Flights from Boston Airport BOS to Chicago Airport MDW
We've found the cheapest flights to Chicago
You have the option of only 1 airline if you want to depart Logan International to Midway United States. 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 | 5 | 3 | 3 | 5 | 5 | 4 | 5 | 05:15 | 20:20 | VIEW FLIGHTS |
The greatest amount of direct flights offered from Logan International to Midway United States are by Southwest Airlines with around 30 flights a week. The earliest flight is available at 05:15 and the latest flights at 20:20 with the most popular flight number being WN117, WN1269, WN1434 and WN1435.
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
08:35
12:15
18:30
20:20
| VIEW FLIGHTS | ||||||||||||||||||||
Tuesday | 09:25
15:15
17:40
| VIEW FLIGHTS | ||||||||||||||||||||
Wednesday | 09:25
15:15
17:40
| VIEW FLIGHTS | ||||||||||||||||||||
Thursday | 05:15
08:35
12:15
18:30
20:20
| VIEW FLIGHTS | ||||||||||||||||||||
Friday | 05:15
08:35
12:15
18:30
20:20
| VIEW FLIGHTS | ||||||||||||||||||||
Saturday | 05:50
09:10
12:20
16:55
| VIEW FLIGHTS | ||||||||||||||||||||
Sunday | 05:30
09:50
14:35
17:55
19:45
| 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 |
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 |
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 |
Norwood to Chicago Midway | 0 | 1,368 km (850 miles) | 2 Hours 25 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 |
Plymouth to Chicago Midway | 0 | 1,411 km (877 miles) | 2 Hours 28 Minutes |
Before departing customs Logan International make sure that you do not exceed baggage allowances as excess charges may be considerable.
Looking for the best hire car deals?
Search for a cheap hire vehicle in Boston
Flight Price FAQ - Boston (BOS) to Chicago (MDW)
Compare Flight Prices from BOS to MDW

Was your flight delayed or cancelled?
You may be eligible to receive up to 600 EUR compensation per person in your party.
Claim Now!Flight Info FAQ - Boston (BOS) to Chicago (MDW)
Alternative Airports in United States with Connections from Logan Airport
- airplanemode_active Boston Airport to Washington Ronald Reagan Washington National 177 flights per week
- airplanemode_active Boston Airport to Chicago OHare International 159 flights per week
- airplanemode_active Boston Airport to New York John F Kennedy International 130 flights per week
- airplanemode_active Boston Airport to Philadelphia International 109 flights per week
- airplanemode_active Boston Airport to San Francisco 98 flights per week
- airplanemode_active Boston Airport to Newark 80 flights per week
- airplanemode_active Boston Airport to Denver International 77 flights per week
- airplanemode_active Boston Airport to Dallas Fort Worth International 74 flights per week
- airplanemode_active Boston Airport to Orlando International 67 flights per week
- airplanemode_active Boston Airport to Nashville 62 flights per week
- airplanemode_active Boston Airport to Bar Harbor 60 flights per week
- airplanemode_active Boston Airport to Seattle Tacoma International 55 flights per week
- airplanemode_active Boston Airport to Pittsburgh 51 flights per week
- airplanemode_active Boston Airport to Minneapolis St Paul International 47 flights per week
- airplanemode_active Boston Airport to Port Columbus International 45 flights per week
- airplanemode_active Boston Airport to Indianapolis 40 flights per week
- airplanemode_active Boston Airport to Houston 39 flights per week
- airplanemode_active Boston Airport to Las Vegas 36 flights per week
- airplanemode_active Boston Airport to St Louis Lambert St Louis International 35 flights per week
- airplanemode_active Boston Airport to Austin bergstrom International 34 flights per week
- airplanemode_active Boston Airport to San Diego International 32 flights per week
- airplanemode_active Boston Airport to Islip 30 flights per week
- airplanemode_active Boston Airport to Rockland 29 flights per week
- airplanemode_active Boston Airport to Fort Myers Southwest Florida Reg 26 flights per week
- airplanemode_active Boston Airport to Charleston AFB Municipal 23 flights per week
- airplanemode_active Boston Airport to Massena 21 flights per week
