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Cheap flights from Chicago to Springfield from $60

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 to Springfield departing on 2/25. 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 to Springfield

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
3:15 pm - 11:44 pm
ORD
-
BDL
7h 29m
1 stop
JetBlue Logo
6:45 am - 2:20 pm
BDL
-
ORD
8h 35m
1 stop
$143JetBlue
Wed, May 6 - Sat, May 9
Frontier Logo
10:25 am - 7:17 pm
ORD
-
BDL
7h 52m
1 stop
Frontier Logo
1:07 pm - 10:39 pm
BDL
-
ORD
10h 32m
1 stop
$160Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
6:25 am - 1:32 pm
MDW
-
BDL
6h 07m
1 stop
Frontier Logo
2:27 pm - 10:37 pm
BDL
-
MDW
9h 10m
1 stop
$160Frontier
Thu, Feb 12 - Thu, Feb 19
JetBlue Logo
3:15 pm - 11:54 pm
ORD
-
BDL
7h 39m
1 stop
JetBlue Logo
6:40 am - 2:20 pm
BDL
-
ORD
8h 40m
1 stop
$162JetBlue
Fri, Jun 5 - Mon, Jun 8
Multiple Airlines Logo
5:05 am - 2:02 pm
ORD
-
BDL
7h 57m
1 stop
Multiple Airlines Logo
6:00 am - 11:48 am
BDL
-
ORD
6h 48m
1 stop
$171Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
5:05 am - 1:32 pm
ORD
-
BDL
7h 27m
1 stop
Frontier Logo
10:19 am - 10:46 am
BDL
-
ORD
25h 27m
1 stop
$174Frontier
Sun, Mar 1 - Wed, Mar 4
JetBlue Logo
6:04 am - 11:57 pm
ORD
-
BDL
16h 53m
1 stop
JetBlue Logo
6:00 am - 11:49 am
BDL
-
ORD
6h 49m
1 stop
$179JetBlue
Tue, Feb 17 - Tue, Mar 3
Frontier Logo
9:22 pm - 9:23 am
MDW
-
BDL
11h 01m
1 stop
Frontier Logo
2:27 pm - 10:29 pm
BDL
-
MDW
9h 02m
1 stop
$179Frontier
Mon, Mar 2 - Thu, Mar 5
Frontier Logo
8:15 am - 8:20 pm
ORD
-
BDL
11h 05m
1 stop
Frontier Logo
10:52 am - 11:15 pm
BDL
-
ORD
13h 23m
1 stop
$181Frontier
Sat, Feb 28 - Mon, Mar 2
Frontier Logo
6:25 am - 1:32 pm
MDW
-
BDL
6h 07m
1 stop
Frontier Logo
10:52 am - 8:27 pm
BDL
-
MDW
10h 35m
1 stop
$181Frontier
Thu, Feb 26 - Mon, Mar 2

Frontier flights from Chicago to Hartford

Our best Frontier deals on Chicago to Hartford flight tickets
Frontier
Apr 30
ORD10:25 amChicago O'Hare Intl
7h 52m
1 stop
BDL7:17 pmHartford Bradley Intl
May 4
BDL1:07 pmHartford Bradley Intl
10h 32m
1 stop
ORD10:39 pmChicago O'Hare Intl
$160
Frontier
Mar 1
ORD5:05 amChicago O'Hare Intl
7h 27m
1 stop
BDL1:32 pmHartford Bradley Intl
Mar 4
BDL10:19 amHartford Bradley Intl
25h 27m
1 stop
ORD10:46 amChicago O'Hare Intl
$174
Frontier
Feb 28
ORD8:15 amChicago O'Hare Intl
11h 05m
1 stop
BDL8:20 pmHartford Bradley Intl
Mar 2
BDL10:52 amHartford Bradley Intl
13h 23m
1 stop
ORD11:15 pmChicago O'Hare Intl
$181

JetBlue flights from Chicago to Hartford

Our best JetBlue deals on Chicago to Hartford flight tickets
JetBlue
May 6
ORD3:15 pmChicago O'Hare Intl
7h 29m
1 stop
BDL11:44 pmHartford Bradley Intl
May 9
BDL6:45 amHartford Bradley Intl
8h 35m
1 stop
ORD2:20 pmChicago O'Hare Intl
$143
JetBlue
Jun 5
ORD3:15 pmChicago O'Hare Intl
7h 39m
1 stop
BDL11:54 pmHartford Bradley Intl
Jun 8
BDL6:40 amHartford Bradley Intl
8h 40m
1 stop
ORD2:20 pmChicago O'Hare Intl
$162
JetBlue
Feb 17
ORD6:04 amChicago O'Hare Intl
16h 53m
1 stop
BDL11:57 pmHartford Bradley Intl
Mar 3
BDL6:00 amHartford Bradley Intl
6h 49m
1 stop
ORD11:49 amChicago O'Hare Intl
$179

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 25, 2026.
Use the filters below to find and compare flights from Chicago to Hartford that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Wed 5/6

