Find Cheap Flights from Chicago Midway to Boston Logan International (MDW - BOS)

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Chicago Midway to Boston Logan International Flight Information

Avg. Flight Duration 2h 27m
Flights Arrive in Boston Logan International
Flights Depart from Chicago Midway
Flight Price $160
Distance 858 miles
Airlines Delta, Major Airline

Good to Know

Good Deal:
$202
or less round-trip within
2 months
of travel is a good deal

When to Book Flights from Chicago Midway to Boston Logan International

Estimated round-trip price
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

The cheapest flight from Chicago Midway to Boston Logan International was found 52 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
Morning departure is around 84% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago Midway to Boston Logan International Flights

How long does a flight from Chicago Midway to Boston Logan International take?
An average nonstop flight takes 2h 15m, covering a distance of 858 miles.
How many flights are there between Chicago Midway and Boston Logan International?
There are 16 (nonstop) flights between Chicago Midway and Boston Logan International per week, averaging 2 per day.
Which airlines provide the cheapest flights from Chicago Midway to Boston Logan International?
In the past 3 days, the cheapest round-trip tickets were found on Delta ($160)
Do I need a passport to fly between Chicago Midway and Boston Logan International?
No.
Which airlines fly most frequently between Chicago Midway and Boston Logan International?
Southwest (2 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to Boston Logan International?
For Chicago Midway to Boston Logan International, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Boston Logan International back to Chicago Midway, the best deals are generally found on Tuesday, with Wednesday being the most expensive.

Find the Flight That Suits You Best

Wed 1/16
Wed 1/23
Any month
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Cheapest

Airline
Departure & Arrival Time
Stops
Duration
Delta Delta
MDW-BOS
8:20a - 7:30a
1 stop
5h 02m
MDW-BOS
$160
Delta
Delta Delta
BOS - MDW
7:30a - 8:20a
1 stop
4h 42m
BOS - MDW
View Deal

Best

Airline
Departure & Arrival Time
Stops
Duration
Delta Delta
MDW-BOS
8:20a - 7:30a
1 stop
5h 02m
MDW-BOS
$160
Delta
Delta Delta
BOS - MDW
7:30a - 8:20a
1 stop
4h 42m
BOS - MDW
View Deal

Quickest

Airline
Departure & Arrival Time
Stops
Duration
Major Airline Major Airline
MDW-BOS
6:00p - 1:15a
nonstop
2h 15m
MDW-BOS
$179
FlightNetwork
Major Airline Major Airline
BOS - MDW
1:15a - 6:00p
nonstop
2h 40m
BOS - MDW
View Deal

Earliest

Airline
Departure & Arrival Time
Stops
Duration
Delta Delta
MDW-BOS
8:20a - 7:30a
1 stop
5h 02m
MDW-BOS
$160
Delta
Delta Delta
BOS - MDW
7:30a - 8:20a
1 stop
4h 42m
BOS - MDW
View Deal
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.