Windsor Locks Airport (BDL) Flights to Chicago Airport (MDW)
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Southwest Airlines is the only airliner who offers flights between Bradley International and Midway. When travelling from Bradley International you will cover about 774 miles before you reach Midway. This journey will take 2 Hours 17 Minutes.
The exact cost of the flight we vary quite significantly base on the dates you travel, the time of day you will depart and how long in advance you pre book the flights. If you are on a tight budget then you should avoid flying at peak hours as the prices are more expensive. The cheapest flights are in the evenings and in mid week. The ticket prices for most airliners will increase the closer you get the departure date, so as soon as you know the date you will travel you should book your flights.
On arriving at Midway please note the time difference, the time zone at Midway is 6.0 GMT compared to 5.0 GMT at Bradley International.
Travellers planning to fly from Bradley International Airport to Midway Airport can pre-book short or long term car parking at Bradley International Airport.
If you rented a vehicle at Midway Airport and have to return it with a full tank of fuel, avoid excess fees by refilling at the nearest fuel station to Midway Airport.
Below are some options if you require transport to Bradley International Airport:
- Private Transfers to Bradley International Airport
- Buses to Bradley International Airport
- Taxis to Bradley International Airport
- Train Services to/near Bradley International Airport
Pre-booking your transportation requirements at Midway Airport can save a lot of time, hassle and money when arriving at the airport. Research and book your preferred choice of ground transportation at Midway Airport:
- Midway Airport rental car companies
- Midway Airport private tansfers
- Midway Airport bus transfers
- Midway Airport taxi transfers
- Midway Airport train services information
Need a place to stay when you get to Chicago? See a range of hotels near Midway Airport
For a full summary of all the airliners that fly from Bradley International to Midway, please see the table below.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 3 | 3 | 3 | 4 | 3 | 2 | 2 | 05:25 | 20:45 | VIEW FLIGHTS |
Southwest Airlines is the most popular airliners who operate this route. They have around 20 a week with times that vary between 05:25 and 20:45.
To book your flight you can visit Southwest Airlines on their website www.southwest.com/?ref=southwestairlines.com. You will find up to date information on availability and the latest discounts.
Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Day | Flight Times | Flights | ||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Monday | 07:20
12:25
17:50
| VIEW FLIGHTS | ||||||||||||||||
Tuesday | 05:25
12:50
16:50
| VIEW FLIGHTS | ||||||||||||||||
Wednesday | 05:25
12:50
16:50
| VIEW FLIGHTS | ||||||||||||||||
Thursday | 07:20
12:25
17:50
20:45
| VIEW FLIGHTS | ||||||||||||||||
Friday | 07:20
12:25
17:50
| VIEW FLIGHTS | ||||||||||||||||
Saturday | 07:20
19:05
| VIEW FLIGHTS | ||||||||||||||||
Sunday | 07:30
18:00
| VIEW FLIGHTS |
If you are flexible on the airport you depart from, then there are other airports that offer direct flights to Midway. You can see full details of these below.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Albany to Chicago Midway | 0 | 2 Hours 10 Minutes | |
Bedford Hanscom to Chicago Midway | 0 | 2 Hours 25 Minutes | |
Boston to Chicago Midway | 0 | 2 Hours 26 Minutes | |
Newark to Chicago Midway | 0 | 2 Hours 9 Minutes | |
White Plains to Chicago Midway | 0 | 2 Hours 11 Minutes | |
East Hampton to Chicago Midway | 0 | 2 Hours 20 Minutes | |
New Haven to Chicago Midway | 0 | 2 Hours 16 Minutes | |
Islip to Chicago Midway | 0 | 2 Hours 15 Minutes | |
New York John F Kennedy to Chicago Midway | 0 | 2 Hours 12 Minutes | |
New York La Guardia to Chicago Midway | 0 | 2 Hours 11 Minutes | |
Manchester boston Regional to Chicago Midway | 0 | 2 Hours 24 Minutes | |
Morristown Municipal to Chicago Midway | 0 | 2 Hours 8 Minutes | |
Providence to Chicago Midway | 0 | 2 Hours 24 Minutes | |
Portland to Chicago Midway | 0 | 2 Hours 30 Minutes | |
Teterboro to Chicago Midway | 0 | 2 Hours 10 Minutes |
Please remember to leave plenty of time to get though customers when you are departing form the airports. Flights regulations are getting very strict these days so getting through customs can take in excess of 1 hour in some cases.
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