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Not ready to book? to track prices.Southwest flights from Chicago Midway Airport to Hartford
Our best Southwest deals on Chicago Midway Airport to Hartford flight tickets
Frontier flights from Chicago Midway Airport to Hartford
Our best Frontier deals on Chicago Midway Airport to Hartford flight tickets
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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
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Wed 1/6
8:25 am-3:05 pm
1 stop5h 40m
Hartford Bradley Intl
Sat 1/9
7:15 am-8:50 am
Nonstop2h 35m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Fri 11/27
8:00 am-11:10 am
Nonstop2h 10m
Hartford Bradley Intl
Tue 12/1
5:40 am-9:00 am
1 stop4h 20m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Fri 11/6
6:10 pm-11:50 pm
1 stop4h 40m
Hartford Bradley Intl
Fri 11/13
6:40 pm-8:05 pm
Nonstop2h 25m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Sat 10/31
8:35 am-5:25 pm
2 stops7h 50m
Hartford Bradley Intl
Mon 11/2
2:30 pm-12:05 am
2 stops10h 35m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Thu 11/12
8:00 am-11:10 am
Nonstop2h 10m
Hartford Bradley Intl
Tue 11/17
12:30 pm-6:55 pm
1 stop7h 25m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Fri 11/13
7:50 am-4:10 pm
2 stops7h 20m
Hartford Bradley Intl
Tue 12/1
7:00 am-12:55 pm
2 stops6h 55m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Thu 11/5
5:05 am-12:05 pm
1 stop6h 00m
Hartford Bradley Intl
Mon 11/9
6:40 pm-8:05 pm
Nonstop2h 25m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Tue 11/3
9:55 am-3:20 pm
1 stop4h 25m
Hartford Bradley Intl
Wed 11/4
6:25 pm-7:55 pm
Nonstop2h 30m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Sat 11/21
8:42 pm-11:31 am
1 stop13h 49m
Hartford Bradley Intl
Thu 12/3
12:56 pm-8:48 pm
1 stop8h 52m
ChicagoHartford
MDW Chicago Midway - BDL Hartford Bradley Intl
MDWBDL
Chicago Midway
Thu 12/24
8:07 pm-4:36 pm
1 stop19h 29m
Hartford Bradley Intl
Thu 12/31
5:31 pm-7:02 pm
1 stop26h 31m
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 February is, on average, the cheapest month to fly to Hartford from Chicago Midway Airport, with most prices found around $0. The month of December is another great option to travel to Hartford, with average flight prices from Chicago Midway Airport averaging around $318.
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 $365. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Hartford on Monday is $556.
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 morning. momondo users have found flights departing from Chicago Midway Airport to Hartford in the morning for as low as $424. 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 $547. 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 Airport to Hartford flights?
There is only 1 cabin class available to choose from on Chicago Midway Airport to Hartford 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.
How many flights depart from Chicago Midway Airport to Hartford on average per day?
1 flights are operational daily from Chicago Midway Airport to Hartford as of October 2026. The most popular departure time for this route is 7:00AM, with 36% of flights per day taking off at noon.
How many flights depart from Chicago Midway Airport to Hartford on average per week?
The number of flights available between Chicago Midway Airport and Hartford is 9 per week as of October 2026. The most frequent departure day is Mon, with 33% of weekly flights leaving on this day.
When to book flights from Chicago Midway Airport to Hartford
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
Frequently asked questions about flying from Chicago Midway Airport to Hartford
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?
The number of operators available for flights from Chicago Midway Airport to Hartford Bradley Intl Airport is 1 as of October 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago Midway Airport to Hartford is Boeing 737-800 (24.37% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (16.46%), Boeing 737-800 Passenger/BBJ2 (winglets) (12.34%), and Embraer 175 (9.81%).
What is the most popular airline from Chicago Midway Airport to Hartford?
Based on momondo bookings for flights between Chicago Midway Airport and Hartford, the leading airline is Southwest, making up 100% of the total bookings.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $248 | Free Cancellation | Rating 7.9 4,215 reviews |
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 $248. Generally, Southwest has 9 flights on this route every week with an average price of $411. Southwest is rated 7.9/10 by our users.
Traveling to a place near Springfield?
Book flights to Springfield if you plan to visit one of these locationsWhy 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.