
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $117 (Delta) |
One-way from | $59 (United Airlines) |
Popular in | November |
Cheapest in | February |
Average price | $473 |
Good round-trip deal | $271 or less |
Good one-way deal | $225 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 12/11
10:35 am-1:59 pm
Nonstop2h 24m
Boston Logan Intl
Sun 12/14
12:50 pm-2:47 pm
Nonstop2h 57m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 12/25
6:15 pm-9:35 pm
Nonstop2h 20m
Boston Logan Intl
Thu 1/1
5:30 am-7:15 am
Nonstop2h 45m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 12/12
7:10 pm-10:34 pm
Nonstop2h 24m
Boston Logan Intl
Sun 12/14
12:50 pm-2:47 pm
Nonstop2h 57m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 12/11
6:15 pm-9:35 pm
Nonstop2h 20m
Boston Logan Intl
Sun 12/14
5:15 am-7:00 am
Nonstop2h 45m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 2/14
7:05 am-10:40 am
Nonstop2h 35m
Boston Logan Intl
Sat 2/21
5:15 pm-7:26 pm
Nonstop3h 11m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 12/6
11:25 am-2:49 pm
Nonstop2h 24m
Boston Logan Intl
Sun 12/7
8:30 am-10:35 am
Nonstop3h 05m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 12/5
8:38 pm-12:06 am
Nonstop2h 28m
Boston Logan Intl
Sun 12/7
8:30 am-10:35 am
Nonstop3h 05m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 12/24
7:41 pm-11:10 pm
Nonstop2h 29m
Boston Logan Intl
Wed 12/31
4:31 pm-6:46 pm
Nonstop3h 15m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Tue 12/9
1:30 pm-4:45 pm
Nonstop2h 15m
Boston Logan Intl
Tue 12/16
7:45 am-1:00 pm
2 stops6h 15m
ChicagoBoston
MDW - BOS
MDWBOS
Chicago Midway
Thu 12/11
9:20 am-4:35 pm
1 stop6h 15m
Boston Logan Intl
Sat 12/13
5:20 am-7:05 am
Nonstop2h 45m
Currently, October is the cheapest month in which you can book a flight from Chicago to Maine (average of $205). Flying from Chicago to Maine in November is currently the most expensive (average of $289). 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.
When flying from Chicago to Maine, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 40% versus a flight in the morning.
Travelers seeking maximum savings on their Chicago to Maine flight should consider departing on Sunday afternoons when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to USME are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).
Comfort
Entertainment
Boarding
Overall
Food
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Entertainment
Boarding
Overall
Food
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Entertainment
Boarding
Overall
Food
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Entertainment
Boarding
Overall
Food
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Entertainment
Boarding
Overall
Food
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Comfort
Entertainment
Boarding
Overall
Food
Crew
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$163 | Average$413 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$420 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$376 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$313 | Average$411 | FlexibilityNo cancel fee | On-time63% |