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Cheap flights from Durango to Chicago from $271

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Durango to Chicago departing on 5/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Durango to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
Volaris Logo
4:15 pm - 7:00 pm
MDW
-
DGO
3h 45mnonstop
$455Volaris
Sat, Sep 12 - Thu, Sep 17
Delta Logo
6:02 am - 9:46 pm
DGO
-
MDW
14h 44m
2 stops
Delta Logo
1:05 pm - 10:53 pm
MDW
-
DGO
10h 48m
2 stops
$491Delta
Thu, Sep 10 - Mon, Sep 14
Delta Logo
6:02 am - 9:46 pm
DGO
-
MDW
14h 44m
2 stops
Delta Logo
6:00 am - 10:53 pm
MDW
-
DGO
17h 53m
2 stops
$518Delta
Fri, Sep 18 - Thu, Sep 24
Delta Logo
8:57 am - 9:46 pm
DGO
-
MDW
11h 49m
2 stops
Delta Logo
6:00 am - 7:38 pm
MDW
-
DGO
14h 38m
2 stops
$522Delta
Fri, Sep 18 - Thu, Sep 24
Delta Logo
6:02 am - 9:46 pm
DGO
-
MDW
14h 44m
2 stops
Delta Logo
6:00 am - 10:53 pm
MDW
-
DGO
17h 53m
2 stops
$524Delta
Fri, Sep 18 - Thu, Sep 24
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
Volaris Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
$552Volaris
Thu, Jun 11 - Sat, Jun 13
Delta Logo
6:02 am - 9:46 pm
DGO
-
MDW
14h 44m
2 stops
Delta Logo
6:00 am - 10:53 pm
MDW
-
DGO
17h 53m
2 stops
$555Delta
Sat, Sep 12 - Thu, Sep 17
Volaris Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
Volaris Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
$581Volaris
Thu, Jun 11 - Thu, Jun 18
Volaris Logo
10:26 am - 2:51 pm
DGO
-
MDW
3h 25mnonstop
Volaris Logo
8:23 pm - 5:54 pm
MDW
-
DGO
22h 31m
1 stop
$587Volaris
Sat, May 30 - Sun, Jun 28
Multiple Airlines Logo
10:16 am - 2:51 pm
DGO
-
MDW
3h 35mnonstop
Multiple Airlines Logo
4:15 pm - 6:55 pm
MDW
-
DGO
3h 40mnonstop
$592Multiple Airlines
Thu, Jun 11 - Thu, Jun 18

Delta flights from Durango to Chicago Midway Airport

Our best Delta deals on Durango to Chicago Midway Airport flight tickets
Delta
Sep 10
DGO6:02 amDurango Guadalupe Victoria
14h 44m
2 stops
MDW9:46 pmChicago Midway
Sep 14
MDW1:05 pmChicago Midway
10h 48m
2 stops
DGO10:53 pmDurango Guadalupe Victoria
$491
Delta
Sep 18
DGO6:02 amDurango Guadalupe Victoria
14h 44m
2 stops
MDW9:46 pmChicago Midway
Sep 24
MDW6:00 amChicago Midway
17h 53m
2 stops
DGO10:53 pmDurango Guadalupe Victoria
$518
Delta
Sep 18
DGO6:02 amDurango Guadalupe Victoria
14h 44m
2 stops
MDW9:46 pmChicago Midway
Sep 24
MDW6:00 amChicago Midway
17h 53m
2 stops
DGO10:53 pmDurango Guadalupe Victoria
$519

Volaris flights from Durango to Chicago Midway Airport

Our best Volaris deals on Durango to Chicago Midway Airport flight tickets
Volaris
Sep 12
DGO10:16 amDurango Guadalupe Victoria
3h 35m
MDW2:51 pmChicago Midway
Sep 17
MDW4:15 pmChicago Midway
3h 45m
DGO7:00 pmDurango Guadalupe Victoria
$455
Volaris
Jun 11
DGO10:16 amDurango Guadalupe Victoria
3h 35m
MDW2:51 pmChicago Midway
Jun 13
MDW4:15 pmChicago Midway
3h 40m
DGO6:55 pmDurango Guadalupe Victoria
$552
Volaris
Jun 11
DGO10:16 amDurango Guadalupe Victoria
3h 35m
MDW2:51 pmChicago Midway
Jun 18
MDW4:15 pmChicago Midway
3h 40m
DGO6:55 pmDurango Guadalupe Victoria
$581

momondo Fare Finder

 
Customize your flight search to find flights from Durango to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 17, 2026.
Use the filters below to find and compare flights from Durango to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Sat 9/12

