BDL - MDW

$149 Find Cheap Flights from Hartford to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hartford to Midway departing on 1/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$277
Typical prices: $378-$523
Southwest
Thu 11/12Mon 11/16
BDL - MDW • Non-stop
Cheapest one-way
$149
Typical prices: $87-$474
Delta
Wed 1/27
BDL - MDW • 1 stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 19m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top layover airports
Orlando (MCO)
Cheapest • Avg $156 (round-trip)
Detroit (DTW)
Shortest trip • 4h 12m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 60% price drop
October
Most popular
Good to know
Good to know
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Good to know
Good to know
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We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Hartford to Midway (BDL-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hartford to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hartford to Midway

Thu, Nov 12 - Mon, Nov 16
Southwest Logo
7:25 am - 8:55 am
BDL
-
MDW
2h 30mnonstop
Southwest Logo
6:15 pm - 9:20 pm
MDW
-
BDL
2h 05mnonstop
$277Southwest
Thu, Aug 27 - Thu, Sep 3
Southwest Logo
8:00 am - 9:20 am
BDL
-
MDW
2h 20mnonstop
Southwest Logo
7:10 pm - 10:20 pm
MDW
-
BDL
2h 10mnonstop
$277Southwest
Mon, Aug 24 - Thu, Aug 27
Southwest Logo
1:40 pm - 2:55 pm
BDL
-
MDW
2h 15mnonstop
Southwest Logo
7:10 pm - 10:15 pm
MDW
-
BDL
2h 05mnonstop
$277Southwest
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
1:40 pm - 2:55 pm
BDL
-
MDW
2h 15mnonstop
Southwest Logo
1:10 pm - 4:15 pm
MDW
-
BDL
2h 05mnonstop
$277Southwest
Tue, Sep 1 - Wed, Sep 9
Southwest Logo
7:45 am - 9:05 am
BDL
-
MDW
2h 20mnonstop
Southwest Logo
1:00 pm - 4:05 pm
MDW
-
BDL
2h 05mnonstop
$277Southwest
Sat, Oct 3 - Tue, Oct 6
Southwest Logo
8:10 am - 9:30 am
BDL
-
MDW
2h 20mnonstop
Southwest Logo
1:10 pm - 4:15 pm
MDW
-
BDL
2h 05mnonstop
$277Southwest
Sat, Sep 19 - Mon, Sep 21
Southwest Logo
3:50 pm - 5:15 pm
BDL
-
MDW
2h 25mnonstop
Southwest Logo
8:45 am - 12:00 pm
MDW
-
BDL
2h 15mnonstop
$277Southwest
Tue, Aug 25 - Wed, Aug 26
Southwest Logo
5:55 pm - 7:15 pm
BDL
-
MDW
2h 20mnonstop
Southwest Logo
8:45 am - 12:00 pm
MDW
-
BDL
2h 15mnonstop
$277Southwest
Thu, Aug 20 - Mon, Aug 24
Delta Logo
12:55 pm - 6:33 pm
BDL
-
MDW
6h 38m
1 stop
Delta Logo
6:42 pm - 11:51 pm
MDW
-
BDL
4h 09m
1 stop
$297Delta
Wed, Aug 19 - Tue, Aug 25
Delta Logo
11:54 am - 6:01 pm
BDL
-
MDW
7h 07m
1 stop
Delta Logo
6:05 am - 12:48 pm
MDW
-
BDL
5h 43m
1 stop
$297Delta
Booking Insights

KAYAK's insights & trends for Hartford to Midway flights

Get data-powered insights and trends into flights from Hartford to Midway to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Hartford to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Hartford to Chicago Midway Airport departing in August.

Flight prices are below average for this route right now.

Flights to Chicago Midway Airport from Hartford usually cost between $292 and $462 in August.
The lowest price found in the past 5 days was $277 on Southwest (Aug 24-Aug 29).

What’s the cheapest day of the week to fly from Hartford to Chicago Midway Airport?

The average price of all round-trip flights from Hartford to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

For Hartford to Chicago Midway Airport, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago Midway Airport back to Hartford, the best deals are generally found on Saturday, with Monday being the most expensive.

What is the cheapest month to fly from Hartford to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hartford to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Hartford to Chicago Midway Airport is January, where tickets cost $176 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $892 and $487 respectively.

Can I save money by flying with a layover from Hartford to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $408, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low season

February

Cheapest flight

$149
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Hartford to Chicago Midway Airport

When to book flights from Hartford to Midway

Are your dates flexible? Find out the best times to travel from Hartford to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Hartford to Chicago Midway Airport flights

  • What is the cheapest flight from Hartford to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Hartford to Chicago Midway Airport was $149 for a one-way ticket and $277 for a round-trip.

  • Do I need a passport to fly between Hartford and Chicago Midway Airport?

    A passport is not required to fly from Hartford to Chicago Midway Airport.

  • Which airlines offer Wi-Fi service onboard planes from Hartford to Chicago Midway Airport?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Hartford to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Hartford to Chicago Midway Airport?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Hartford to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Hartford to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Hartford and Chicago Midway Airport.

  • On which days can I fly direct from Hartford to Chicago Midway Airport?

    There are nonstop flights from Hartford to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Hartford to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Hartford to Chicago are Southwest and Delta. With an average price for the route of $420 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $357 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Hartford to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hartford to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hartford to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Hartford is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hartford to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Hartford with another airline. Booking your flights between Hartford and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hartford to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Hartford up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Hartford to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $239 or less one-way and $391 or less round-trip.

Prefer to fly direct from Hartford to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Hartford Bradley Intl to Chicago Midway.
Find which airlines fly direct from Hartford Bradley Intl Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Hartford Bradley Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Hartford Bradley Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Everything you need to know for your flight from Hartford to Midway

Information on your arrival and departure airports

Hartford (BDL)
Midway (MDW)