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Cheap flights from Chicago Midway Airport to Springfield from $90

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 4/9. 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.
Frontier Logo
2:56 pm - 1:58 pm
MDW
-
BDL
22h 02m
1 stop
Frontier Logo
9:53 pm - 10:14 pm
BDL
-
MDW
25h 21m
2 stops
$293Frontier
Sat, Apr 11 - Mon, Apr 13
Multiple Airlines Logo
4:33 pm - 3:05 pm
MDW
-
BDL
21h 32m
1 stop
Multiple Airlines Logo
9:53 pm - 8:07 pm
BDL
-
MDW
23h 14m
2 stops
$298Multiple Airlines
Tue, Mar 31 - Mon, Apr 6
Multiple Airlines Logo
2:15 pm - 2:49 pm
MDW
-
BDL
23h 34m
1 stop
Multiple Airlines Logo
7:20 am - 10:14 pm
BDL
-
MDW
15h 54m
2 stops
$300Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Frontier Logo
5:01 am - 8:26 pm
MDW
-
BDL
14h 25m
1 stop
Frontier Logo
9:53 pm - 8:07 pm
BDL
-
MDW
47h 14m
2 stops
$301Frontier
Thu, Apr 2 - Mon, Apr 6
Frontier Logo
6:00 am - 2:13 pm
MDW
-
BDL
7h 13m
1 stop
Frontier Logo
8:42 pm - 10:02 pm
BDL
-
MDW
26h 20m
2 stops
$307Frontier
Sun, May 3 - Mon, May 4
Frontier Logo
2:56 pm - 10:05 am
MDW
-
BDL
18h 09m
1 stop
Frontier Logo
9:53 pm - 10:14 pm
BDL
-
MDW
25h 21m
2 stops
$312Frontier
Fri, Apr 10 - Mon, Apr 13
Multiple Airlines Logo
6:00 am - 1:58 pm
MDW
-
BDL
6h 58m
1 stop
Multiple Airlines Logo
7:20 am - 10:14 pm
BDL
-
MDW
15h 54m
2 stops
$314Multiple Airlines
Thu, Apr 9 - Wed, Apr 15
Frontier Logo
2:56 pm - 10:05 am
MDW
-
BDL
18h 09m
1 stop
Frontier Logo
9:53 pm - 10:14 pm
BDL
-
MDW
25h 21m
2 stops
$315Frontier
Fri, Apr 10 - Mon, Apr 13
Multiple Airlines Logo
2:56 pm - 10:05 am
MDW
-
BDL
18h 09m
1 stop
Multiple Airlines Logo
8:05 am - 1:00 pm
BDL
-
MDW
29h 55m
2 stops
$316Multiple Airlines
Fri, Apr 10 - Tue, Apr 21
Southwest Logo
12:55 pm - 4:00 pm
MDW
-
BDL
2h 05mnonstop
Southwest Logo
7:50 am - 9:15 am
BDL
-
MDW
2h 25mnonstop
$317Southwest
Tue, Apr 14 - Tue, Apr 21

Frontier flights from Chicago Midway Airport to Hartford

Our best Frontier deals on Chicago Midway Airport to Hartford flight tickets
Frontier
Apr 11
MDW2:56 pmChicago Midway
22h 02m
1 stop
BDL1:58 pmHartford Bradley Intl
Apr 13
BDL9:53 pmHartford Bradley Intl
25h 21m
2 stops
MDW10:14 pmChicago Midway
$293
Frontier
Apr 2
MDW5:01 amChicago Midway
14h 25m
1 stop
BDL8:26 pmHartford Bradley Intl
Apr 6
BDL9:53 pmHartford Bradley Intl
47h 14m
2 stops
MDW8:07 pmChicago Midway
$301
Frontier
May 3
MDW6:00 amChicago Midway
7h 13m
1 stop
BDL2:13 pmHartford Bradley Intl
May 4
BDL8:42 pmHartford Bradley Intl
26h 20m
2 stops
MDW10:02 pmChicago Midway
$307

Southwest flights from Chicago Midway Airport to Hartford

Our best Southwest deals on Chicago Midway Airport to Hartford flight tickets
Southwest
Apr 14
MDW12:55 pmChicago Midway
2h 05m
BDL4:00 pmHartford Bradley Intl
Apr 21
BDL7:50 amHartford Bradley Intl
2h 25m
MDW9:15 amChicago Midway
$317
Southwest
Apr 15
MDW7:40 amChicago Midway
2h 00m
BDL10:40 amHartford Bradley Intl
Apr 22
BDL3:15 pmHartford Bradley Intl
5h 45m
1 stop
MDW8:00 pmChicago Midway
$327
Southwest
Apr 14
MDW6:00 pmChicago Midway
2h 05m
BDL9:05 pmHartford Bradley Intl
Apr 21
BDL11:20 amHartford Bradley Intl
9h 05m
2 stops
MDW7:25 pmChicago Midway
$332

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 March 18, 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

Cheapest round-trip

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 4/11

2:56 pm-1:58 pm

1 stop22h 02m

Hartford Bradley Intl

Mon 4/13

9:53 pm-10:14 pm

2 stops25h 21m

$293

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 3/31

4:33 pm-3:05 pm

1 stop21h 32m

Hartford Bradley Intl

Mon 4/6

9:53 pm-8:07 pm

2 stops23h 14m

$298

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 4/15

2:15 pm-2:49 pm

1 stop23h 34m

Hartford Bradley Intl

Wed 4/22

7:20 am-10:14 pm

2 stops15h 54m

$300

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 4/2

5:01 am-8:26 pm

1 stop14h 25m

Hartford Bradley Intl

Mon 4/6

9:53 pm-8:07 pm

2 stops47h 14m

$301

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sun 5/3

6:00 am-2:13 pm

1 stop7h 13m

Hartford Bradley Intl

Mon 5/4

8:42 pm-10:02 pm

2 stops26h 20m

$307

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 4/10

2:56 pm-10:05 am

1 stop18h 09m

Hartford Bradley Intl

Mon 4/13

9:53 pm-10:14 pm

2 stops25h 21m

$312

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 4/9

6:00 am-1:58 pm

1 stop6h 58m

Hartford Bradley Intl

Wed 4/15

7:20 am-10:14 pm

2 stops15h 54m

$314

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 4/10

2:56 pm-10:05 am

1 stop18h 09m

Hartford Bradley Intl

Mon 4/13

9:53 pm-10:14 pm

2 stops25h 21m

$315

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 4/10

2:56 pm-10:05 am

1 stop18h 09m

Hartford Bradley Intl

Tue 4/21

8:05 am-1:00 pm

2 stops29h 55m

$316
Quickest round-trip

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 4/14

12:55 pm-4:00 pm

Nonstop2h 05m

Hartford Bradley Intl

Tue 4/21

7:50 am-9:15 am

Nonstop2h 25m

$317

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 $334. 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 $436.

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 $355. 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 $419. 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

$216

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 $216. The best round-trip flight deal from Chicago Midway Airport to Hartford found on momondo in the last 72 hours is $483.
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 $240Free CancellationRating
8.0
4,320 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 $240. Generally, Southwest has 16 flights on this route every week with an average price of $373. 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
Southington
Windsor Locks
Windsor
Chicopee
Meriden
Newington
Lenox
Rocky Hill
West Hartford
Enfield
Lee
Holyoke
Stockbridge

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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