Flights from Boston Airport BOS to Chicago Airport MDW
We've found the cheapest flights to Chicago
2 Airliners fly direct from Logan International to Midway, NetJets and Southwest Airlines. When flying from Logan International to Midway you will cover 1,381 Km (858 Miles) with the flight time at approximately 2 Hours 26 Minutes. The airport code for Logan International is BOS and for Midway it is MDW.
The cost of the air travel varies depending on what day you travel and the time of day. With the advent of cheap no frills flights it may be worth booking in advance if possible to get the best deal to Midway United States, perhaps late evening or midweek. Flights to Midway United States normally go up in price the nearer the travel date, so it would be advisable to book as early as possible.
There is a time difference of 6.0 GMT at Midway United States, so remember to alter your watch to the correct time upon your arrival.
If you plan on flying to Midway Airport (MDW) from Logan International Airport (BOS) you can pre-arrange your long or short term parking at Logan International Airport (BOS).
If you had a rental car at Midway Airport (MDW) and need to return it, find the nearest fuel station on your route to Midway Airport (MDW) and avoid excess fees.
Organise and book your choice of transport to Logan International Airport (BOS):
- Private Transfers to Logan International Airport (BOS)
- Buses to Logan International Airport (BOS)
- Taxis to Logan International Airport (BOS)
- Train Services to/near Logan International Airport (BOS)
Organise and book your choice of transport at Midway Airport (MDW):
- Car rental at Midway Airport (MDW)
- Midway Airport (MDW) Private Transfers
- Midway Airport (MDW) Buses
- Midway Airport (MDW) Taxis
- Midway Airport (MDW) Train Services
You can also research and pre-book a hotel near Midway Airport (MDW)
Below you will see all the airlines that fly from Logan International (BOS) to Midway (MDW) and the number of flights they operate each day.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 6 | 6 | 6 | 6 | 6 | 4 | 5 | 05:15 | 20:25 | VIEW FLIGHTS |
NetJets | 1 | 0 | 0 | 0 | 0 | 0 | 0 | 14:00 | 14:00 | VIEW FLIGHTS |
The greatest amount of direct flights offered from Logan International to Midway United States are by Southwest Airlines with around 39 flights a week. The earliest flight is available at 05:15 and the latest flights at 20:25 with the most popular flight number being WN1096, WN1375, WN1431 and WN1433.
www.southwest.com/?ref=southwestairlines.com is available for information regarding booking flights etc with Southwest Airlines.
Please see below the times of flights. These times and frequency may vary at different times of the year please visit the website for more information.

Day | Flight Times | Flights | ||||||||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Monday | 05:15
07:00
08:40
14:00
14:30
17:50
20:25
| VIEW FLIGHTS | ||||||||||||||||||||||||||||
Tuesday | 05:25
07:20
09:00
13:50
17:20
18:50
| VIEW FLIGHTS | ||||||||||||||||||||||||||||
Wednesday | 05:25
07:20
09:00
13:50
17:20
18:50
| VIEW FLIGHTS | ||||||||||||||||||||||||||||
Thursday | 05:15
07:00
08:40
14:30
17:50
20:25
| VIEW FLIGHTS | ||||||||||||||||||||||||||||
Friday | 05:15
07:00
08:40
14:30
17:50
20:25
| VIEW FLIGHTS | ||||||||||||||||||||||||||||
Saturday | 05:15
08:50
15:15
19:05
| VIEW FLIGHTS | ||||||||||||||||||||||||||||
Sunday | 05:30
08:30
13:45
17:40
19:35
| VIEW FLIGHTS |
You may also have a choice of an alternative airport when it comes to flying from Logan International and arriving at Midway. You can find details of this below.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Nantucket to Chicago Midway | 0 | 1,471 km (914 miles) | 2 Hours 33 Minutes |
Windsor Locks to Chicago Midway | 0 | 1,246 km (774 miles) | 2 Hours 17 Minutes |
Bridgeport to Chicago Midway | 0 | 1,218 km (757 miles) | 2 Hours 15 Minutes |
Bedford Hanscom to Chicago Midway | 0 | 1,358 km (844 miles) | 2 Hours 25 Minutes |
Westhampton to Chicago Midway | 0 | 1,267 km (787 miles) | 2 Hours 18 Minutes |
Hyannis to Chicago Midway | 0 | 1,447 km (899 miles) | 2 Hours 31 Minutes |
Islip to Chicago Midway | 0 | 1,228 km (763 miles) | 2 Hours 15 Minutes |
Manchester boston Regional to Chicago Midway | 0 | 1,345 km (835 miles) | 2 Hours 24 Minutes |
Providence to Chicago Midway | 0 | 1,353 km (840 miles) | 2 Hours 24 Minutes |
Portland to Chicago Midway | 0 | 1,437 km (893 miles) | 2 Hours 30 Minutes |
Before departing customs Logan International make sure that you do not exceed baggage allowances as excess charges may be considerable.
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Alternative Airports in United States with Connections from Logan Airport
- airplanemode_active Boston Airport to Washington Ronald Reagan Washington National 176 flights per week
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- airplanemode_active Boston Airport to Bedford Hanscom 15 flights per week
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- airplanemode_active Boston Airport to Cleveland Hopkins International 41 flights per week
- airplanemode_active Boston Airport to Bar Harbor 36 flights per week
- airplanemode_active Boston Airport to Richmond International 35 flights per week
- airplanemode_active Boston Airport to Austin bergstrom International 33 flights per week
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- airplanemode_active Boston Airport to New Orleans 15 flights per week
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- airplanemode_active Boston Airport to San Antonio International 8 flights per week
- airplanemode_active Boston Airport to Memphis 7 flights per week
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Useful Information about Logan Airport

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