$756 Cheap Flights from Dammam (DMM) to Chicago (MDW)

View $756 flight on Sun, Jan 11, 2026Opens in a new window

Popular airlines from Dammam (DMM-King Fahd Intl.) to Chicago Midway Airport (MDW)

Cheap Flights from Dammam to Chicago (DMM-MDW)

Prices were available within the past 7 days and start at $756 for one-way flights and $829 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

KLM
Wed, Oct 22 - Wed, Feb 11
DMM
Dammam
MDW
Chicago
$829 Roundtrip, found 3 days ago
$829
Roundtrip
found 3 days ago
Select KLM flight, departing Wed, Oct 22 from Dammam to Chicago, returning Wed, Feb 11, priced at $829 found 3 days ago
KLM
Wed, Sep 24 - Wed, Jan 21
DMM
Dammam
MDW
Chicago
$862 Roundtrip, found 1 day ago
$862
Roundtrip
found 1 day ago
Select KLM flight, departing Wed, Sep 24 from Dammam to Chicago, returning Wed, Jan 21, priced at $862 found 1 day ago
KLM
Thu, Oct 16 - Fri, Oct 24
DMM
Dammam
MDW
Chicago
$1,129 Roundtrip, found 1 day ago
$1,129
Roundtrip
found 1 day ago
Select KLM flight, departing Thu, Oct 16 from Dammam to Chicago, returning Fri, Oct 24, priced at $1,129 found 1 day ago
KLM
Sun, Jan 11 - Fri, Jun 5
DMM
Dammam
MDW
Chicago
$1,138 Roundtrip, found 1 day ago
$1,138
Roundtrip
found 1 day ago
Select KLM flight, departing Sun, Jan 11 from Dammam to Chicago, returning Fri, Jun 5, priced at $1,138 found 1 day ago
KLM
Fri, Oct 3 - Wed, Oct 15
DMM
Dammam
MDW
Chicago
$1,329 Roundtrip, found 20 hours ago
$1,329
Roundtrip
found 20 hours ago
Select KLM flight, departing Fri, Oct 3 from Dammam to Chicago, returning Wed, Oct 15, priced at $1,329 found 20 hours ago
Delta
Wed, Feb 4 - Thu, Feb 5
DMM
Dammam
MDW
Chicago
$1,371 Roundtrip, found 3 days ago
$1,371
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Feb 4 from Dammam to Chicago, returning Thu, Feb 5, priced at $1,371 found 3 days ago
KLM
Sun, Jan 11 - Fri, Jun 5
DMM
Dammam
MDW
Chicago
$1,404 Roundtrip, found 1 day ago
$1,404
Roundtrip
found 1 day ago
Select KLM flight, departing Sun, Jan 11 from Dammam to Chicago, returning Fri, Jun 5, priced at $1,404 found 1 day ago
Delta
Wed, Feb 4 - Thu, Feb 5
DMM
Dammam
MDW
Chicago
$1,521 Roundtrip, found 3 days ago
$1,521
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Feb 4 from Dammam to Chicago, returning Thu, Feb 5, priced at $1,521 found 3 days ago
KLM
Sun, Jan 11 - Fri, Jun 5
DMM
Dammam
MDW
Chicago
$1,549 Roundtrip, found 1 day ago
$1,549
Roundtrip
found 1 day ago
Select KLM flight, departing Sun, Jan 11 from Dammam to Chicago, returning Fri, Jun 5, priced at $1,549 found 1 day ago
KLM
Sun, Jan 11 - Fri, Jun 5
DMM
Dammam
MDW
Chicago
$1,553 Roundtrip, found 1 day ago
$1,553
Roundtrip
found 1 day ago
Select KLM flight, departing Sun, Jan 11 from Dammam to Chicago, returning Fri, Jun 5, priced at $1,553 found 1 day ago

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 $739
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $739
Flights from Dammam (DMM) to Chicago (MDW)
Origin airport
King Fahd Intl.
Destination airport
Midway Intl.
Airlines serving
KLM
Roundtrip price
$829
Distance
6996 mi

Dammam to Chicago Flights

The cheapest times to fly from Dammam 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 Dammam to Chicago are during the month of October. You can find some of the cheapest flights from Dammam to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Dammam to Chicago

Sunday is one of the best days to book for cheap flights from Dammam 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 Dammam 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 Dammam to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $756 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 Dammam 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 Dammam 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 King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $756 or cheap return flight from $829 from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW)?
October is the least expensive month to fly from DMM to MDW. Timing your trip outside of the busy season is often the key to scoring lower fares.
What is the cheapest airline that flies from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from DMM to MDW, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW)?
You'll need to catch a flight with a layover if you're traveling from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from DMM to MDW?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW)?
Book a flight from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures after this hour have a 22% higher chance of being canceled, on average.**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.
Is it cheaper to buy a plane ticket from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from DMM to MDW are generally more expensive. To secure the best prices, start searching for flights well in advance. That said, if you can play around with your travel dates, it's possible to land a cheap fare just before your departure.
Is it cheaper to book a DMM to MDW flight and hotel package?
You can save money by booking a DMM to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After selecting your preferred accommodations and flights, consider other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from King Fahd Intl. Airport (DMM) to Midway Intl. Airport (MDW)?
Generally, it's possible to cancel or reschedule your DMM to MDW flight. However, if it's been more than 24 hours since booking, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more details on our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.