
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $118 (Flysmarter) |
One-way from | $60 (Flysmarter) |
Popular in | April |
Cheapest in | September |
Average price | $247 |
Good round-trip deal | $200 or less |
Good one-way deal | $131 or less |
Fly from
Fly to
Route
Depart
Return
Price
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 12/4
4:05 pm-6:02 pm
Nonstop2h 57m
Chicago O'Hare Intl
Sun 12/7
7:10 am-10:36 am
Nonstop2h 26m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 11/5
8:30 am-10:35 am
Nonstop3h 05m
Chicago O'Hare Intl
Wed 11/12
6:55 pm-10:27 pm
Nonstop2h 32m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 11/6
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Sun 11/9
6:15 am-9:30 am
Nonstop2h 15m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 11/10
3:55 pm-5:55 pm
Nonstop3h 00m
Chicago O'Hare Intl
Wed 11/12
6:55 pm-10:27 pm
Nonstop2h 32m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 11/11
8:30 am-10:35 am
Nonstop3h 05m
Chicago O'Hare Intl
Thu 11/13
11:20 am-2:44 pm
Nonstop2h 24m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 11/10
8:30 am-10:35 am
Nonstop3h 05m
Chicago O'Hare Intl
Thu 11/13
11:20 am-2:44 pm
Nonstop2h 24m
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Tue 11/11
5:30 am-7:15 am
Nonstop2h 45m
Chicago Midway
Sun 11/16
5:00 am-12:50 pm
1 stop6h 50m
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Fri 11/14
6:50 pm-11:30 pm
1 stop5h 40m
Chicago Midway
Sat 11/15
9:50 am-1:10 pm
Nonstop2h 20m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 1/21
4:10 pm-6:19 pm
Nonstop3h 09m
Chicago O'Hare Intl
Mon 1/26
2:24 pm-5:53 pm
Nonstop2h 29m
BostonChicago
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 11/19
5:30 am-7:15 am
Nonstop2h 45m
Chicago Midway
Sat 11/22
4:05 pm-12:10 am
1 stop7h 05m
Currently, November is the cheapest month in which you can book a flight from Boston to Illinois (average of $88). Flying from Boston to Illinois in December is currently the most expensive (average of $125). 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.
One of the essential ways to save on airfare from Boston to Illinois is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 42% on airfare.
Travelers seeking maximum savings on their Boston to Illinois flight should consider departing on Thursday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Boarding
Overall
Comfort
Food
Entertainment
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Comfort
Food
Entertainment
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Comfort
Food
Entertainment
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Comfort
Food
Entertainment
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Comfort
Food
Entertainment
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Overall
Comfort
Food
Entertainment
Crew
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$227 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$75 | Average$195 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$89 | Average$116 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$116 | Average$291 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$117 | Average$238 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$129 | Average$495 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$136 | Average$429 | FlexibilityNo cancel fee | On-time71% |