
Keep the following information in mind while searching for Dallas to Illinois flight deals. Data was last updated October 30, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $170 (Cheapflightsfares) |
One-way from | $109 (Kissandfly.com) |
Popular in | September |
Cheapest in | January |
Average price | $308 |
Fly from
Fly to
Route
Depart
Return
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Sat 12/12
10:35 am-2:35 pm
1 stop4h 00m
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
Wed 12/16
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
6:20 am-11:59 am
1 stop5h 39m
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 12/5
5:30 am-10:28 am
1 stop4h 58m
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 12/5
5:30 am-1:56 pm
2 stops8h 26m
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
Tue 12/8
7:15 am-4:50 pm
2 stops9h 35m
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
Wed 11/25
9:50 pm-12:05 am
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
Tue 11/24
9:50 pm-12:05 am
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
Tue 2/16
7:00 am-4:37 pm
2 stops9h 37m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
DallasChicago
DAL Dallas Love Field - MDW Chicago Midway
DALMDW
Dallas Love Field
Mon 11/23
7:35 pm-12:10 am
1 stop4h 35m
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
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Boarding
Entertainment
Comfort
Food
Crew
Reviews
Patricia,Oct 2026
DAL - TPA
Overall
Boarding
Entertainment
Comfort
Food
Crew
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$67 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$283 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$165 | Average$360 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$166 | Average$246 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$194 | Average$509 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$195 | Average$247 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$225 | Average$432 | FlexibilityNo cancel fee | On-time69% |