$155 Cheap Delta flights from Hartford to Chicago (BDL to MDW)

Find The Best Day To Fly from Hartford to Chicago

Amazing Delta BDL to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $364 round trip and $155 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Oct 14 - Sat, Oct 17
BDL
Hartford
MDW
Chicago
$364 Roundtrip, found 2 days ago
$364
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 14 from Hartford to Chicago, returning Sat, Oct 17, priced at $364 found 2 days ago
Sat, Aug 29 - Mon, Aug 31
BDL
Hartford
MDW
Chicago
$370 Roundtrip, found 2 days ago
$370
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 29 from Hartford to Chicago, returning Mon, Aug 31, priced at $370 found 2 days ago
Thu, Sep 17 - Sun, Sep 20
BDL
Hartford
MDW
Chicago
$957 Roundtrip, found 20 hours ago
$957
Roundtrip
found 20 hours ago
Select Delta flight, departing Thu, Sep 17 from Hartford to Chicago, returning Sun, Sep 20, priced at $957 found 20 hours ago

MDW From BDL Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Save 100% on your flight
Price was $1,677, price is now $1,083 per person
$1,083
per person
Oct 11 - Oct 15
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Chicago (ORD)
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
Price was $1,803, price is now $1,294 per person
$1,294
per person
Oct 11 - Oct 15
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Chicago (ORD)
The Emily Hotel

The Emily Hotel

4 out of 5
Save 100% on your flight
Price was $1,661, price is now $1,232 per person
$1,232
per person
Oct 11 - Oct 15
found 4 hours ago
Roundtrip flight included
Hartford (BDL) to Chicago (ORD)
Don't see what you're looking for?
See all available trips from Bradley Intl. to Midway Intl.
View all trips

Frequently asked questions

Can I catch a flight from Bradley Intl. Airport (BDL) to Midway Intl. Airport (MDW) right now?
For info on any present MDW travel advice and quarantine requirements, visit our Covid-19 Travel Advisor. Look before you book your flight, so you don't get caught out.
What terminal is Delta Air Lines at Bradley International Airport?
As soon as you're given your boarding pass for your Delta Air Lines flight from Bradley Intl. Airport (BDL) to MDW, check if the terminal details are printed on it. If not, consult your carrier. They should be able to advise where you'll be flying in and out of.
Are there Delta Air Lines non-stop flights from BDL to MDW?
Expect to make a stopover when flying from BDL to Midway Intl. Airport (MDW), as Delta Air Lines doesn't offer direct flights between these two locations. While waiting for your connection, you might like to pick up a gripping novel or an interesting magazine from the airport bookstore to help pass the time.
How long is a Delta Air Lines flight from BDL to MDW?
Your Delta Air Lines flight from Bradley International Airport to MDW will take approximately 4 hours and 27 minutes. But there are tons of things you can do to keep yourself entertained. Asking the passenger beside you about their travel plans is one of them. If you'd rather a different sort of in-flight entertainment, you could always watch a TV show.
How many direct and indirect flights does Delta Air Lines fly from BDL to MDW?
If you're planning a trip from BDL to MDW, you can pick from about 3 Delta Air Lines flights each day.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Chicago Airport, please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best Delta flight from Hartford BDL to Chicago MDW 

To find the best deals on flights to Hartford from Chicago with Delta, just enter your travel dates, filter by Delta, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Hartford BDL to Chicago MDW with Delta 

If you’re planning a round trip, booking return flights with Delta is usually the most cost-effective option. With airfares ranging from $364 to $957, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Delta flights from Hartford BDL to Chicago MDW 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Delta flight from Hartford to Chicago costs from $155. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago MDW from  Hartford BDL with Delta 

To find a cheap Delta flight from Hartford BDL to Chicago MDW, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on Delta flights from Hartford BDL to Chicago MDW 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as October, or if you book a flight with a stopover. 

 

Find nonstop flights from Hartford BDL to Chicago MDW with Delta 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct Delta flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for Delta flights from Hartford BDL to Chicago MDW 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Chicago MDW from  Hartford BDL with Delta on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

Delta Airports
Hop on a(n) Delta flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ATLUSAHartsfield-Jackson Atlanta Intl.252
DTWUSADetroit Metropolitan Wayne County156
MSPUSAMinneapolis - St. Paul Intl.131
SLCUSASalt Lake City Intl.116
SEAUSASeattle - Tacoma Intl.57
LAXUSALos Angeles Intl.41
AMSNLDSchiphol31
YYCCANCalgary Intl.26
YYZCANPearson Intl.24
JFKUSAJohn F. Kennedy Intl.23

Travelers ❤️ these 🏨 after their flight to Chicago

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, ...
9.2/10 Wonderful! (1,254 reviews)
"."

Reviewed on Aug 9, 2026

Hyatt Regency McCormick Place Chicago
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Holiday Inn & Suites Chicago - Downtown by IHG
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
9/10 Wonderful! (2,488 reviews)
"I got what I booked."

Reviewed on Aug 9, 2026

Crowne Plaza Chicago West Loop by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.