$83 Find Cheap Flights from Dallas to Chicago Midway Airport - Compare and Save

Among airlines operating Dallas to Chicago Midway Airport flights:

• Frontier: offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

2 airlines operate flights between Dallas and Chicago Midway Airport. The airlines offering nonstop flights on this route include:

• Southwest
• Frontier

Flights from Dallas to Chicago Midway Airport may depart from several airports in Dallas area, including Dallas Addison (ADS), Dallas Love Field (DAL) and Dallas/Fort Worth (DFW). Flights usually arrive at Chicago Midway (MDW).

Here are some options for this route, based on selected ticket types and cabin classes:

• Frontier: a cabin bag and a checked bag in Economy Class
• Southwest: a cabin bag and a checked bag in Economy Class
• JetBlue: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Two cabin classes are available on flights from Dallas to Chicago Midway Airport:

• Economy Class
• Business Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $171 round-trip via Orlando (MCO), compared to $236 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from Dallas to Chicago Midway Airport most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 25% of one-stop connections
• Orlando (MCO) - 17% of one-stop connections
• Lambert-St Louis (STL) - 8% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 28% on the Dallas to Chicago Midway Airport route. Wednesday is the cheapest departure day at $224 round-trip on average, while Sunday is the most expensive at $308, a difference of $84. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Dallas to Chicago Midway Airport route, 25% of flights were delayed in the past 3 months, with delays averaging 2 hours 33 minutes.

Morning is the busiest departure period on Dallas to Chicago Midway Airport flights, with 38% of flights leaving in that window. Afternoon departures account for 25%, evening flights for 25%, and night flights for 12%.

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

These are the earliest and latest flight times available from Dallas to Chicago Midway Airport:

• Earliest: departs at 5:01 am and lands at 7:15 am
• Latest: departs at 10:55 pm and lands at 1:09 am.

The flight takes about 2h 14m.

Last-minute fares on this route - booked within 2 weeks of departure - run 30% above the route average of $235. Book 6 weeks before departure for the lowest fares.

A nonstop flight from Dallas to Chicago Midway Airport takes 2h 14m, covering 795 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $180 to $1,582. That means the highest observed fare was about 9x higher than the lowest one.

One-way fares from Dallas to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $114, which is 31% below the typical average for this route.

Frontier is the only airline operating Dallas to Chicago Midway Airport flights. 75% of its flights are on time.

Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 3h 40m, compared with 5h 37m via Detroit Metropolitan Wayne County (DTW) and 6h 00m via Atlanta Hartsfield-Jackson (ATL).

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Round-trip flights from Dallas to Chicago Midway Airport range from $153 to $342, with an average of $235 over the past 12 months. Anything below $153 counts as a good deal.

JetBlue is the only airline on the Dallas to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.