3:15 pm-11:44 pm

1 stop7h 29m

Hartford Bradley Intl

Sat 5/9

6:45 am-2:20 pm

1 stop8h 35m

$143

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 4/30

10:25 am-7:17 pm

1 stop7h 52m

Hartford Bradley Intl

Mon 5/4

1:07 pm-10:39 pm

1 stop10h 32m

$160

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 2/12

6:25 am-1:32 pm

1 stop6h 07m

Hartford Bradley Intl

Thu 2/19

2:27 pm-10:37 pm

1 stop9h 10m

$160

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Fri 6/5

3:15 pm-11:54 pm

1 stop7h 39m

Hartford Bradley Intl

Mon 6/8

6:40 am-2:20 pm

1 stop8h 40m

$162

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Thu 3/5

5:05 am-2:02 pm

1 stop7h 57m

Hartford Bradley Intl

Mon 3/9

6:00 am-11:48 am

1 stop6h 48m

$171

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sun 3/1

5:05 am-1:32 pm

1 stop7h 27m

Hartford Bradley Intl

Wed 3/4

10:19 am-10:46 am

1 stop25h 27m

$174

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Tue 2/17

6:04 am-11:57 pm

1 stop16h 53m

Hartford Bradley Intl

Tue 3/3

6:00 am-11:49 am

1 stop6h 49m

$179

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 3/2

9:22 pm-9:23 am

1 stop11h 01m

Hartford Bradley Intl

Thu 3/5

2:27 pm-10:29 pm

1 stop9h 02m

$179

ChicagoHartford

ORD - BDL

ORDBDL

Chicago O'Hare Intl

Sat 2/28

8:15 am-8:20 pm

1 stop11h 05m

Hartford Bradley Intl

Mon 3/2

10:52 am-11:15 pm

1 stop13h 23m

$181

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 2/26

6:25 am-1:32 pm

1 stop6h 07m

Hartford Bradley Intl

Mon 3/2

10:52 am-8:27 pm

1 stop10h 35m

$181

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 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 August is, on average, the cheapest month to fly to Hartford from Chicago, with most prices found around $249. The month of September is another great option to travel to Hartford, with average flight prices from Chicago averaging around $288.

What is the cheapest day to depart on your flight to Hartford?

The cheapest day to depart from Chicago to Hartford is on a Saturday when prices can be found for as low as $340. 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 $417.

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 to Hartford in the evening for as low as $320. 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 $393. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Hartford Bradley Intl flight route?

Fly from Chicago O'Hare Intl to Hartford Bradley Intl for the best Chicago - Hartford Bradley Intl flight prices

How far in advance should I book a flight to Hartford?

You are more likely to see cheaper flights to Hartford from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Hartford for around $383 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hartford from Chicago for as low as $314 on momondo.

What cabin class options are available on Chicago to Hartford Bradley Intl flights?

There are 4 cabin classes available to choose from on Chicago 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 to Hartford flights?

No. A direct flight is the cheapest option for a flight between Chicago to Hartford.

How have Chicago to Hartford flight prices changed over time?

As of January 2026, prices for Chicago to Hartford flights are approximately 39% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Hartford

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Hartford according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Hartford (CHI to BDL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Hartford

Best Price Found

$181

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Hartford

1 airport
The best one-way flight to Hartford from Chicago in the past 72 hours is $181. The best round-trip flight deal from Chicago to Hartford found on momondo in the last 72 hours is $359.
The fastest flight from Chicago to Hartford takes 1h 55m
Direct flights go from Chicago to Hartford every day.
There is 1 airport in Hartford. From Chicago there are direct flights to Hartford Bradley Intl (BDL).
Search flight deals

  • How far is Chicago to Hartford Bradley Intl by plane?

    Hartford Bradley Intl is 768.4 mi away from Chicago. Flights usually cover this in 1h 55m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Hartford Bradley Intl Airport?

    Prices for flights from Chicago to Hartford Bradley Intl Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Hartford Bradley Intl Airport?

  • How old do you have to be to fly from Chicago to Hartford Bradley Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Hartford Bradley Intl Airport.

  • What documentation or ID do you need to fly to Hartford Bradley Intl Airport?

    The travel and health documents required for your trip to Hartford Bradley Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hartford Bradley Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Hartford?

  • What is the most popular airline from Chicago to Hartford?

Best airlines flying from Chicago to Hartford

Compare and see reviews for airlines that fly from Chicago to Hartford with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $177Free CancellationRating
7.2
11,197 reviews
Search American Airlines flights
United AirlinesPriceFrom $185Free CancellationRating
7.4
9,198 reviews
Search United Airlines flights
SouthwestPriceFrom $197Free CancellationRating
8.0
4,269 reviews
Search Southwest flights

  • Southwest Flights From Chicago to Hartford

    Southwest flies from Chicago to Hartford around 5 times per week, with 4,269 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Hartford in the last 72 hours was $197 (round-trip), much lower than the average airfare cost of $325 for Southwest flights on this route.

  • United Airlines Flights From Chicago to Hartford

    Another popular option for Chicago to Hartford flights is United Airlines (7.4/10, 9,198 ratings). United Airlines flies from Chicago to Hartford around 8 times per week, with deals starting from $185 round-trip and rising to an average price of around $395.

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?

It is quick and easy to find Chicago to Hartford flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Hartford that suits you.

Can I find flights from Chicago to Hartford with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Hartford flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Hartford?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Hartford.

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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Airports servicing Connecticut

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