Cheap Flights from Boston to Chicago Midway

Flights from Boston to Chicago Midway are operated by Southwest Airlines. Southwest Airlines operate 2 flights a day with times varying during the day but the earliest flight is scheduled the depart around 00:25 and the last flight scheduled around 20:19. Please be aware that times will vary between summer and winter months. The most common flight number for this flight is WN 1047, WN 1080, WN 1290, WN 1594, WN 1917, WN 1918, WN 1919, WN 2269, WN 2986 and WN 934.

Southwest Airlines flight prices from Logan International to Midway can be found at www.southwestairlines.com

Daily Flights

Below you find a list of all the airliners that operate flights from Boston to Chicago Midway and how many flights depart on a per day basis.

Airliner
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines
4
1
0
4
1
0
0

Flight Routes

You will find alternative routes from Boston to Chicago Midway that require 1 or more stops. On some occassions the timing may be more convenient or a quicker route. The table below shows some of the alternative route that are possible.

Route
Stops
Total Distance
Weekly Flights
Boston > Chicago Midway
0
1,435 Km (892 Miles)
10
1
15,030 Km (9,339 Miles)
27
Boston > Denver International > Chicago Midway
1
4,425 Km (2,750 Miles)
16
Boston > Orlando International > Chicago Midway
1
4,160 Km (2,585 Miles)
15
1
1,480 Km (920 Miles)
14
1
2,340 Km (1,454 Miles)
14
1
14,045 Km (8,727 Miles)
13
Boston > Pittsburgh International > Chicago Midway
1
1,785 Km (1,109 Miles)
12
1
2,455 Km (1,525 Miles)
12
1
14,115 Km (8,771 Miles)
12
1
19,035 Km (11,828 Miles)
12
Boston > New York La Guardia > Chicago Midway
1
2,545 Km (1,581 Miles)
10
Boston > Toronto City Centre > Chicago Midway
1
13,700 Km (8,513 Miles)
10
1
1,575 Km (979 Miles)
9
Boston > Indianapolis > Chicago Midway
1
1,745 Km (1,084 Miles)
8

Return flight are operated by 1 airliner which include Southwest Airlines. More information on return flights can be found on our Flights from Chicago Midway to Boston page.

Alternative routes to Chicago Midway

As a substitute, you will discover that Bradley International also give flights to Chicago Midway which could be more fitting for you. Bradley International has around 6 flights a week though you will find the number of flights vary from month to month so check with the airline currier for the most up to date information.

If you wish to look at this alternative solution then remember Windsor Locks is around 147 kilometers (91 miles) from Boston. Choosing this root would probably require you look at alternative travel arrangement or look at alternative airport parking where costs could vary from airport parking provided at Boston. More information can be found at Flights from Windsor Locks to Chicago Midway. Flights to Chicago Midway are also available from Manchester-boston Regional Airport; 6 flights a day depart from the airport.

Route
Stops
Total Distance
Weekly Flights
Windsor Locks > Chicago Midway
0
1,245 Km (774 Miles)
6
0
1,345 Km (836 Miles)
6
Providence > Chicago Midway
0
1,350 Km (839 Miles)
6
Nantucket > Chicago Midway
0
1,470 Km (913 Miles)
1
1
1,505 Km (935 Miles)
14
1
1,385 Km (861 Miles)
13
1
1,455 Km (904 Miles)
13
1
1,540 Km (957 Miles)
13

Arriving at Chicago Midway

Hiring a car at Chicago Midway can be expensive if you book on arrival so we would recommend booking in advanced. Car hire is generally cheaper to pre book and you can find some of the best deals on our page. If you are being collected then they can made use of our Chicago Midway Airport Arrivals page which provides upto the minute information on your flights status.

Make an allowance for the time difference when you arrive at Chicago Midway. Chicago Midway has a time zone of GMT +6.0 compared to the time zone of Boston which is GMT -5.0.

The center of Chicago is situated about 12 km (8 miles) from Midway Airport. If you are traveling into the city then you should find it easy with taxis and alternative transport positioned at the airport. Accommodation in Chicago should be easy to find if you are looking for a place to stay. The population of Chicago itself is more than 2,842,000 so there will be a number of hostels and hotels available although its always advised to sort you accommodation out before you depart.