
Keep the following information in mind while searching for Dallas to Illinois flight deals. Data was last updated November 10, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $170 (FlightHub) |
One-way from | $106 (Mytrip) |
Popular in | September |
Cheapest in | January |
Average price | $253 |
Fly from
Fly to
Route
Depart
Return
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Tue 12/22
8:10 pm-10:20 pm
Nonstop2h 10m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Fri 12/4
8:25 pm-10:40 pm
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DFW Dallas/Fort Worth - ORD Chicago O'Hare Intl
DFWORD
Dallas/Fort Worth
Sat 1/23
6:30 am-6:47 pm
2 stops12h 17m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 1/23
6:30 am-4:22 pm
2 stops9h 52m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Thu 2/4
2:10 pm-6:00 pm
1 stop3h 50m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Sat 2/20
10:40 am-4:45 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Sat 12/12
3:54 pm-10:54 pm
1 stop7h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 12/12
5:25 am-4:50 pm
2 stops11h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Mon 12/7
8:25 pm-10:40 pm
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Mon 12/21
6:05 am-12:10 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Everything you need to know about your flight from Dallas to Illinois
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Patricia,Oct 2026
DAL - TPA
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Patricia,Oct 2026
DAL - TPA
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Patricia,Oct 2026
DAL - TPA
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Patricia,Oct 2026
DAL - TPA
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Patricia,Oct 2026
DAL - TPA
Food
Overall
Entertainment
Boarding
Crew
Comfort
Reviews
Patricia,Oct 2026
DAL - TPA
Find useful and relevant information for your journey from Dallas to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$228 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$283 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$166 | Average$246 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$168 | Average$363 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$195 | Average$247 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$196 | Average$511 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$225 | Average$432 | FlexibilityNo cancel fee | On-time69% |