MDW - BDL

$159 Find Cheap Flights from Chicago Midway Airport to Hartford - Compare and Save

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Everything you should know

Cheapest round-trip
$277
Typical prices: $310-$484
Southwest
Wed 12/5Fri 12/7
MDW - BDL • Non-stop
Cheapest one-way
$159
Typical prices: $199-$403
Southwest
Mon 11/12
MDW - BDL • 1 stop
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 07m
Direct flights
+1
Direct flights
+1
When to travel
Cheapest • 28% 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 5 - Mon, Dec 7
Southwest Logo
8:05 am - 11:15 amMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 10mnonstop
Southwest Logo
7:45 am - 9:15 amBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
$277Southwest
Mon, Nov 2 - Wed, Nov 4
Southwest Logo
8:00 am - 11:10 amMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 10mnonstop
Southwest Logo
6:25 pm - 7:55 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 30mnonstop
$277Southwest
Tue, Oct 6 - Wed, Oct 14
Delta Logo
5:09 pm - 11:59 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
5h 50m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:23 am - 9:32 amBDL  Hartford Bradley Intl-MDW Chicago Midway
5h 09m1 stop Detroit Metropolitan Wayne County
$277Delta
Tue, Dec 15 - Wed, Jan 6
Delta Logo
6:45 pm - 11:47 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
4h 02m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:48 am - 8:45 amBDL  Hartford Bradley Intl-MDW Chicago Midway
3h 57m1 stop Detroit Metropolitan Wayne County
$277Delta
Sat, Oct 17 - Sat, Oct 24
Southwest Logo
9:55 am - 3:00 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
4h 05m1 stop Baltimore/Washington
Southwest Logo
1:10 pm - 6:45 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
6h 35m1 stop Baltimore/Washington
$277Southwest
Wed, Oct 14 - Mon, Oct 26
Southwest Logo
7:45 am - 10:55 amMDW  Chicago Midway-BDL Hartford Bradley Intl
2h 10mnonstop
Southwest Logo
7:25 pm - 8:45 pmBDL  Hartford Bradley Intl-MDW Chicago Midway
2h 20mnonstop
$277Southwest
Sat, Nov 7 - Mon, Nov 9
Southwest Logo
8:05 am - 11:15 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
$277Southwest
Sat, Oct 10 - Wed, Oct 14
Delta Logo
6:44 pm - 11:32 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
3h 48m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:23 am - 9:32 amBDL  Hartford Bradley Intl-MDW Chicago Midway
5h 09m1 stop Detroit Metropolitan Wayne County
$277Delta
Tue, Dec 15 - Tue, Jan 5
Delta Logo
9:37 am - 4:34 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
5h 57m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:48 am - 8:45 amBDL  Hartford Bradley Intl-MDW Chicago Midway
3h 57m1 stop Detroit Metropolitan Wayne County
$277Delta
Sat, Oct 10 - Tue, Oct 13
Delta Logo
6:44 pm - 11:32 pmMDW  Chicago Midway-BDL Hartford Bradley Intl
3h 48m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:23 am - 9:32 amBDL  Hartford Bradley Intl-MDW Chicago Midway
5h 09m1 stop Detroit Metropolitan Wayne County
$277Delta
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 from Chicago Midway Airport to Hartford 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 start at $277. Prices are below average for this route right now, with typical round-trip fares ranging from $310 to $484. The lowest price found in the past 5 days was $277 on Southwest.

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

Saturday is the cheapest day of the week to fly from Chicago Midway Airport to Hartford, it is 12% cheaper than the average day. Monday is the most expensive day with flight prices 23% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•October is the cheapest month to fly from Chicago Midway Airport to Hartford at $293 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 94% 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

$159
Best time to beat the crowds but there is an average 41% increase in price.
Most popular time to fly with an average 24% increase in price.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • What airlines are available from Chicago Midway Airport to Hartford?

    Only Southwest operates flights between Chicago Midway Airport and Hartford.

  • 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 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

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

  • 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 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 $407 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.

  • 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
    Together, these airports account for 100% of one-stop bookings on this route.

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

    On the Chicago Midway Airport to Hartford route, being flexible with your departure day can save you up to 29%. Saturday is the cheapest day at $359 round-trip on average, while Monday is the most expensive at $503: a $144 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • 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%.

  • What popular places can I visit in Hartford?

    Some of the most popular sights in Hartford are Connecticut Convention Center, XL Center and Wadsworth Atheneum Museum of Art. These are among the most viewed places in Hartford on KAYAK.

  • 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 9:42 am
    • Latest: departs at 8:35 pm and lands at 10:42 pm.

    The flight takes about 2h 07m.

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

    A nonstop flight from Chicago Midway Airport to Hartford takes 2h 07m, 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.

  • 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 $277 to $1,321. That means the highest observed fare was about 5x higher than the lowest one.

  • 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 $159, which is 39% below the typical average for this route.

  • 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 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 starting from around $27 for economy cars. Top options include:
    • Hertz
    • Alamo
    • Dollar
    • Thrifty
    • Budget

  • 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 $310 to $484, with an average of $406 over the past 12 months. Anything below $310 counts as a good deal.

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 can be flexible, aim for a Saturday departure instead of Monday. On this route, Saturday flights average $359 - about $144 less than Monday (29% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Hartford trip for October. Fares historically average $293 round-trip in that month - typically $278 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 $35 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