Popular in | June |
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Cheapest in | January |
Round-trip from | $218 |
One-way from | $31 |
Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Boston. Check prices with Cheapflights to find a great deal for your trip.
Travelers have found it’s best to book a flight 51 days in advance to save up to 42% 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 51 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 Chicago to Boston 1-2 weeks in advance for as low as $263, or $346 for flights within the next 24 hours.
January is one of the best times of the year to fly to Boston from Chicago. Prices for January average $267 per person but you can even find prices for as low as $99. The most expensive prices can be found in the month of June. Opting for a January flight can save you 17% on your journey compared to booking in June
It’s typically best to fly out from Chicago to Boston in the evening. Doing so could potentially save you 20% on the flight price compared to flying at noon, which is usually more expensive.
Fly from
Fly to
Budget
$42 - $156
Route
Depart
Return
Price
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 9/4
Nonstop2h 28m
Boston Logan Intl
Wed 9/11
Nonstop2h 52m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 8/20
Nonstop2h 28m
Boston Logan Intl
Tue 8/27
Nonstop2h 53m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 6/26
Nonstop2h 29m
Boston Logan Intl
Tue 7/2
Nonstop2h 54m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 6/25
Nonstop2h 28m
Boston Logan Intl
Tue 7/2
Nonstop2h 54m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Mon 6/17
Nonstop2h 28m
Boston Logan Intl
Tue 6/18
Nonstop2h 54m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 8/21
1 stop5h 45m
Boston Logan Intl
Tue 8/27
Nonstop2h 53m
Chicago MidwayBoston Logan Intl
MDW - BOS
MDWBOS
Chicago Midway
Tue 8/20
1 stop10h 26m
Boston Logan Intl
Tue 8/27
1 stop7h 37m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/17
Nonstop2h 28m
Boston Logan Intl
Wed 8/28
Nonstop3h 01m
Chicago O'Hare IntlBoston Logan Intl
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 8/20
1 stop5h 13m
Boston Logan Intl
Tue 8/27
1 stop8h 38m
BOS Temperature | 30.2 - 73.4 °F |
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If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
Comfort
Crew
Boarding
Entertainment
Food
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Crew
Boarding
Entertainment
Food
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Crew
Boarding
Entertainment
Food
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Crew
Boarding
Entertainment
Food
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Crew
Boarding
Entertainment
Food
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Comfort
Crew
Boarding
Entertainment
Food
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$47 | Average$140 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$63 | Average$329 | FlexibilityNo cancel fee | On-timeN/A |
JetBlue | Cheapest$68 | Average$223 | FlexibilityNo cancel fee | On-time62% |
Alaska Airlines | Cheapest$69 | Average$148 | FlexibilityNo cancel fee | On-time75% |
United Airlines | Cheapest$84 | Average$317 | FlexibilityNo cancel fee | On-time69% |
Frontier | Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% |
American Airlines | Cheapest$119 | Average$278 | FlexibilityNo cancel fee | On-time71% |
8%of flight departures | Early morningMidnight to 6 am |
---|---|
31%of flight departures | Morning6 am to noon |
47%of flight departures | AfternoonNoon to 6 pm |
14%of flight departures | Evening6 pm to midnight |
Sunday | 60daily flights |
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Monday | 65daily flights |
Tuesday | 57daily flights |
Wednesday | 57daily flights |
Thursday | 60daily flights |
Friday | 58daily flights |
Saturday | 44daily flights |