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Cheap flights from Chicago Midway Airport to Springfield from $47

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Springfield departing on 1/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Springfield

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:30 pm - 11:40 pm
MDW
-
BDL
4h 10m1 stop
Delta Logo
5:00 pm - 10:22 pm
BDL
-
MDW
6h 22m1 stop
$177Delta
Fri, Jan 16 - Mon, Jan 19
Delta Logo
11:45 am - 8:09 pm
MDW
-
BDL
7h 24m1 stop
Delta Logo
5:30 am - 8:52 am
BDL
-
MDW
4h 22m1 stop
$189Delta
Sat, Jan 31 - Sun, Feb 1
Southwest Logo
9:55 am - 1:00 pm
MDW
-
BDL
2h 05mnonstop
Southwest Logo
5:15 am - 6:50 am
BDL
-
MDW
2h 35mnonstop
$209Southwest
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
1:35 pm - 10:45 pm
MDW
-
BDL
8h 10m2 stops
Southwest Logo
5:30 am - 7:05 am
BDL
-
MDW
2h 35mnonstop
$211Southwest
Mon, Feb 23 - Tue, Feb 24
Southwest Logo
1:25 pm - 4:20 pm
MDW
-
BDL
1h 55mnonstop
Southwest Logo
9:25 am - 2:55 pm
BDL
-
MDW
6h 30m1 stop
$219Southwest
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
9:55 am - 1:00 pm
MDW
-
BDL
2h 05mnonstop
Southwest Logo
5:15 am - 6:50 am
BDL
-
MDW
2h 35mnonstop
$221Southwest
Fri, Jan 16 - Mon, Jan 19
Southwest Logo
9:55 am - 1:00 pm
MDW
-
BDL
2h 05mnonstop
Southwest Logo
1:40 pm - 10:30 pm
BDL
-
MDW
9h 50m2 stops
$224Southwest
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
6:50 am - 2:50 pm
MDW
-
BDL
7h 00m1 stop
Southwest Logo
1:40 pm - 10:30 pm
BDL
-
MDW
9h 50m2 stops
$234Southwest
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
1:25 pm - 4:20 pm
MDW
-
BDL
1h 55mnonstop
Southwest Logo
5:30 am - 7:05 am
BDL
-
MDW
2h 35mnonstop
$247Southwest
Fri, Jan 30 - Mon, Feb 2
Southwest Logo
1:25 pm - 4:20 pm
MDW
-
BDL
1h 55mnonstop
Southwest Logo
5:30 am - 7:05 am
BDL
-
MDW
2h 35mnonstop
$253Southwest
Mon, Jan 12 - Wed, Jan 14

Frontier flights from Chicago Midway Airport to Hartford

Our best Frontier deals on Chicago Midway Airport to Hartford flight tickets
Frontier
Dec 11
MDW3:10 pmChicago Midway
20h 14m
1 stop
BDL12:24 pmHartford Bradley Intl
Dec 14
BDL12:48 pmHartford Bradley Intl
10h 24m
1 stop
MDW10:12 pmChicago Midway
$213
Find similar
Frontier
Dec 11
MDW3:10 pmChicago Midway
20h 14m
1 stop
BDL12:24 pmHartford Bradley Intl
Dec 14
BDL12:48 pmHartford Bradley Intl
6h 24m
1 stop
MDW6:12 pmChicago Midway
$246
Find similar
Frontier
Dec 11
MDW3:10 pmChicago Midway
20h 14m
1 stop
BDL12:24 pmHartford Bradley Intl
Dec 14
BDL12:48 pmHartford Bradley Intl
10h 24m
1 stop
MDW10:12 pmChicago Midway
$251
Find similar

Southwest flights from Chicago Midway Airport to Hartford

Our best Southwest deals on Chicago Midway Airport to Hartford flight tickets
Southwest
Feb 19
MDW9:55 amChicago Midway
2h 05m
BDL1:00 pmHartford Bradley Intl
Feb 23
BDL5:15 amHartford Bradley Intl
2h 35m
MDW6:50 amChicago Midway
$209
Find similar
Southwest
Feb 23
MDW1:35 pmChicago Midway
8h 10m
2 stops
BDL10:45 pmHartford Bradley Intl
Feb 24
BDL5:30 amHartford Bradley Intl
2h 35m
MDW7:05 amChicago Midway
$211
Find similar
Southwest
Jan 8
MDW1:25 pmChicago Midway
1h 55m
BDL4:20 pmHartford Bradley Intl
Jan 12
BDL9:25 amHartford Bradley Intl
6h 30m
1 stop
MDW2:55 pmChicago Midway
$219
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Hartford that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 4, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Hartford that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 1/16

