DFW offers a DART Orange Line connecting downtown Dallas to the airport, with a station at Terminal A for easy access.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $83 (Super.com) |
One-way from | $42 (Trip.com) |
Popular in | May |
Cheapest in | February |
Average price | $177 |
Good round-trip deal | $118 or less |
Good one-way deal | $94 or less |
Fly from
Fly to
Route
Depart
Return
Price
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
mié. 1/14
5:25 am-10:27 am
1 stop5h 02m
Chicago Midway
mar. 1/20
6:14 pm-12:27 am
1 stop6h 13m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
sáb. 1/17
11:46 am-4:29 pm
1 stop4h 43m
Chicago Midway
mar. 1/20
6:14 pm-12:27 am
1 stop6h 13m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
mar. 1/13
11:58 am-4:29 pm
1 stop4h 31m
Chicago Midway
mié. 1/14
9:50 am-5:06 pm
1 stop7h 16m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
mié. 1/14
5:25 am-10:27 am
1 stop5h 02m
Chicago Midway
mié. 1/14
5:31 pm-12:27 am
1 stop6h 56m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
mié. 1/14
5:25 am-10:27 am
1 stop5h 02m
Chicago Midway
dom. 1/18
5:59 pm-12:27 am
1 stop6h 28m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
dom. 1/18
5:25 am-10:27 am
1 stop5h 02m
Chicago Midway
mar. 1/20
6:14 pm-12:27 am
1 stop6h 13m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
mar. 2/24
3:45 pm-10:44 pm
1 stop6h 59m
Chicago Midway
jue. 2/26
9:34 am-2:44 pm
1 stop5h 10m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
jue. 1/15
5:25 am-10:27 am
1 stop5h 02m
Chicago Midway
mar. 1/20
6:14 pm-12:27 am
1 stop6h 13m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
sáb. 2/7
10:50 am-4:16 pm
1 stop5h 26m
Chicago Midway
dom. 2/8
5:00 pm-11:19 pm
1 stop6h 19m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
mar. 3/3
5:22 am-11:59 am
1 stop6h 37m
Chicago Midway
dom. 3/8
6:35 pm-11:13 pm
1 stop4h 38m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Dallas/Fort Worth Airport to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, March is the cheapest month in which you can book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport (average of $50). Flying from Dallas/Fort Worth Airport to Chicago Midway Airport in April is currently the most expensive (average of $145). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Dallas/Fort Worth Airport to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 17% versus a flight in the afternoon.
Travelers seeking maximum savings on their Dallas/Fort Worth Airport to Chicago Midway Airport flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
About 21% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 146 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Over the last year, Frontier have had the lowest number of delays on this route, with just 21% of flights being delayed.
Comfort
Entertainment
Overall
Boarding
Crew
Food
Reviews
Ila,Mar 2025
HOU - DAL
Comfort
Entertainment
Overall
Boarding
Crew
Food
Reviews
Ila,Mar 2025
HOU - DAL
Comfort
Entertainment
Overall
Boarding
Crew
Food
Reviews
Ila,Mar 2025
HOU - DAL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$74 | Average$181 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$146 | Average$282 | FlexibilityNo cancel fee | On-time63% |