one or more stops and select the best alternative.
What are the most popular departure times for flights from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
More people fly between DGO and MDW at 3 PM than at any other point in the day. Looking to skip the crowds? Travel outside of rush hours and you're likely to save on your fare as well.
What day of the week has the most flights from DGO to MDW?
If you jet off on a Thursday, you'll get the biggest range of choices for flights from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW).
What is the earliest flight from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
Guadalupe Victoria Durango Intl. Airport (DGO)'s earliest flight to Midway Intl. Airport (MDW) takes off at approximately 12:51PM UTC-6. With a total travel time of 3h 29m, you'll arrive at around 4:20PM UTC-6.
How long does it take to fly from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
Flights from DGO to MDW have an average travel time of 3 hours and 29 minutes. The distance between the two is 1,550 mi.
What airline has the least delays from DGO to MDW?
With 88% of journeys generally arriving on schedule, Volaris has the best on-time performance for nonstop flights from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW). To keep track of your flight status and get notifications about any changes, simply head to the Expedia App.
What is the best time to fly from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
To reach Midway Intl. Airport (MDW) on schedule, pick a flight that leaves from Guadalupe Victoria Durango Intl. Airport (DGO) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Guadalupe Victoria Durango Intl. Airport (DGO)?
If you're boarding a direct flight from Guadalupe Victoria Durango Intl. Airport (DGO) to Chicago, Midway Intl. Airport (MDW) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from DGO to MDW are generally more expensive. For the lowest prices, start searching for flights as early as possible. That being said, if you're flexible with your travel dates, it's possible to land a cheap fare right before your journey.
Is it cheaper to book a DGO to MDW flight and hotel package?
Compared with arranging hotels and flights separately, booking a DGO to MDW flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one convenient place will take the stress out of planning your trip. Simply secure your flights and select from our extensive range of stays, then personalize your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Guadalupe Victoria Durango Intl. Airport (DGO) to Midway Intl. Airport (MDW)?
If you reserved your DGO to MDW flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more information.

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*Available to One Key members.