10:16 am-2:51 pm

Nonstop3h 35m

Chicago Midway

Thu 9/17

4:15 pm-7:00 pm

Nonstop3h 45m

$455

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Thu 9/10

6:02 am-9:46 pm

2 stops14h 44m

Chicago Midway

Mon 9/14

1:05 pm-10:53 pm

2 stops10h 48m

$491

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Fri 9/18

6:02 am-9:46 pm

2 stops14h 44m

Chicago Midway

Thu 9/24

6:00 am-10:53 pm

2 stops17h 53m

$518

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Fri 9/18

8:57 am-9:46 pm

2 stops11h 49m

Chicago Midway

Thu 9/24

6:00 am-7:38 pm

2 stops14h 38m

$522

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Fri 9/18

6:02 am-9:46 pm

2 stops14h 44m

Chicago Midway

Thu 9/24

6:00 am-10:53 pm

2 stops17h 53m

$524
Quickest round-trip

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Thu 6/11

10:16 am-2:51 pm

Nonstop3h 35m

Chicago Midway

Sat 6/13

4:15 pm-6:55 pm

Nonstop3h 40m

$552

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Sat 9/12

6:02 am-9:46 pm

2 stops14h 44m

Chicago Midway

Thu 9/17

6:00 am-10:53 pm

2 stops17h 53m

$555

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Thu 6/11

10:16 am-2:51 pm

Nonstop3h 35m

Chicago Midway

Thu 6/18

4:15 pm-6:55 pm

Nonstop3h 40m

$581

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Sat 5/30

10:26 am-2:51 pm

Nonstop3h 25m

Chicago Midway

Sun 6/28

8:23 pm-5:54 pm

1 stop22h 31m

$587

DurangoChicago

DGO - MDW

DGOMDW

Durango Guadalupe Victoria

Thu 6/11

10:16 am-2:51 pm

Nonstop3h 35m

Chicago Midway

Thu 6/18

4:15 pm-6:55 pm

Nonstop3h 40m

$592

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Durango 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 typical price of a round-trip flight between Durango and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Durango, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Durango during the month February is also very affordable. Most momondo users find prices during this month for around $0.

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Durango. The lowest ticket price found for a Wednesday departure recently was $184. 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, Saturday is the most expensive day to depart from Durango because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $382.

What is the cheapest Durango Guadalupe Victoria to Chicago Midway flight route?

Fly from Durango Guadalupe Victoria to Chicago Midway for the best Durango Guadalupe Victoria - Chicago Midway flight prices

Can stopping save me money on Durango to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Durango to Chicago Midway Airport.

How have Durango to Chicago Midway Airport flight prices changed over time?

As of May 2026, prices for Durango to Chicago Midway Airport flights are approximately 40% more expensive when compared to flights at the same time last year.

When to book flights from Durango to Chicago Midway Airport

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

Cheap Durango to Chicago Midway Airport (DGO to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Durango to Chicago Midway Airport

Best Price Found

$287

Fastest flight time

3h 25m

Direct flights

Wed, Fri and Sun
The best one-way flight to Chicago Midway Airport from Durango in the past 72 hours is $287. The best round-trip flight deal from Durango to Chicago Midway Airport found on momondo in the last 72 hours is $247.
The fastest flight from Durango to Chicago Midway Airport takes 3h 25m
Direct flights go from Durango to Chicago Midway Airport on Wednesday, Friday and Sunday. There are no airlines offering direct flights.
Search flight deals

Frequently asked questions about flying from Durango to Chicago Midway Airport

  • How far is Durango Guadalupe Victoria to Chicago Midway by plane?

    The distance between Durango Guadalupe Victoria and Chicago Midway is about 1564.1 mi. In terms of flight time, this usually takes a little over 3h 25m.

  • When did momondo last update prices for flights from Durango Guadalupe Victoria Airport to Chicago Midway Airport?

    Prices for flights from Durango Guadalupe Victoria Airport to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Durango Guadalupe Victoria Airport to Chicago Midway Airport?

    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 Durango Guadalupe Victoria Airport to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Durango to Chicago Midway Airport?

Traveling to a place near Chicago?

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

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Durango to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Durango to Chicago flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Durango. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Chicago from Durango. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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