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Cheap flights from Chicago Midway Airport to Springfield from $74

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 2/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Frontier Logo
9:22 pm - 9:23 am
MDW
-
BDL
11h 01m
1 stop
Frontier Logo
8:08 pm - 1:08 pm
BDL
-
MDW
18h 00m
1 stop
$234Frontier
Mon, Mar 2 - Fri, Mar 6
Multiple Airlines Logo
7:00 pm - 11:24 am
MDW
-
BDL
15h 24m
1 stop
Multiple Airlines Logo
7:20 am - 11:27 am
BDL
-
MDW
29h 07m
2 stops
$239Multiple Airlines
Mon, Feb 9 - Wed, Feb 11
Multiple Airlines Logo
12:22 pm - 10:45 pm
MDW
-
BDL
33h 23m
2 stops
Multiple Airlines Logo
2:27 pm - 10:29 pm
BDL
-
MDW
9h 02m
1 stop
$244Multiple Airlines
Thu, Feb 19 - Thu, Feb 26
Multiple Airlines Logo
7:30 am - 5:15 pm
MDW
-
BDL
8h 45m
1 stop
Multiple Airlines Logo
7:20 am - 12:02 pm
BDL
-
MDW
29h 42m
2 stops
$247Multiple Airlines
Thu, Mar 5 - Sat, Mar 7
Frontier Logo
1:00 pm - 11:24 am
MDW
-
BDL
21h 24m
1 stop
Frontier Logo
10:19 am - 2:26 pm
BDL
-
MDW
29h 07m
1 stop
$253Frontier
Mon, Feb 9 - Wed, Feb 11
Frontier Logo
9:22 pm - 9:23 am
MDW
-
BDL
11h 01m
1 stop
Frontier Logo
8:08 pm - 6:47 pm
BDL
-
MDW
23h 39m
2 stops
$254Frontier
Mon, Mar 2 - Sat, Mar 7
Frontier Logo
6:00 am - 1:58 pm
MDW
-
BDL
6h 58m
1 stop
Frontier Logo
2:55 pm - 10:21 pm
BDL
-
MDW
8h 26m
1 stop
$255Frontier
Thu, Apr 9 - Sun, Apr 12
Frontier Logo
9:14 am - 7:17 pm
MDW
-
BDL
9h 03m
1 stop
Frontier Logo
8:08 pm - 8:04 am
BDL
-
MDW
12h 56m
1 stop
$256Frontier
Fri, May 15 - Sat, May 16
Multiple Airlines Logo
9:04 pm - 10:45 pm
MDW
-
BDL
24h 41m
2 stops
Multiple Airlines Logo
3:40 pm - 10:29 pm
BDL
-
MDW
7h 49m
1 stop
$259Multiple Airlines
Sun, Mar 1 - Thu, Mar 5
Multiple Airlines Logo
6:00 am - 1:32 pm
MDW
-
BDL
6h 32m
1 stop
Multiple Airlines Logo
7:05 am - 10:19 pm
BDL
-
MDW
16h 14m
2 stops
$260Multiple Airlines
Sun, Mar 1 - Fri, Mar 6

Frontier flights from Chicago Midway Airport to Hartford

Our best Frontier deals on Chicago Midway Airport to Hartford flight tickets
Frontier
Mar 2
MDW9:22 pmChicago Midway
11h 01m
1 stop
BDL9:23 amHartford Bradley Intl
Mar 6
BDL8:08 pmHartford Bradley Intl
18h 00m
1 stop
MDW1:08 pmChicago Midway
$234
Frontier
Feb 9
MDW1:00 pmChicago Midway
21h 24m
1 stop
BDL11:24 amHartford Bradley Intl
Feb 11
BDL10:19 amHartford Bradley Intl
29h 07m
1 stop
MDW2:26 pmChicago Midway
$253
Frontier
Mar 2
MDW9:22 pmChicago Midway
11h 01m
1 stop
BDL9:23 amHartford Bradley Intl
Mar 7
BDL8:08 pmHartford Bradley Intl
23h 39m
2 stops
MDW6:47 pmChicago Midway
$254

Southwest flights from Chicago Midway Airport to Hartford

Our best Southwest deals on Chicago Midway Airport to Hartford flight tickets
Southwest
Feb 26
MDW9:35 amChicago Midway
2h 00m
BDL12:35 pmHartford Bradley Intl
Feb 28
BDL5:00 amHartford Bradley Intl
2h 35m
MDW6:35 amChicago Midway
$325
Southwest
Feb 26
MDW4:55 pmChicago Midway
5h 45m
1 stop
BDL11:40 pmHartford Bradley Intl
Feb 28
BDL5:00 amHartford Bradley Intl
2h 35m
MDW6:35 amChicago Midway
$335
Southwest
Apr 8
MDW6:00 pmChicago Midway
2h 05m
BDL9:05 pmHartford Bradley Intl
Apr 9
BDL11:40 amHartford Bradley Intl
2h 25m
MDW1:05 pmChicago Midway
$348

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 January 29, 2026.
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

Mon 3/2

9:22 pm-9:23 am

1 stop11h 01m

Hartford Bradley Intl

Fri 3/6

8:08 pm-1:08 pm

1 stop18h 00m

$234

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 2/9

7:00 pm-11:24 am

1 stop15h 24m

Hartford Bradley Intl

Wed 2/11

7:20 am-11:27 am

2 stops29h 07m

$239

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 2/19

12:22 pm-10:45 pm

2 stops33h 23m

Hartford Bradley Intl

Thu 2/26

2:27 pm-10:29 pm

1 stop9h 02m

$244

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 3/5

7:30 am-5:15 pm

1 stop8h 45m

Hartford Bradley Intl

Sat 3/7

7:20 am-12:02 pm

2 stops29h 42m

$247

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 2/9

1:00 pm-11:24 am

1 stop21h 24m

Hartford Bradley Intl

Wed 2/11

10:19 am-2:26 pm

1 stop29h 07m

$253

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 3/2

9:22 pm-9:23 am

1 stop11h 01m

Hartford Bradley Intl

Sat 3/7

8:08 pm-6:47 pm

2 stops23h 39m

$254

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 4/9

6:00 am-1:58 pm

1 stop6h 58m

Hartford Bradley Intl

Sun 4/12

2:55 pm-10:21 pm

1 stop8h 26m

$255

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 5/15

9:14 am-7:17 pm

1 stop9h 03m

Hartford Bradley Intl

Sat 5/16

8:08 pm-8:04 am

1 stop12h 56m

$256

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sun 3/1

9:04 pm-10:45 pm

2 stops24h 41m

Hartford Bradley Intl

Thu 3/5

3:40 pm-10:29 pm

1 stop7h 49m

$259

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sun 3/1

6:00 am-1:32 pm

1 stop6h 32m

Hartford Bradley Intl

Fri 3/6

7:05 am-10:19 pm

2 stops16h 14m

$260

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 Thursday when prices can be found for as low as $337. 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 $423.

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 in the afternoon because they tend to be around $390. 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

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Hartford

1 airport
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 in Hartford. From Chicago Midway Airport there are direct flights to 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
4,267 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 5 flights on this route every week with an average price of $325. 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
Norwich
New Britain
East Hartford
Brattleboro
Windsor Locks
Windsor
Meriden
Southington
Chicopee
Lenox
Newington
Enfield
Rocky Hill
West Hartford
Lee
Middletown
Holyoke

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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