Popular in | June |
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Cheapest in | December |
Round-trip from | $222 |
One-way from | $58 |
Monday is generally a great day to depart. Flying on this day could help you save up to 70%.
To save on the cost of your flight from Boston to Chicago Midway Airport, book at least 52 days before your planned departure. Booking around this time can save you about 38% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $279 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $328.
Flights from Boston to Chicago Midway Airport lean towards being more expensive in June. Prices are generally better when you fly from Boston to Chicago Midway Airport in January, with the cheapest ticket starting at $106.
Unlike at noon, when flights are generally more expensive, you can save up to 41% on flights from Boston to Chicago Midway Airport by exploring options for tickets in the morning.
Fly from
Fly to
Budget
$136 - $374
Route
Depart
Return
Price
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 8/14
1 stop7h 37m
Chicago Midway
Tue 8/20
1 stop10h 26m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Tue 8/20
1 stop7h 37m
Chicago Midway
Tue 8/27
1 stop10h 26m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 6/12
1 stop6h 43m
Chicago Midway
Tue 6/18
1 stop7h 42m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Wed 8/14
1 stop7h 37m
Chicago Midway
Sat 8/17
1 stop10h 26m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Fri 6/7
1 stop23h 39m
Chicago Midway
Tue 6/11
1 stop7h 42m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Thu 6/13
Nonstop2h 35m
Chicago Midway
Fri 6/14
Nonstop2h 15m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Sun 6/16
Nonstop2h 35m
Chicago Midway
Sat 6/22
2 stops6h 30m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 6/15
1 stop4h 28m
Chicago Midway
Sat 6/15
1 stop5h 11m
Boston Logan IntlChicago Midway
BOS - MDW
BOSMDW
Boston Logan Intl
Sat 6/15
1 stop20h 22m
Chicago Midway
Fri 6/21
1 stop10h 15m
CHI Temperature | 23 - 73.4 °F |
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Comfort
Crew
Entertainment
Food
Boarding
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
Entertainment
Food
Boarding
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
Entertainment
Food
Boarding
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
Entertainment
Food
Boarding
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
Entertainment
Food
Boarding
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
Entertainment
Food
Boarding
Overall
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
3%of flight departures | Early morningMidnight to 6 am |
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56%of flight departures | Morning6 am to noon |
27%of flight departures | AfternoonNoon to 6 pm |
14%of flight departures | Evening6 pm to midnight |
Sunday | 3daily flights |
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Monday | 5daily flights |
Tuesday | 4daily flights |
Wednesday | 4daily flights |
Thursday | 5daily flights |
Friday | 5daily flights |
Saturday | 2daily flights |
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Boston to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Boston to Midway for you. Better yet — we are completely free to use.
Certainly. Search results for flights to Midway from Boston shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Yes, Cheapflights offers price alerts on Boston to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.