MDW - BDL

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

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Everything you should know

Cheapest round-trip
$320
Typical prices: $333-$485
Southwest
Wed 12/12Thu 12/13
MDW - BDL • Non-stop
Cheapest non-stop
$325
Typical prices: $337-$485
Southwest
Tue 11/20Thu 11/22
MDW - BDL • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 05m
Direct flights
+1
Direct flights
+1
When to travel
Cheapest • 13% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $372 (round-trip)
Shortest trip • 3h 57m (one-way)
Insights
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Flight Deals

Cheap Flights from Midway to Hartford (MDW-BDL)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Hartford

Sat, Dec 12 - Sun, Dec 13
Southwest Logo
3:40 pm - 6:40 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 00mnonstop
Southwest Logo
2:30 pm - 10:45 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
9h 15m2 stops Baltimore/Washington Lambert-St Louis
$320Southwest
Sat, Jan 9 - Tue, Jan 19
Southwest Logo
5:10 pm - 10:35 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
4h 25m1 stop Baltimore/Washington
Southwest Logo
7:25 am - 8:55 amBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
$323Southwest
Wed, Feb 17 - Mon, Feb 22
Southwest Logo
9:00 am - 12:10 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 10mnonstop
Southwest Logo
4:50 pm - 11:00 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
7h 10m1 stop Baltimore/Washington
$323Southwest
Thu, Dec 24 - Thu, Dec 31
Southwest Logo
8:50 am - 2:20 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
4h 30m1 stop Baltimore/Washington
Southwest Logo
6:25 pm - 7:55 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
$323Southwest
Wed, Jan 13 - Mon, Jan 18
Southwest Logo
1:40 pm - 9:30 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
6h 50m1 stop Baltimore/Washington
Southwest Logo
7:30 am - 9:00 amBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
$323Southwest
Tue, Jan 26 - Fri, Jan 29
Southwest Logo
6:35 am - 12:40 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
5h 05m1 stop Baltimore/Washington
Southwest Logo
1:20 pm - 2:50 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
$323Southwest
Thu, Dec 24 - Mon, Jan 4
Southwest Logo
6:20 pm - 9:25 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 05mnonstop
Southwest Logo
5:40 pm - 11:10 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
6h 30m1 stop Baltimore/Washington
$323Southwest
Sun, Nov 22 - Wed, Nov 25
Delta Logo
6:44 pm - 11:41 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
3h 57m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 am - 9:46 amBDL  Hartford Bradley Intl-MDW Chicago Midway
5h 16m1 stop Detroit Metropolitan Wayne County
$325Delta
Fri, Dec 11 - Fri, Jan 1
Delta Logo
6:41 pm - 11:47 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
4h 06m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 am - 8:49 amBDL  Hartford Bradley Intl-MDW Chicago Midway
4h 19m1 stop Detroit Metropolitan Wayne County
$325Delta
Fri, Nov 20 - Sun, Nov 22
Southwest Logo
8:00 am - 11:10 amMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 10mnonstop
Southwest Logo
7:25 am - 8:55 amBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
$325Southwest
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Hartford flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Chicago Midway Airport to Hartford typically range from $333 to $485. The lowest price found in the past 5 days was $320, on Southwest.

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

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from Chicago Midway Airport to Hartford. It’s 12% cheaper than the average day, while Tuesday is the most expensive, with prices 2% higher.

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

•December is the cheapest month to fly from Chicago Midway Airport to Hartford at $354 round-trip.
•February ($571) and April ($566) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 61% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Key details for Chicago Midway Airport to Hartford flights

Low season

February

Cheapest flight

$149
Beat the crowds with an average 67% drop in travelers.
The most popular month to fly with an average 63% increase in travelers.
One-way flight from Chicago Midway Airport to Hartford

When to book flights from Midway to Hartford

Are your dates flexible? Find out the best times to travel from Midway to Hartford based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago Midway Airport to Hartford flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago Midway Airport to Hartford?

