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Cheap flights from Harrisburg to Chicago from $150

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Harrisburg to Chicago departing on 10/29. 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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0 bags

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Find the cheapest flights from Harrisburg to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:12 pm - 11:40 pmMDT-MDW
5h 28m1 stop
Delta Logo
6:48 pm - 11:04 pmMDW-MDT
3h 16m1 stop
$229Delta
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
6:00 am - 9:53 amMDT-MDW
4h 53m1 stop
Delta Logo
6:48 pm - 11:14 pmMDW-MDT
3h 26m1 stop
$239Delta
Find Deal
Sat, Nov 15 - Sat, Nov 22
Multiple Airlines Logo
5:51 pm - 9:13 amMDT-MDW
16h 22m1 stop
Multiple Airlines Logo
2:01 pm - 10:50 amMDW-MDT
19h 49m2 stops
$259Multiple Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
Delta Logo
6:00 am - 8:49 amMDT-MDW
3h 49m1 stop
Delta Logo
6:08 pm - 11:02 pmMDW-MDT
3h 54m1 stop
$274Delta
Find Deal
Wed, Dec 24 - Fri, Dec 26
Delta Logo
6:00 am - 9:40 amMDT-MDW
4h 40m1 stop
Delta Logo
5:34 pm - 11:11 pmMDW-MDT
4h 37m1 stop
$279Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
6:00 am - 9:40 amMDT-MDW
4h 40m1 stop
Delta Logo
12:47 pm - 6:16 pmMDW-MDT
4h 29m1 stop
$284Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
7:12 pm - 11:40 pmMDT-MDW
5h 28m1 stop
Delta Logo
6:48 pm - 11:14 pmMDW-MDT
3h 26m1 stop
$304Delta
Find Deal
Fri, Nov 21 - Sat, Nov 22
Multiple Airlines Logo
9:30 am - 9:58 pmMDT-MDW
13h 28m2 stops
Multiple Airlines Logo
6:37 pm - 10:45 amMDW-MDT
15h 08m1 stop
$309Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Delta Logo
7:12 pm - 11:40 pmMDT-MDW
5h 28m1 stop
Delta Logo
10:47 am - 6:16 pmMDW-MDT
6h 29m1 stop
$315Delta
Find Deal
Fri, Nov 21 - Mon, Nov 24
Frontier Logo
10:56 am - 9:58 pmMDT-MDW
12h 02m1 stop
Frontier Logo
10:50 pm - 10:01 amMDW-MDT
34h 11m2 stops
$485Frontier
Find Deal
Tue, Dec 23 - Sun, Dec 28

Delta flights from Harrisburg to Chicago Midway Airport

Our best Delta deals on Harrisburg to Chicago Midway Airport flight tickets
Delta
Nov 14
MDT7:12 pmHarrisburg
5h 28m
1 stop
MDW11:40 pmChicago Midway
Nov 17
MDW6:48 pmChicago Midway
3h 16m
1 stop
MDT11:04 pmHarrisburg
$229
Find similar
Delta
Nov 15
MDT6:00 amHarrisburg
4h 53m
1 stop
MDW9:53 amChicago Midway
Nov 22
MDW6:48 pmChicago Midway
3h 26m
1 stop
MDT11:14 pmHarrisburg
$239
Find similar
Delta
Dec 24
MDT6:00 amHarrisburg
3h 49m
1 stop
MDW8:49 amChicago Midway
Dec 26
MDW6:08 pmChicago Midway
3h 54m
1 stop
MDT11:02 pmHarrisburg
$274
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Harrisburg to Chicago Midway Airport 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 October 23, 2025.
Use the filters below to find and compare flights from Harrisburg to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Fri 11/14

7:12 pm-11:40 pm

1 stop5h 28m

Chicago Midway

Mon 11/17

6:48 pm-11:04 pm

1 stop3h 16m

$229

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sat 11/15

6:00 am-9:53 am

1 stop4h 53m

Chicago Midway

Sat 11/22

6:48 pm-11:14 pm

1 stop3h 26m

$239

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Thu 1/8

5:51 pm-9:13 am

1 stop16h 22m

Chicago Midway

Sun 1/11

2:01 pm-10:50 am

2 stops19h 49m

$259

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Wed 12/24

6:00 am-8:49 am

1 stop3h 49m

Chicago Midway

Fri 12/26

6:08 pm-11:02 pm

1 stop3h 54m

$274

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sat 11/8

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Tue 11/11

5:34 pm-11:11 pm

1 stop4h 37m

$279

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Sat 11/8

6:00 am-9:40 am

1 stop4h 40m

Chicago Midway

Tue 11/11

12:47 pm-6:16 pm

1 stop4h 29m

$284

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Fri 11/21

7:12 pm-11:40 pm

1 stop5h 28m

Chicago Midway

Sat 11/22

6:48 pm-11:14 pm

1 stop3h 26m

$304

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Thu 12/4

9:30 am-9:58 pm

2 stops13h 28m

Chicago Midway

Sun 12/7

6:37 pm-10:45 am

1 stop15h 08m

$309

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Fri 11/21

7:12 pm-11:40 pm

1 stop5h 28m

Chicago Midway

Mon 11/24

10:47 am-6:16 pm

1 stop6h 29m

$315

HarrisburgChicago

MDT - MDW

MDTMDW

Harrisburg

Tue 12/23

10:56 am-9:58 pm

1 stop12h 02m

Chicago Midway

Sun 12/28

10:50 pm-10:01 am

2 stops34h 11m

$485

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 Chicago from

How to get the cheapest flight ticket from Harrisburg to Chicago Midway Airport

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 airline that flies from Harrisburg to Chicago Midway?

Delta, Frontier, and Allegiant Air are the most popular carriers operating from Harrisburg to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Harrisburg according to our data. Southwest is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Harrisburg to Chicago Midway Airport

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

Cheap Harrisburg to Chicago Midway Airport (MDT to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Harrisburg to Chicago Midway Airport

Direct flights

None
There are no direct flights from Harrisburg to Chicago Midway Airport. There are no popular flight routes from Harrisburg to Chicago Midway Airport.
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  • How far is Harrisburg to Chicago Midway by plane?

    A flight from Harrisburg to Chicago Midway will travel around 574.9 mi. In terms of flight time, this usually takes a little over 3h 40m.

  • When did momondo last update prices for flights from Harrisburg Airport to Chicago Midway Airport?

    Prices for flights from Harrisburg Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Harrisburg Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Harrisburg Airport to Chicago Midway 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 Harrisburg Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Harrisburg to Chicago Midway Airport?

Best airlines flying from Harrisburg to Chicago Midway Airport

Compare and see reviews for airlines that fly from Harrisburg to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $228Free CancellationRating
7.9
7,982 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Harrisburg to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Harrisburg.

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

Yes. All flights to Chicago from Harrisburg on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Harrisburg.

I’m not ready to book a flight from Harrisburg to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Harrisburg. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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