
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $80 (Kiwi.com) |
One-way from | $54 (Super.com) |
Popular in | August |
Cheapest in | January |
Average price | $206 |
Good round-trip deal | $58 or less |
Good one-way deal | $37 or less |
Fly from
Fly to
Route
Depart
Return
Price
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Fri 4/3
8:55 pm-11:13 pm
Nonstop2h 18m
Chicago Midway
Mon 4/6
5:11 pm-8:00 pm
Nonstop2h 49m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Thu 3/5
1:36 pm-12:40 am
1 stop11h 04m
Chicago O'Hare Intl
Sat 3/7
5:44 pm-8:38 pm
Nonstop2h 54m
NewarkChicago
EWR - ORD
EWRORD
Newark
Wed 4/1
10:54 pm-12:22 am
Nonstop2h 28m
Chicago O'Hare Intl
Mon 4/6
6:01 pm-9:09 pm
Nonstop2h 08m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Thu 3/5
7:40 am-9:22 am
Nonstop2h 42m
Chicago O'Hare Intl
Fri 3/6
5:58 pm-8:59 pm
Nonstop2h 01m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 3/11
8:46 am-10:19 pm
1 stop13h 33m
Chicago Midway
Thu 3/12
4:55 pm-7:38 pm
Nonstop2h 43m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Fri 5/15
8:03 pm-10:21 pm
Nonstop2h 18m
Chicago Midway
Sun 5/17
2:20 pm-11:05 pm
1 stop8h 45m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Fri 5/8
8:03 pm-10:21 pm
Nonstop2h 18m
Chicago Midway
Sun 5/10
2:20 pm-11:05 pm
1 stop8h 45m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Sat 3/7
3:20 pm-5:05 pm
Nonstop2h 45m
Chicago O'Hare Intl
Sun 3/8
6:00 am-9:12 am
Nonstop2h 12m
NewarkChicago
EWR - ORD
EWRORD
Newark
Sat 3/28
10:54 pm-12:22 am
Nonstop2h 28m
Chicago O'Hare Intl
Tue 3/31
6:01 pm-9:09 pm
Nonstop2h 08m
NewarkChicago
EWR - ORD
EWRORD
Newark
Thu 3/19
10:54 pm-12:22 am
Nonstop2h 28m
Chicago O'Hare Intl
Sun 3/22
6:01 pm-9:09 pm
Nonstop2h 08m
Currently, December is the cheapest month in which you can book a flight from USA to Chicago (average of $48). Flying from USA to Chicago in June is currently the most expensive (average of $80). 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.
A simple way to save on the total cost of your ticket is to fly from USA to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 27% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their USA to Chicago flight should consider departing on Wednesday mornings 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.
About 14% of weekly flights between United States 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 Sunday 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 10% of flights being delayed.
Entertainment
Overall
Comfort
Boarding
Food
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Overall
Comfort
Boarding
Food
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Overall
Comfort
Boarding
Food
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Overall
Comfort
Boarding
Food
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Overall
Comfort
Boarding
Food
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Entertainment
Overall
Comfort
Boarding
Food
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$43 | Average$189 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$45 | Average$160 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$67 | Average$245 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$76 | Average$319 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$91 | Average$184 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$101 | Average$277 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$117 | Average$293 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$117 | Average$329 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$128 | Average$281 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$130 | Average$294 | FlexibilityNo cancel fee | On-time83% |