
Discover tips and strategies to find the most affordable flight options for your journey from Ontario (ONT) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $264 (Southwest) |
One-way from | $108 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $437 |
Good round-trip deal | $377 or less |
Good one-way deal | $169 or less |
Fly from
Fly to
Route
Depart
Return
OntarioChicago
ONT Ontario - MDW Chicago Midway
ONTMDW
Ontario
Tue 12/15
6:00 am-4:50 pm
2 stops8h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - MDW Chicago Midway
ONTMDW
Ontario
Tue 1/26
11:15 am-7:25 pm
1 stop6h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - MDW Chicago Midway
ONTMDW
Ontario
Wed 1/13
1:07 pm-10:17 pm
1 stop7h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - MDW Chicago Midway
ONTMDW
Ontario
Wed 12/16
8:40 am-7:50 pm
2 stops9h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - ORD Chicago O'Hare Intl
ONTORD
Ontario
Tue 12/15
6:00 am-4:43 pm
2 stops8h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - ORD Chicago O'Hare Intl
ONTORD
Ontario
Wed 12/23
10:35 pm-12:46 pm
2 stops12h 11m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - ORD Chicago O'Hare Intl
ONTORD
Ontario
Thu 12/17
1:11 pm-9:56 pm
1 stop6h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - MDW Chicago Midway
ONTMDW
Ontario
Sun 2/7
8:50 pm-5:45 am
1 stop6h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - MDW Chicago Midway
ONTMDW
Ontario
Fri 11/13
11:10 pm-10:24 am
1 stop9h 14m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
OntarioChicago
ONT Ontario - MDW Chicago Midway
ONTMDW
Ontario
Sat 4/17
12:00 pm-10:10 pm
1 stop8h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
Everything you need to know about your flight from Ontario to Chicago
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Overall
Boarding
Crew
Food
Comfort
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Find useful and relevant information for your journey from Ontario to Chicago. 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$118 | Average$336 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$160 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$253 | Average$498 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$272 | Average$446 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$406 | FlexibilityNo cancel fee | On-time71% |