$164 Cheap Flights from Durango (DGO) to Chicago (MDW)

View $164 flight on Thu, Dec 11, 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 $164 for one-way flights and $351 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Nov 8 - Mon, Nov 10
DGO
Durango
MDW
Chicago
$351 Roundtrip, found 4 days ago
$351
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Nov 8 from Durango to Chicago, returning Mon, Nov 10, priced at $351 found 4 days ago
Frontier Airlines
Tue, Nov 4 - Sat, Nov 15
DGO
Durango
MDW
Chicago
$357 Roundtrip, found 4 days ago
$357
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Nov 4 from Durango to Chicago, returning Sat, Nov 15, priced at $357 found 4 days ago
Delta
Thu, Jan 22 - Sun, Feb 1
DGO
Durango
MDW
Chicago
$358 Roundtrip, found 4 hours ago
$358
Roundtrip
found 4 hours ago
Select Delta flight, departing Thu, Jan 22 from Durango to Chicago, returning Sun, Feb 1, priced at $358 found 4 hours ago
Frontier Airlines
Thu, Oct 16 - Sat, Nov 1
DGO
Durango
MDW
Chicago
$366 Roundtrip, found 4 days ago
$366
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Oct 16 from Durango to Chicago, returning Sat, Nov 1, priced at $366 found 4 days ago
Frontier Airlines
Tue, Nov 11 - Mon, Nov 24
DGO
Durango
MDW
Chicago
$372 Roundtrip, found 4 days ago
$372
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Nov 11 from Durango to Chicago, returning Mon, Nov 24, priced at $372 found 4 days ago
Frontier Airlines
Thu, Oct 23 - Sat, Nov 8
DGO
Durango
MDW
Chicago
$378 Roundtrip, found 4 days ago
$378
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Durango to Chicago, returning Sat, Nov 8, priced at $378 found 4 days ago
Volaris
Thu, Nov 6 - Thu, Nov 13
DGO
Durango
MDW
Chicago
$379 Roundtrip, found 4 days ago
$379
Roundtrip
found 4 days ago
Select Volaris flight, departing Thu, Nov 6 from Durango to Chicago, returning Thu, Nov 13, priced at $379 found 4 days ago
Volaris
Thu, Jan 22 - Thu, Jan 29
DGO
Durango
MDW
Chicago
$381 Roundtrip, found 10 hours ago
$381
Roundtrip
found 10 hours ago
Select Volaris flight, departing Thu, Jan 22 from Durango to Chicago, returning Thu, Jan 29, priced at $381 found 10 hours ago
Frontier Airlines
Tue, Nov 4 - Tue, Nov 18
DGO
Durango
MDW
Chicago
$384 Roundtrip, found 4 days ago
$384
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Nov 4 from Durango to Chicago, returning Tue, Nov 18, priced at $384 found 4 days ago
Aeromexico
Thu, Nov 20 - Fri, Nov 28
DGO
Durango
MDW
Chicago
$552 Roundtrip, found 5 days ago
$552
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Nov 20 from Durango to Chicago, returning Fri, Nov 28, priced at $552 found 5 days ago

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

September is typically the cheapest month to fly

From $293 - $986 per traveler.

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. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $656
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $656

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 $164 or cheap return flight from $351 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 November, 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.

Travel information

Travel information

Origin airport
Guadalupe Victoria Durango Intl.
Destination airport
Midway Intl.
Airlines serving
Aeromexico, Delta, Frontier Airlines, Volaris
Roundtrip price
$350
Distance
1554 mi
Average flight time
4 hours 31 mins

Book with confidence

Book with confidence

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 November. 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 $164 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.

 

Durango to Chicago Flights

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*Available to One Key members.