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$219 Cheap Flights from Durango (DGO) to Chicago (MDW)

View $219 flight on Sat, Dec 12, 2026Opens in a new window

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

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Cheap Flights from Durango to Chicago (DGO-MDW)

Prices were available within the past 7 days and start at $219 for one-way flights and $499 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Sep 15 - Tue, Sep 22
DGO
Durango
MDW
Chicago
$499 Roundtrip, found 12 hours ago
$499
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Durango to Chicago, returning Tue, Sep 22, priced at $499 found 12 hours ago
Volaris
Thu, Sep 17 - Tue, Sep 22
DGO
Durango
MDW
Chicago
$524 Roundtrip, found 23 hours ago
$524
Roundtrip
found 23 hours ago
Select Volaris flight, departing Thu, Sep 17 from Durango to Chicago, returning Tue, Sep 22, priced at $524 found 23 hours ago
Volaris
Tue, Sep 15 - Tue, Sep 22
DGO
Durango
MDW
Chicago
$528 Roundtrip, found 12 hours ago
$528
Roundtrip
found 12 hours ago
Select Volaris flight, departing Tue, Sep 15 from Durango to Chicago, returning Tue, Sep 22, priced at $528 found 12 hours ago
Frontier Airlines
Tue, Sep 15 - Tue, Sep 22
DGO
Durango
MDW
Chicago
$531 Roundtrip, found 12 hours ago
$531
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Durango to Chicago, returning Tue, Sep 22, priced at $531 found 12 hours ago
Volaris
Tue, Sep 15 - Tue, Sep 22
DGO
Durango
MDW
Chicago
$534 Roundtrip, found 12 hours ago
$534
Roundtrip
found 12 hours ago
Select Volaris flight, departing Tue, Sep 15 from Durango to Chicago, returning Tue, Sep 22, priced at $534 found 12 hours ago
Volaris
Thu, Sep 10 - Thu, Oct 1
DGO
Durango
MDW
Chicago
$536 Roundtrip, found 1 day ago
$536
Roundtrip
found 1 day ago
Select Volaris flight, departing Thu, Sep 10 from Durango to Chicago, returning Thu, Oct 1, priced at $536 found 1 day ago
Volaris
Tue, Nov 3 - Tue, Nov 10
DGO
Durango
MDW
Chicago
$539 Roundtrip, found 15 hours ago
$539
Roundtrip
found 15 hours ago
Select Volaris flight, departing Tue, Nov 3 from Durango to Chicago, returning Tue, Nov 10, priced at $539 found 15 hours ago
Volaris
Thu, Sep 10 - Thu, Oct 1
DGO
Durango
MDW
Chicago
$542 Roundtrip, found 1 day ago
$542
Roundtrip
found 1 day ago
Select Volaris flight, departing Thu, Sep 10 from Durango to Chicago, returning Thu, Oct 1, priced at $542 found 1 day ago
Delta
Sat, Sep 26 - Sun, Sep 27
DGO
Durango
MDW
Chicago
$647 Roundtrip, found 19 hours ago
$647
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Sep 26 from Durango to Chicago, returning Sun, Sep 27, priced at $647 found 19 hours ago
Aeromexico
Wed, Jan 20 - Sun, Jan 24
DGO
Durango
MDW
Chicago
$649 Roundtrip, found 3 hours ago
$649
Roundtrip
found 3 hours ago
Select Aeromexico flight, departing Wed, Jan 20 from Durango to Chicago, returning Sun, Jan 24, priced at $649 found 3 hours ago

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

January is typically the cheapest month to fly

From $385 - $1,508 per traveler.

What you need to know for your flight from Guadalupe Victoria Durango Intl. to Midway Intl.

Durango (DGO) to Chicago (MDW) at a glance

Travel from Durango (DGO) to Chicago (MDW) with a selection of airlines offering short-haul international flights. Whether you're looking for budget-friendly options or full-service experiences, you can easily compare flights from Durango to Chicago to find the itinerary that suits your needs. Discover Chicago's iconic attractions and neighborhoods as you plan your journey from Guadalupe Victoria Durango International Airport to Midway International Airport.

  • Fastest flight duration: around 3h 30m non-stop
  • Route distance: roughly 1,600 miles (2,570 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $175–$680, depending on seasonality and how far ahead you book

Flights from Guadalupe Victoria Durango International Airport (DGO) to Midway International Airport (MDW)

Based on the latest traveler bookings, here are the most popular airlines flying from Durango to Chicago, often selected for both non-stop and multi-stop flights. Common layovers include Hartsfield-Jackson Atlanta International Airport (ATL), with an approximate 4-hour layover, and Mexico City International Airport (MEX), featuring about a 1-hour layover. These options allow you to customize your journey by balancing price, total travel time, and cabin class to discover the ideal itinerary.

  • Volaris: This budget airline provides non-stop flights, with one-way prices generally falling between $175 and $680. It represents around 95% of departures for this route, and the total travel duration is approximately 3 hours and 30 minutes.
  • Frontier Airlines: Another low-cost option, Frontier also offers non-stop services, with one-way fares typically ranging from $235 to $425. It accounts for about 2% of the flights on this route, with a total travel time of 3 hours and 30 minutes.
  • Delta: As a full-service airline, Delta provides multi-stop journeys with one-way fares that usually range from $290 to $905. It makes up around 2% of departures, featuring an in-flight duration of 7 hours and 15 minutes and a total travel time of approximately 12 hours and 15 minutes, including layovers.