- airplanemode_active Boston Airport to Savannah Hilton Head 21 flights per week
- airplanemode_active Boston Airport to Milwaukee General Mitchell International 20 flights per week
- airplanemode_active Boston Airport to Norfolk International 17 flights per week
- airplanemode_active Boston Airport to Syracuse 15 flights per week
- airplanemode_active Boston Airport to Rochester Greater Rochester International 14 flights per week
- airplanemode_active Boston Airport to White Plains 13 flights per week
- airplanemode_active Boston Airport to Myrtle Beach Afb 13 flights per week
- airplanemode_active Boston Airport to Portland International 11 flights per week
- airplanemode_active Boston Airport to Harrisburg International 8 flights per week
- airplanemode_active Boston Airport to San Antonio International 8 flights per week
- airplanemode_active Boston Airport to Dallas Love Field 5 flights per week
- airplanemode_active Boston Airport to Morristown Municipal 5 flights per week
- airplanemode_active Boston Airport to Honolulu International 4 flights per week
- airplanemode_active Boston Airport to Beverly 3 flights per week
- airplanemode_active Boston Airport to Allentown 2 flights per week
- airplanemode_active Boston Airport to Des Moines 2 flights per week
- airplanemode_active Boston Airport to Lexington Blue Grass 2 flights per week
- airplanemode_active Boston Airport to Portland International Jetport 2 flights per week
- airplanemode_active Boston Airport to Sarasota 2 flights per week
- airplanemode_active Boston Airport to Traverse City 2 flights per week
- airplanemode_active Boston Airport to Albany International 1 flights per week
- airplanemode_active Boston Airport to Westfield 1 flights per week
- airplanemode_active Boston Airport to Birmingham 1 flights per week
- airplanemode_active Boston Airport to Belmar Farmingdale 1 flights per week
- airplanemode_active Boston Airport to Charlottesville 1 flights per week
- airplanemode_active Boston Airport to Keene 1 flights per week
- airplanemode_active Boston Airport to Sioux Falls 1 flights per week
- airplanemode_active Boston Airport to Greenville Downtown 1 flights per week
- airplanemode_active Boston Airport to Iowa City 1 flights per week
- airplanemode_active Boston Airport to Lewisburg 1 flights per week
- airplanemode_active Boston Airport to Morgantown 1 flights per week
- airplanemode_active Boston Airport to Quonset Point 1 flights per week
- airplanemode_active Boston Airport to Worcester 1 flights per week
- airplanemode_active Boston Airport to Atlanta Dekalb Peachtree 1 flights per week
- airplanemode_active Boston Airport to Portsmouth Pease International 1 flights per week
- airplanemode_active Boston Airport to Plymouth 1 flights per week
- airplanemode_active Boston Airport to Salisbury Ocean City 1 flights per week
- airplanemode_active Boston Airport to Blountville 1 flights per week
- airplanemode_active Boston Airport to St Augustine 1 flights per week
- airplanemode_active Boston Airport to Nantucket 159 flights per week
- airplanemode_active Boston Airport to New York La Guardia 157 flights per week
- airplanemode_active Boston Airport to Vineyard Haven 110 flights per week
- airplanemode_active Boston Airport to Atlanta 99 flights per week
- airplanemode_active Boston Airport to Los Angeles 86 flights per week
- airplanemode_active Boston Airport to Charlotte Douglas 78 flights per week
- airplanemode_active Boston Airport to Provincetown 75 flights per week
- airplanemode_active Boston Airport to Baltimore Washington International Thurgood Marshall 70 flights per week
- airplanemode_active Boston Airport to Raleigh 63 flights per week
- airplanemode_active Boston Airport to Detroit 61 flights per week
- airplanemode_active Boston Airport to Fort Lauderdale hollywood International 55 flights per week
- airplanemode_active Boston Airport to Miami International 53 flights per week
- airplanemode_active Boston Airport to Tampa 48 flights per week
- airplanemode_active Boston Airport to Cleveland Hopkins International 45 flights per week
- airplanemode_active Boston Airport to Kentucky 40 flights per week
- airplanemode_active Boston Airport to Richmond International 40 flights per week