6:30 pm-11:40 pm

1 stop4h 10m

Hartford Bradley Intl

Mon 1/19

5:00 pm-10:22 pm

1 stop6h 22m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/31

11:45 am-8:09 pm

1 stop7h 24m

Hartford Bradley Intl

Sun 2/1

5:30 am-8:52 am

1 stop4h 22m

$189

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 2/19

9:55 am-1:00 pm

Nonstop2h 05m

Hartford Bradley Intl

Mon 2/23

5:15 am-6:50 am

Nonstop2h 35m

$209

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 2/23

1:35 pm-10:45 pm

2 stops8h 10m

Hartford Bradley Intl

Tue 2/24

5:30 am-7:05 am

Nonstop2h 35m

$211

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 1/8

1:25 pm-4:20 pm

Nonstop1h 55m

Hartford Bradley Intl

Mon 1/12

9:25 am-2:55 pm

1 stop6h 30m

$219

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 1/16

9:55 am-1:00 pm

Nonstop2h 05m

Hartford Bradley Intl

Mon 1/19

5:15 am-6:50 am

Nonstop2h 35m

$221

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 2/19

9:55 am-1:00 pm

Nonstop2h 05m

Hartford Bradley Intl

Mon 2/23

1:40 pm-10:30 pm

2 stops9h 50m

$224

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 2/19

6:50 am-2:50 pm

1 stop7h 00m

Hartford Bradley Intl

Mon 2/23

1:40 pm-10:30 pm

2 stops9h 50m

$234

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 1/30

1:25 pm-4:20 pm

Nonstop1h 55m

Hartford Bradley Intl

Mon 2/2

5:30 am-7:05 am

Nonstop2h 35m

$247

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 1/12

1:25 pm-4:20 pm

Nonstop1h 55m

Hartford Bradley Intl

Wed 1/14

5:30 am-7:05 am

Nonstop2h 35m

$253

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Springfield from

How to get the cheapest flight ticket from Chicago Midway Airport to Hartford

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Hartford?

The cheapest day to depart from Chicago Midway Airport to Hartford is on a Saturday when prices can be found for as low as $342. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Hartford on Sunday is $413.

What is the cheapest time of day to depart on your flight to Hartford?

According to our data, the cheapest time of day to fly to Hartford is in the evening. momondo users have found flights departing from Chicago Midway Airport to Hartford in the evening for as low as $319. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $394. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago Midway to Hartford Bradley Intl flight route?

Fly from Chicago Midway to Hartford Bradley Intl for the best Chicago Midway - Hartford Bradley Intl flight prices

What cabin class options are available on Chicago Midway to Hartford Bradley Intl flights?

There is only 1 cabin class available to choose from on Chicago Midway to Hartford Bradley Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Hartford flights?

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Hartford.

When to book flights from Chicago Midway Airport to Hartford

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Hartford according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Hartford (MDW to BDL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Hartford

Best Price Found

$285

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Hartford

1 airport
The best one-way flight to Hartford from Chicago Midway Airport in the past 72 hours is $285. The best round-trip flight deal from Chicago Midway Airport to Hartford found on momondo in the last 72 hours is $187.
The fastest flight from Chicago Midway Airport to Hartford takes 1h 55m
Direct flights go from Chicago Midway Airport to Hartford every day.
There is 1 airport near Hartford: Hartford Bradley Intl (BDL)
Search flight deals

  • How far is Chicago Midway to Hartford Bradley Intl by plane?

    The distance between Chicago Midway and Hartford Bradley Intl is about 774.9 mi. By plane, this route typically takes 1h 55m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Hartford Bradley Intl Airport?

    Prices for flights from Chicago Midway Airport to Hartford Bradley Intl Airport were last updated today.

  • How many operators does momondo search for flights from Chicago Midway Airport to Hartford Bradley Intl Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Hartford Bradley Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Hartford Bradley Intl Airport.

  • What documentation or ID do you need to fly to Hartford Bradley Intl Airport?

    The required travel and health documents for your Hartford Bradley Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Hartford Bradley Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Hartford?

  • What is the most popular airline from Chicago Midway Airport to Hartford?

Best airlines flying from Chicago Midway Airport to Hartford

Compare and see reviews for airlines that fly from Chicago Midway Airport to Hartford with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $197Free CancellationRating
8.0
4,250 reviews
Search Southwest flights

  • Southwest Flights From Chicago Midway Airport to Hartford

    The lowest priced Southwest flight from Chicago Midway Airport to Hartford from the last 72 hours was $197. Generally, Southwest has 10 flights on this route every week with an average price of $327. Southwest is rated 8.0/10 by our users.

Traveling to a place near Springfield?

Book flights to Springfield if you plan to visit one of these locations
Uncasville
Springfield
West Springfield
East Hartford
Norwich
New Britain
Meriden
Brattleboro
Windsor
Chicopee
Windsor Locks
Lenox
Southington
Newington
Enfield
Middletown
Lee
Rocky Hill
Stockbridge
West Hartford

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hartford?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Hartford. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Hartford with flexible booking policies on momondo?

Flights from Chicago to Hartford with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Hartford?

momondo helps you find the best flight between Chicago and Hartford by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Hartford right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Hartford flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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