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Cheap flights from Hartford Bradley International to Chicago Midway

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Compare Hartford Bradley International to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Hartford Bradley International to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Hartford Bradley International to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
Chicago.P8,629 per passenger.Departing Wed, 9 Apr, returning Sat, 12 Apr.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Hartford Bradley International on Wed, 9 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 12 Apr, arriving in Hartford Bradley International.Price includes taxes and charges.From P8,629, select.
Chicago.P10,859 per passenger.Departing Wed, 30 Apr, returning Sat, 3 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Hartford Bradley International on Wed, 30 Apr, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 3 May, arriving in Hartford Bradley International.Price includes taxes and charges.From P10,859, select.
Chicago.P12,071 per passenger.Departing Sun, 30 Mar, returning Fri, 4 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Hartford Bradley International on Sun, 30 Mar, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Fri, 4 Apr, arriving in Hartford Bradley International.Price includes taxes and charges.From P12,071, select.
Chicago.P14,020 per passenger.Departing Sat, 8 Mar, returning Mon, 10 Mar.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Hartford Bradley International on Sat, 8 Mar, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 10 Mar, arriving in Hartford Bradley International.Price includes taxes and charges.From P14,020, select.
Chicago.P14,145 per passenger.Departing Thu, 5 Jun, returning Sun, 8 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Hartford Bradley International on Thu, 5 Jun, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sun, 8 Jun, arriving in Hartford Bradley International.Price includes taxes and charges.From P14,145, select.
Chicago.P15,291 per passenger.Departing Mon, 10 Mar, returning Tue, 11 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Hartford Bradley International on Mon, 10 Mar, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 11 Mar, arriving in Hartford Bradley International.Price includes taxes and charges.From P15,291, select.
Chicago.P17,068 per passenger.Departing Wed, 14 May, returning Wed, 28 May.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Hartford Bradley International on Wed, 14 May, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed, 28 May, arriving in Hartford Bradley International.Price includes taxes and charges.From P17,068, select.
Chicago.P20,020 per passenger.Departing Wed, 9 Jul, returning Thu, 10 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Hartford Bradley International on Wed, 9 Jul, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 10 Jul, arriving in Hartford Bradley International.Price includes taxes and charges.From P20,020, select.

Find the cheapest month to fly from Hartford Bradley International to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Hartford Bradley International to Chicago Midway flights are currently cheapest in April.
Feb
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Mar
from P14,020
Apr
from P8,629
May
from P17,068
Jun
from P14,145
Jul
from P20,020
Aug
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Sep
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Oct
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Nov
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Dec
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Jan
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Direct flights from Hartford Bradley International to Chicago Midway

Hartford Bradley International to Chicago Midway: Alternative routes

Compare routes from Hartford Bradley International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Hartford to Chicago: Flight information

The things to know before you go.
Cheapest flight foundP8,636
Cheapest month to flyApril
Average flight time2 hrs, 26 mins
Most popular airlineSouthwest Airlines
Average flights per week19

Finding cheap flights from Hartford Bradley International to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Hartford Bradley International to Chicago Midway is P8,636. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 26 minutes is the average flight time from Hartford Bradley International to Chicago Midway.
Southwest Airlines flies direct from Hartford Bradley International to Chicago Midway.
As of February 2025, there are 19 flights per week flying from Hartford Bradley International to Chicago Midway.
The cheapest month to fly from Hartford Bradley International to Chicago Midway is usually February 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Hartford Bradley International Airport to Chicago Midway Airport on Wednesday, 9 April 2025.
Yes – the average flight time is 2 hours and 26 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago Midway.

Flying from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW): what you need to know

  • 2 hours 26 minutes is the average duration of a direct flight from Bradley International Airport to Chicago Midway International Airport. Chicago is 1 hour behind Hartford and is in the UTC-5 timezone.

  • For the earliest departure, jump on the 05:05 flight from Bradley International Airport to Chicago Midway International Airport. If you want to jet off later, the latest flight departs at 20:50. With 12 flights every week from BDL to MDW, you can select the timing that best suits you.

  • If you're jetting off during a bank holiday or other peak period, allow extra time. A good general rule is two hours ahead of domestic flights and up to four hours before international departures. Security and check-in lines will be longer.

  • If you prefer a stopover for your flight from Bradley International Airport to Chicago Midway International Airport, simply uncheck 'Direct flights only' and explore your options. These are the most popular stopovers between BDL and MDW:

    • Detroit Metropolitan Wayne County Airport

    • Baltimore/Wash International Thurgood Marshall Airport

    • John Glenn Columbus International Airport

How to find the cheapest flights from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)

  • The best price we've seen for a one-way ticket from Bradley International Airport to Chicago Midway International Airport is P4,280. The cheapest price for a return flight is P8,636. Remember that fares could change due to availability at the time of booking.

  • Score cheap tickets from BDL to MDW by booking at least 9 months ahead. According to our research, that's the sweet spot for finding a bargain.

  • The cheapest month for tickets from Bradley International Airport to Chicago Midway International Airport is May. Use the 'Whole month' tool to find the lowest prices if you have a flexible travel schedule.

  • Finding a cheap ticket from BDL to MDW is straightforward with Price Alerts. Simply create one of these automatic alerts and we'll let you know when there's a better deal.

  • Use filters to tailor your flights from Bradley International Airport to Chicago Midway International Airport. Select your preferred arrival and departure times, number of stops and airlines. Or sort your results by 'Cheapest' to get the best deals.

Handy information about Bradley International Airport (BDL)

Arriving at Chicago Midway International Airport (MDW)

Getting from Chicago Midway International Airport (MDW) to central Chicago

  • Chicago Midway International Airport to central Chicago takes about 21 minutes by car. It's approximately 19 kilometres away. Discover what options are available, such as cabs, car rentals or ride-sharing.

  • It typically takes 46 minutes if you're travelling by public transport.

When to fly to Chicago Midway International Airport (MDW)

  • The quietest month for a flight from Bradley International Airport to Chicago Midway International Airport is May, while July is the busiest. Choose the best time to go to Chicago based on whether you prefer a bustling atmosphere or a more laid-back vibe.

  • When booking your flight from Bradley International Airport to Chicago Midway International Airport, think about the type of weather you like. July is the warmest month in Chicago, with the temperature ranging from 15 ºC to 29 ºC.

  • Look for cheap tickets from BDL to MDW in January if you want to travel in cooler conditions. Temperatures are at their lowest around then, ranging between -12 ºC and 3 ºC on average.

More about Chicago

Complete your Chicago trip with hotels and a car rental

  • You've booked your cheap ticket to Chicago Midway International Airport — next up is finding somewhere to stay, and maybe even a set of wheels. We've compared prices across hundreds of companies to bring you the best hotels and car rental deals in Chicago.

More travel options

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Plan the rest of your trip from Hartford to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.