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Cheap flights from Chicago Midway Airport to Springfield from $69

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 10/7. 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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Find the cheapest flights from Chicago Midway Airport to Springfield

Cheap round-trip flights

Frontier Logo
9:48 am - 7:57 pmMDW-BDL
9h 09m1 stop
Frontier Logo
12:18 pm - 11:20 pmBDL-MDW
12h 02m1 stop
$162Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Frontier Logo
9:48 am - 7:57 pmMDW-BDL
9h 09m1 stop
Frontier Logo
8:37 pm - 7:23 amBDL-MDW
11h 46m1 stop
$163Frontier
Find Deal
Fri, Oct 3 - Sun, Oct 5
Frontier Logo
9:48 am - 7:57 pmMDW-BDL
9h 09m1 stop
Frontier Logo
12:18 pm - 11:20 pmBDL-MDW
12h 02m1 stop
$169Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Southwest Logo
6:25 am - 12:05 pmMDW-BDL
4h 40m1 stop
Southwest Logo
5:20 pm - 6:40 pmBDL-MDW
2h 20mnonstop
$192Southwest
Find Deal
Tue, Sep 16 - Tue, Sep 23
Frontier Logo
9:48 am - 7:57 pmMDW-BDL
9h 09m1 stop
Frontier Logo
12:18 pm - 7:11 amBDL-MDW
19h 53m2 stops
$196Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
Delta Logo
6:15 pm - 11:23 pmMDW-BDL
4h 08m1 stop
Delta Logo
11:28 am - 5:35 pmBDL-MDW
7h 07m1 stop
$197Delta
Find Deal
Tue, Sep 16 - Tue, Sep 23
Frontier Logo
9:26 pm - 3:21 pmMDW-BDL
16h 55m1 stop
Frontier Logo
10:04 am - 11:25 pmBDL-MDW
14h 21m1 stop
$198Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Southwest Logo
6:10 pm - 9:20 pmMDW-BDL
2h 10mnonstop
Southwest Logo
5:20 pm - 6:40 pmBDL-MDW
2h 20mnonstop
$205Southwest
Find Deal
Tue, Sep 23 - Wed, Sep 24
Delta Logo
1:08 pm - 5:37 pmMDW-BDL
3h 29m1 stop
Delta Logo
5:35 am - 8:40 amBDL-MDW
4h 05m1 stop
$245Delta
Find Deal
Sat, Sep 13 - Sun, Sep 14
Logo
9:48 am - 7:44 pmMDW-BDL
8h 56m1 stop
Logo
11:30 am - 3:58 pmBDL-MDW
29h 28m2 stops
$265
Find Deal
Fri, Sep 12 - Mon, Sep 15

Frontier flights from Chicago Midway Airport to Hartford

Our best Frontier deals on Chicago Midway Airport to Hartford flight tickets
Frontier
Sep 19
MDW9:48 amChicago Midway
9h 09m
1 stop
BDL7:57 pmHartford Bradley Intl
Sep 21
BDL12:18 pmHartford Bradley Intl
12h 02m
1 stop
MDW11:20 pmChicago Midway
$162
Find similar
Frontier
Oct 3
MDW9:48 amChicago Midway
9h 09m
1 stop
BDL7:57 pmHartford Bradley Intl
Oct 5
BDL8:37 pmHartford Bradley Intl
11h 46m
1 stop
MDW7:23 amChicago Midway
$163
Find similar
Frontier
Sep 19
MDW9:48 amChicago Midway
9h 09m
1 stop
BDL7:57 pmHartford Bradley Intl
Sep 21
BDL12:18 pmHartford Bradley Intl
12h 02m
1 stop
MDW11:20 pmChicago Midway
$169
Find similar

Southwest flights from Chicago Midway Airport to Hartford

Our best Southwest deals on Chicago Midway Airport to Hartford flight tickets
Southwest
Sep 16
MDW6:25 amChicago Midway
4h 40m
1 stop
BDL12:05 pmHartford Bradley Intl
Sep 23
BDL5:20 pmHartford Bradley Intl
2h 20m
MDW6:40 pmChicago Midway
$192
Find similar
Southwest
Sep 23
MDW6:10 pmChicago Midway
2h 10m
BDL9:20 pmHartford Bradley Intl
Sep 24
BDL5:20 pmHartford Bradley Intl
2h 20m
MDW6:40 pmChicago Midway
$205
Find similar
Southwest
Oct 23
MDW9:30 amChicago Midway
2h 05m
BDL12:35 pmHartford Bradley Intl
Oct 26
BDL5:45 amHartford Bradley Intl
2h 25m
MDW7:10 amChicago Midway
$207
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 August 21, 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 9/19

9:48 am-7:57 pm

1 stop9h 09m

Hartford Bradley Intl

Sun 9/21

12:18 pm-11:20 pm

1 stop12h 02m

$162

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 10/3

9:48 am-7:57 pm

1 stop9h 09m

Hartford Bradley Intl

Sun 10/5

8:37 pm-7:23 am

1 stop11h 46m

$163

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 9/19

9:48 am-7:57 pm

1 stop9h 09m

Hartford Bradley Intl

Sun 9/21

12:18 pm-11:20 pm

1 stop12h 02m

$169

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 9/16

6:25 am-12:05 pm

1 stop4h 40m

Hartford Bradley Intl

Tue 9/23

5:20 pm-6:40 pm

Nonstop2h 20m

$192

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 9/19

9:48 am-7:57 pm

1 stop9h 09m

Hartford Bradley Intl

Sun 9/21

12:18 pm-7:11 am

2 stops19h 53m

$196

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 9/16

6:15 pm-11:23 pm

1 stop4h 08m

Hartford Bradley Intl

Tue 9/23

11:28 am-5:35 pm

1 stop7h 07m

$197

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 10/23

9:26 pm-3:21 pm

1 stop16h 55m

Hartford Bradley Intl

Sun 10/26

10:04 am-11:25 pm

1 stop14h 21m

$198

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 9/23

6:10 pm-9:20 pm

Nonstop2h 10m

Hartford Bradley Intl

Wed 9/24

5:20 pm-6:40 pm

Nonstop2h 20m

$205

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 9/13

1:08 pm-5:37 pm

1 stop3h 29m

Hartford Bradley Intl

Sun 9/14

5:35 am-8:40 am

1 stop4h 05m

$245

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 9/12

9:48 am-7:44 pm

1 stop8h 56m

Hartford Bradley Intl

Mon 9/15

11:30 am-3:58 pm

2 stops29h 28m

$265

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 month to fly to Hartford?

The month of September is, on average, the cheapest month to fly to Hartford from Chicago Midway Airport, with most prices found around $276. The month of March is another great option to travel to Hartford, with average flight prices from Chicago Midway Airport averaging around $297.

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 $360. 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 $428.

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 $404. 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 are 1 cabin classes 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

$138

Fastest flight time

2h 00m

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 $138. The best round-trip flight deal from Chicago Midway Airport to Hartford found on momondo in the last 72 hours is $157.
The fastest flight from Chicago Midway Airport to Hartford takes 2h 00m
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 2h 00m.

  • 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
4,245 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 13 flights on this route every week with an average price of $350. 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
Meriden
New Britain
Norwich
East Hartford
Brattleboro
Lenox
Windsor
Windsor Locks
Chicopee
Enfield
Southington
Newington
Lee
Middletown
Stockbridge
Niantic
Rocky Hill

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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