Best time to fly from Durango (DGO) to Chicago (MDW)

The most popular months for travelers flying from Durango to Chicago are January, July, and August, when peak temperatures in Chicago reach up to 73.4°F in July. If you prefer quieter travel, consider June, the least busy time to visit with temperatures around 67.3°F and typically the lowest average one-way fare (around $221). Flight availability peaks in April, with approximately 8 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: June usually offers good deals with average one-way fare around $221, roughly 25% cheaper than the yearly average.
  • More budget-friendly months to fly: February, October, and September typically offer average one-way fares roughly ranging from $225 to $237.
  • Most flight options: April has the highest number of flights from Durango to Chicago, with approximately 8 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January25.7°F (-3.5°C)High7$441
February27.0°F (-2.8°C)Average7$225
March37.0°F (2.8°C)Average7$287
April46.0°F (7.8°C)Average8$341
May57.0°F (13.9°C)Low7$240
June67.3°F (19.6°C)Low7$221
July73.4°F (23.0°C)High7$376
August73.0°F (22.8°C)High7$421
September67.1°F (19.5°C)Average7$237
October54.9°F (12.7°C)Average7$231
November42.3°F (5.7°C)Low7$275
December33.1°F (0.6°C)Average7$241

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative route from Durango (DGO) to Chicago (MDW)

  • Durango to Chicago (DGO-ORD): O'Hare International Airport (ORD) is located approximately 16 miles from Midway International Airport (MDW). One-way economy tickets for this route generally range from $185 to $670, influenced by the season and timing of your booking. Travelers can choose from both one-stop and multi-stop flights, with common layover points at Dallas-Fort Worth International Airport (DFW) and Mexico City International Airport (MEX). Major airlines operating on this route include American Airlines and Aeromexico. Additionally, business class service is offered on this route.

How to find the best prices for flights from Durango (DGO) to Chicago (MDW)

Getting some of the best deals on flights from Durango to Chicago is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are typically found when booking at least two months in advance, although most travelers tend to book within two weeks. Afternoon departures from 12 PM to 6 PM often offer lower prices, while morning flights from 5 AM to 12 PM are the most popular. Additionally, flying on Tuesday usually provides cheaper rates, while Saturday remains the most popular travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Midway International Airport from Guadalupe Victoria Durango International Airport

Chicago welcomes travelers from Durango with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Midway International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Midway International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Midway International Airport, several transport options are conveniently located nearby. Midway Station, a metro station, is about 0.2 miles from the airport and can be reached on foot, while Chicago Ashburn Station, a train station, is approximately 4.1 miles away by car. Additionally, Lyons Seaport, a seaport, is located about 7.2 miles from the airport, also accessible by car.

Frequently asked questions

How much does a flight from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights from $219 and cheap return flights from $499 Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) with Expedia. One-way flights generally range between $234 and $1169, and roundtrip flights usually range from $711 to $2059. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
The cheapest month to fly from DGO to MDW is September when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
Volaris offers around 7 weekly direct flights from DGO to MDW.
What is the cheapest airline that flies from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
Volaris is one of the cheapest airlines offering nonstop flights from Guadalupe Victoria Durango Intl. (DGO) to Midway Intl. (MDW), with round-trip tickets starting from around $510. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best airline to fly with from Durango, Durango (DGO) to Chicago, IL (MDW) will differ from traveler to traveler. If you like to fly early, Volaris offers early morning flights. If price is the most important factor, Volaris typically offers the lowest fares. Aeromexico offers the most daily flights from DGO to MDW, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
You can find approximately 1 nonstop flights per day from Guadalupe Victoria Durango Intl. (DGO) to Midway Intl. (MDW). For more options, look at flights that include layovers.
What is the earliest flight from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Durango, Durango (DGO) to Chicago, IL (MDW) typically departs at around 6:00 AM, operated by Aeromexico and Delta. This is a seasonal service active in May, allowing you to start your day early and make the most of your time in the Windy City. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) are in the early morning, from 6am to 9am. About 59% of passengers prefer this time window. Many major carriers, including American Airlines and Delta Airlines, offer flights during this window. This timing works well because it allows you to arrive in Chicago with plenty of time to start your day.
How long does it take to fly from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
Flying nonstop from DGO to MDW takes around 3 hours 30 minutes, with the route covering approximately 1,555 miles. Flights with a layover typically take 11 hours 20 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
Select the "Business class" and "First class" filters when looking for DGO to MDW flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Guadalupe Victoria Durango Intl. (DGO)?
From Guadalupe Victoria Durango Intl. (DGO), you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW) in Chicago. Some flights may connect through major hubs like Mexico City Intl. (MEX), Dallas-Fort Worth Intl. (DFW) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Durango, Durango (DGO-Guadalupe Victoria Durango Intl.) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Guadalupe Victoria Durango Intl.
Destination airport
Midway Intl.
Airlines serving
Aeromexico, Delta, Frontier Airlines, Volaris
Roundtrip price
$498
Distance
1554 mi
Average flight time
4 hours 35 mins

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 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 2026. You can also book with separate airlines for your outbound and return journeys, from $219 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

*Flight schedules are subject to change.

*Available to One Key members.

 

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