- airplanemode_active Boston Airport to Washington Dulles International 38 flights per week
- airplanemode_active Boston Airport to Hyannis 35 flights per week
- airplanemode_active Boston Airport to Teterboro 35 flights per week
- airplanemode_active Boston Airport to Jacksonville 32 flights per week
- airplanemode_active Boston Airport to Phoenix 31 flights per week
- airplanemode_active Boston Airport to White River 29 flights per week
- airplanemode_active Boston Airport to Augusta 28 flights per week
- airplanemode_active Boston Airport to West Palm Beach International 24 flights per week
- airplanemode_active Boston Airport to Buffalo Niagara International 22 flights per week
- airplanemode_active Boston Airport to Rutland 21 flights per week
- airplanemode_active Boston Airport to Salt Lake City 21 flights per week
- airplanemode_active Boston Airport to Wilmington International 17 flights per week
- airplanemode_active Boston Airport to Saranac Lake 15 flights per week
- airplanemode_active Boston Airport to New Orleans 14 flights per week
- airplanemode_active Boston Airport to Louisville 14 flights per week
- airplanemode_active Boston Airport to Kansas City International 13 flights per week
- airplanemode_active Boston Airport to Bedford Hanscom 11 flights per week
- airplanemode_active Boston Airport to Fletcher 8 flights per week
- airplanemode_active Boston Airport to Memphis 8 flights per week
- airplanemode_active Boston Airport to Presque Isle 7 flights per week
- airplanemode_active Boston Airport to Farmingdale 5 flights per week
- airplanemode_active Boston Airport to Knoxville 5 flights per week
- airplanemode_active Boston Airport to Windsor Locks 3 flights per week
- airplanemode_active Boston Airport to Trenton Mercer 3 flights per week
- airplanemode_active Boston Airport to Aspen 2 flights per week
- airplanemode_active Boston Airport to Grand Rapids Gerald R Ford International 2 flights per week
- airplanemode_active Boston Airport to Baltimore Glenn L Martin 2 flights per week
- airplanemode_active Boston Airport to San Jose Mineta San Jose International 2 flights per week
- airplanemode_active Boston Airport to Tuscaloosa 2 flights per week
- airplanemode_active Boston Airport to Pittsburgh Allegheny County 1 flights per week
- airplanemode_active Boston Airport to Naples 1 flights per week
- airplanemode_active Boston Airport to Seattle Boeing Field King County International 1 flights per week
- airplanemode_active Boston Airport to Cleveland Burke Lakefront 1 flights per week
- airplanemode_active Boston Airport to Akron canton Regional 1 flights per week
- airplanemode_active Boston Airport to Colorado Springs 1 flights per week
- airplanemode_active Boston Airport to Westhampton 1 flights per week
- airplanemode_active Boston Airport to Fort Worth Meacham Field 1 flights per week
- airplanemode_active Boston Airport to Gary 1 flights per week
- airplanemode_active Boston Airport to Lancaster 1 flights per week
- airplanemode_active Boston Airport to Mason City 1 flights per week
- airplanemode_active Boston Airport to Madison Dane County Regional 1 flights per week
- airplanemode_active Boston Airport to Oakland International 1 flights per week
- airplanemode_active Boston Airport to Oxford Waterbury oxford 1 flights per week
- airplanemode_active Boston Airport to Pellston 1 flights per week
- airplanemode_active Boston Airport to Providence 1 flights per week
- airplanemode_active Boston Airport to Rhinelander 1 flights per week
- airplanemode_active Boston Airport to Newburgh 1 flights per week
- airplanemode_active Boston Airport to Oxford University Oxford 1 flights per week
- airplanemode_active Boston Airport to Los Angeles Van Nuys 1 flights per week
Looking for the best car hire deals?
Useful Information about Logan Airport

See all the airport lounges, locations and opening times available at Logan Airport
View...
See all bars and restaurants at Logan Airport, including locations and if they are before or after check-in
View...
See all shops available at Logan Airport - plan your duty free shopping in advance
View...
Information about using the MBTA Commuter Boat and water shuttle taxis at Boston Logan Airport...
View...