Frontier's UpFront Plus seats guarantee an empty middle seat for added comfort.
Book early morning flights to avoid delays; Frontier often experiences carry-over delays.

Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $84 (Priceline) |
One-way from | $39 (Frontier) |
Popular in | June |
Cheapest in | February |
Average price | $197 |
Good round-trip deal | $107 or less |
Good one-way deal | $69 or less |
Fly from
Fly to
Route
Depart
Return
Price
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Thu 1/15
3:00 pm-5:20 pm
Nonstop2h 20m
Chicago Midway
Sun 1/18
11:05 am-1:48 pm
Nonstop2h 43m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Fri 1/9
7:00 am-9:29 am
Nonstop2h 29m
Chicago O'Hare Intl
Fri 1/9
3:35 pm-6:21 pm
Nonstop2h 46m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Mon 1/19
7:00 am-9:29 am
Nonstop2h 29m
Chicago O'Hare Intl
Thu 1/22
3:35 pm-6:21 pm
Nonstop2h 46m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Thu 1/22
5:22 pm-9:42 pm
1 stop28h 20m
Chicago O'Hare Intl
Sun 1/25
12:07 pm-9:45 am
1 stop21h 38m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Sun 1/18
6:05 am-12:08 pm
1 stop6h 03m
Chicago O'Hare Intl
Sat 1/24
6:03 am-10:53 pm
1 stop16h 50m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Thu 1/8
7:00 am-9:29 am
Nonstop2h 29m
Chicago O'Hare Intl
Thu 1/8
3:53 pm-11:13 pm
1 stop7h 20m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Mon 1/19
1:00 pm-3:19 pm
Nonstop2h 19m
Chicago Midway
Mon 1/26
5:01 pm-10:53 pm
1 stop5h 52m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 12/30
8:57 pm-9:58 pm
1 stop25h 01m
Chicago Midway
Sat 1/3
7:05 am-9:48 am
Nonstop2h 43m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 12/30
11:42 am-1:59 pm
Nonstop2h 17m
Chicago Midway
Sun 1/4
8:00 am-10:42 am
Nonstop2h 42m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Thu 1/8
11:06 am-5:52 pm
1 stop6h 46m
Chicago O'Hare Intl
Mon 1/12
7:20 am-7:06 am
2 stops23h 46m
| 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 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 $50). Flying from Dallas/Fort Worth Airport to Chicago in August is currently the most expensive (average of $112). 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 64% versus a flight at noon.
Travelers seeking maximum savings on their Dallas/Fort Worth Airport to Chicago flight should consider departing on Saturday 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.
The most flights from DFW to CHI are scheduled on a Friday (78 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 on average).
About 16% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 152 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.
Tuesday tends to have the lowest number of delays on this route, whereas Wednesday 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 11% of flights being delayed.
Food
Comfort
Crew
Entertainment
Boarding
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Food
Comfort
Crew
Entertainment
Boarding
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Food
Comfort
Crew
Entertainment
Boarding
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Food
Comfort
Crew
Entertainment
Boarding
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Food
Comfort
Crew
Entertainment
Boarding
Overall
Reviews
Ila,Mar 2025
HOU - DAL
Food
Comfort
Crew
Entertainment
Boarding
Overall
Reviews
Ila,Mar 2025
HOU - DAL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$133 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$65 | Average$176 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$109 | Average$228 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$147 | Average$270 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$157 | Average$291 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$159 | Average$296 | FlexibilityNo cancel fee | On-time69% |