Travelers have found it’s best to book a flight 52 days in advance to save up to 38% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 52 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Boston to Illinois 1-2 weeks in advance for as low as $279, or $332 for flights within the next 24 hours.
The best pricing can be found in the month of January. Prices to Illinois from Boston average $271. You can even find prices in January for less than $271, as users have found deals to Illinois from as low as $106. The month of June appears to be one of the more expensive times to travel to Illinois from Boston. Flying in the targeted month can save you up to 18%.
When flying from Boston to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$51 - $157
Route
Depart
Return
Price
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/18
Nonstop2h 54m
Chicago O'Hare Intl
Tue 6/25
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Wed 9/11
Nonstop2h 52m
Chicago O'Hare Intl
Tue 9/17
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/2
Nonstop2h 54m
Chicago O'Hare Intl
Tue 7/16
Nonstop2h 26m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Sun 6/16
Nonstop2h 54m
Chicago O'Hare Intl
Tue 6/18
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Fri 9/20
Nonstop2h 52m
Chicago O'Hare Intl
Sat 9/21
Nonstop2h 18m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Mon 8/26
Nonstop2h 52m
Chicago O'Hare Intl
Wed 8/28
1 stop5h 45m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 8/14
1 stop13h 39m
Chicago Midway
Tue 8/20
1 stop10h 26m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/14
Nonstop2h 59m
Chicago O'Hare Intl
Sat 8/17
Nonstop2h 28m
Boston Logan IntlChicago O'Hare Intl
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/14
Nonstop2h 53m
Chicago O'Hare Intl
Sat 8/24
Nonstop2h 18m
No data available for this route at this time. Please check back soon.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Entertainment
Food
Boarding
Crew
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$37 | Average$140 | FlexibilityNo cancel fee | On-time65% |
Alaska Airlines | Cheapest$39 | Average$94 | FlexibilityNo cancel fee | On-time75% |
JetBlue | Cheapest$79 | Average$227 | FlexibilityNo cancel fee | On-time62% |
United Airlines | Cheapest$89 | Average$407 | FlexibilityNo cancel fee | On-time69% |
Delta | Cheapest$94 | Average$392 | FlexibilityNo cancel fee | On-timeN/A |
Frontier | Cheapest$95 | Average$145 | FlexibilityNo cancel fee | On-time62% |
American Airlines | Cheapest$114 | Average$461 | FlexibilityNo cancel fee | On-time71% |
12%of flight departures | Early morningMidnight to 6 am |
---|---|
29%of flight departures | Morning6 am to noon |
46%of flight departures | AfternoonNoon to 6 pm |
13%of flight departures | Evening6 pm to midnight |