    These are the earliest and latest flight times available from Chicago Midway Airport to Hartford:

    • Earliest: departs at 7:35 am and lands at 9:40 am
    • Latest: departs at 8:35 pm and lands at 10:40 pm.

    The flight takes about 2h 05m.

  • What cabin classes can I book on flights from Chicago Midway Airport to Hartford?

    Only Economy Class is available on flights from Chicago Midway Airport to Hartford.

  • How long is a flight from Chicago Midway Airport to Hartford?

    A nonstop flight from Chicago Midway Airport to Hartford takes 2h 05m, covering 773 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago Midway Airport to Hartford flight?

    Round-trip flights from Chicago Midway Airport to Hartford range from $333 to $485, with an average of $407 over the past 12 months. Anything below $333 counts as a good deal.

  • How much can I save by taking a layover when flying from Chicago Midway Airport to Hartford?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $372 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $408 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago Midway Airport to Hartford?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago Midway Airport to Hartford?

    The Boeing 737-800 family is used most often on this route, operated mainly by American Airlines and United Airlines. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

  • How are flight departures from Chicago Midway Airport to Hartford spread across the day?

    Morning is the busiest departure period on Chicago Midway Airport to Hartford flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

  • Have flight prices from Chicago Midway Airport to Hartford changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $320 to $2,055. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago Midway Airport to Hartford flights?

    JetBlue is the only airline on the Chicago Midway Airport to Hartford route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Chicago Midway Airport to Hartford looking right now?

    One-way fares from Chicago Midway Airport to Hartford are currently lower than usual. Average one-way flight prices are about $156, which is 41% below the typical average for this route.

  • What car rental options are available at Hartford Bradley Intl Airport (BDL)?

    Hartford Bradley Intl Airport (BDL) hosts 5 major car rental companies, with daily rates averaging $76 for economy cars. Top options include:

    • Hertz
    • Alamo
    • Dollar
    • Thrifty
    • Budget

  • Which airports can I use when flying from Chicago Midway Airport to Hartford?

    Flights from Chicago Midway Airport to Hartford usually depart from Chicago Midway (MDW) and arrive at Hartford Bradley Intl (BDL).

  • Which airports do connecting flights from Chicago Midway Airport to Hartford pass through?

    Connecting flights from Chicago Midway Airport to Hartford most commonly pass through:

    • Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 50% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Hartford?

    Yes. Flexible dates can save you up to 15% on flights from Chicago Midway Airport to Hartford. Saturday is the cheapest departure day at $359 round-trip on average, while Tuesday is the most expensive at $419, a difference of $60.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What airlines fly from Chicago Midway Airport to Hartford?

    Only Southwest operates flights between Chicago Midway Airport and Hartford.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Hartford?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 57m, compared with 8h 13m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Chicago Midway Airport and Hartford?

    Hartford is 1 hour ahead of Chicago Midway Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Hartford?

    Some of the most popular sights in Hartford are Connecticut Convention Center, XL Center and Bushnell Park. These are among the most viewed places in Hartford on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago Midway Airport to Hartford flights?

    Among airlines operating Chicago Midway Airport to Hartford flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago Midway Airport to Hartford flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago Midway Airport to Hartford flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Tuesday. On this route, Saturday flights average $359, about $60 less than Tuesday fares (14% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Hartford trip for December. Fares historically average $354 round-trip in that month - typically $217 less than the most expensive month, which is February (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $372 round-trip on this route - about $36 less than direct flights (based on the last 12 months).

Prefer to fly direct from Chicago Midway Airport to Hartford?

 
Find which airlines fly direct from Chicago Midway Airport to Hartford Bradley Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Hartford Bradley Intl

Monday

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

Direct returns

Hartford Bradley Intl to Chicago Midway

Monday

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

More options for your flight from Midway to Hartford

Complete your trip to Hartford with a hotel stay or car rental