Frontier's UpFront Plus seats offer a guaranteed empty middle seat for extra comfort.
Frontier offers Zone 1 boarding with a carry-on purchase or special fare bundle.
Round-trip from | $135 (Frontier) |
---|---|
One-way from | $68 (CheapOair) |
Popular in | May |
Cheapest in | September |
Average price | $194 |
Fly from
Fly to
Route
Depart
Return
Price
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 7/16
2:40 pm-5:03 pm
Nonstop2h 23m
Chicago Midway
Wed 7/23
6:02 pm-8:39 pm
Nonstop2h 37m
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Thu 8/14
9:40 pm-11:50 pm
Nonstop2h 10m
Chicago Midway
Mon 8/18
7:50 am-10:05 am
Nonstop2h 15m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 8/5
3:03 pm-7:36 pm
1 stop28h 33m
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Thu 11/13
10:40 pm-12:50 am
Nonstop2h 10m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Mon 9/1
5:45 am-12:28 pm
1 stop6h 43m
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Sat 12/6
3:45 pm-9:44 pm
1 stop5h 59m
Booking 88 days in advance of your planned departure date is, on average, the best time to get cheap flights from Dallas to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, April is the cheapest month in which you can book a flight from Dallas to Chicago Midway Airport (average of $160). Flying from Dallas to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 11% versus a flight in the afternoon.
Travelers seeking maximum savings on their Dallas to Chicago Midway Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Comfort
Entertainment
Overall
Food
Boarding
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Comfort
Entertainment
Overall
Food
Boarding
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Comfort
Entertainment
Overall
Food
Boarding
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Comfort
Entertainment
Overall
Food
Boarding
Crew
Reviews
Ila,Mar 2025
HOU - DAL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$58 | Average$172 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$147 | Average$296 | FlexibilityNo cancel fee | On-time63% |