
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $89 (Expedia) |
One-way from | $48 (iWofly) |
Popular in | March |
Cheapest in | October |
Average price | $240 |
Good round-trip deal | $116 or less |
Good one-way deal | $78 or less |
Fly from
Fly to
Route
Depart
Return
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 5/2
5:45 am-12:43 pm
1 stop6h 58m
Chicago Midway
Sat 5/2
5:21 pm-12:32 am
1 stop7h 11m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 4/25
11:37 am-4:29 pm
1 stop4h 52m
Chicago Midway
Mon 4/27
6:38 pm-11:24 pm
1 stop4h 46m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Mon 6/1
5:20 am-12:42 pm
1 stop7h 22m
Chicago Midway
Fri 6/5
6:36 pm-11:11 pm
1 stop4h 35m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/26
5:20 am-1:01 pm
1 stop7h 41m
Chicago O'Hare Intl
Sun 6/7
7:10 am-2:41 pm
1 stop7h 31m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Thu 4/30
5:45 am-12:43 pm
1 stop6h 58m
Chicago Midway
Sun 5/3
6:38 pm-11:24 pm
1 stop4h 46m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 4/18
9:56 am-4:26 pm
1 stop6h 30m
Chicago Midway
Tue 4/21
9:27 am-2:15 pm
1 stop4h 48m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Sat 6/6
11:21 am-4:51 pm
1 stop5h 30m
Chicago O'Hare Intl
Sun 6/7
8:52 am-2:36 pm
1 stop5h 44m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Sun 6/7
5:19 am-10:45 am
1 stop5h 26m
Chicago O'Hare Intl
Tue 6/9
9:48 am-3:46 pm
1 stop5h 58m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Fri 6/5
3:10 pm-9:20 pm
1 stop6h 10m
Chicago O'Hare Intl
Wed 6/10
5:22 pm-10:36 pm
1 stop5h 14m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Fri 6/5
1:29 pm-6:33 pm
1 stop5h 04m
Chicago Midway
Tue 6/9
9:17 am-2:36 pm
1 stop5h 19m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
Booking 78 days in advance of your planned departure date is, on average, the best time to get cheap flights from Dallas/Fort Worth Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, March is the cheapest month in which you can book a flight from Dallas/Fort Worth Airport to Chicago (average of $53). Flying from Dallas/Fort Worth Airport to Chicago in August is currently the most expensive (average of $111). 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, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 59% versus a flight at noon.
Travelers seeking maximum savings on their Dallas/Fort Worth Airport to Chicago flight should consider departing on Saturday evenings 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.
The most flights from DFW to CHI are scheduled on a Tuesday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 on average).
About 18% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 150 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Thursday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 13% of flights being delayed.
Boarding
Crew
Entertainment
Overall
Comfort
Food
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Crew
Entertainment
Overall
Comfort
Food
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Crew
Entertainment
Overall
Comfort
Food
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Crew
Entertainment
Overall
Comfort
Food
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Crew
Entertainment
Overall
Comfort
Food
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Crew
Entertainment
Overall
Comfort
Food
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$64 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$64 | Average$149 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$89 | Average$215 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$261 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$154 | Average$294 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$293 | FlexibilityNo cancel fee | On-time71% |