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Cheap flights from Chicago Midway Airport to Orlando from $229

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 Orlando departing on 12/15. 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 Orlando

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 2:23 pmMDW-MLB
7h 23m1 stop
Delta Logo
11:20 am - 4:25 pmMLB-MDW
6h 05m1 stop
$342Delta
Find Deal
Sat, Feb 21 - Tue, Feb 24
Delta Logo
6:00 am - 1:45 pmMDW-MLB
6h 45m1 stop
Delta Logo
11:11 am - 4:14 pmMLB-MDW
6h 03m1 stop
$392Delta
Find Deal
Fri, Oct 31 - Tue, Nov 4
Delta Logo
4:30 pm - 10:44 pmMDW-MLB
5h 14m1 stop
Delta Logo
3:20 pm - 9:46 pmMLB-MDW
7h 26m1 stop
$427Delta
Find Deal
Sat, Mar 14 - Fri, Mar 20
Delta Logo
6:00 am - 2:23 pmMDW-MLB
7h 23m1 stop
Delta Logo
5:55 am - 9:56 amMLB-MDW
5h 01m1 stop
$437Delta
Find Deal
Sat, Mar 14 - Sun, Mar 22
Delta Logo
6:00 am - 2:23 pmMDW-MLB
7h 23m1 stop
Delta Logo
5:55 am - 9:56 amMLB-MDW
5h 01m1 stop
$472Delta
Find Deal
Sat, Mar 14 - Sun, Mar 22
Delta Logo
6:00 am - 1:45 pmMDW-MLB
6h 45m1 stop
Delta Logo
6:00 am - 11:52 amMLB-MDW
6h 52m1 stop
$477Delta
Find Deal
Wed, Nov 5 - Wed, Nov 12
Delta Logo
10:35 am - 5:59 pmMDW-MLB
6h 24m1 stop
Delta Logo
5:55 am - 9:56 amMLB-MDW
5h 01m1 stop
$482Delta
Find Deal
Sun, Mar 15 - Sun, Mar 22
Delta Logo
10:35 am - 5:59 pmMDW-MLB
6h 24m1 stop
Delta Logo
3:20 pm - 9:46 pmMLB-MDW
7h 26m1 stop
$487Delta
Find Deal
Sun, Mar 15 - Fri, Mar 20
Delta Logo
10:35 am - 5:59 pmMDW-MLB
6h 24m1 stop
Delta Logo
3:20 pm - 9:46 pmMLB-MDW
7h 26m1 stop
$533Delta
Find Deal
Sun, Mar 15 - Sat, Mar 21
Delta Logo
10:35 am - 5:59 pmMDW-MLB
6h 24m1 stop
Delta Logo
3:20 pm - 9:46 pmMLB-MDW
7h 26m1 stop
$553Delta
Find Deal
Sun, Mar 15 - Fri, Mar 20

Delta flights from Chicago Midway Airport to Melbourne, Florida

Our best Delta deals on Chicago Midway Airport to Melbourne, Florida flight tickets
Delta
Feb 21
MDW6:00 amChicago Midway
7h 23m
1 stop
MLB2:23 pmMelbourne
Feb 24
MLB11:20 amMelbourne
6h 05m
1 stop
MDW4:25 pmChicago Midway
$342
Find similar
Delta
Oct 31
MDW6:00 amChicago Midway
6h 45m
1 stop
MLB1:45 pmMelbourne
Nov 4
MLB11:11 amMelbourne
6h 03m
1 stop
MDW4:14 pmChicago Midway
$392
Find similar
Delta
Mar 14
MDW4:30 pmChicago Midway
5h 14m
1 stop
MLB10:44 pmMelbourne
Mar 20
MLB3:20 pmMelbourne
7h 26m
1 stop
MDW9:46 pmChicago Midway
$427
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Melbourne, Florida 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 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Melbourne, Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 2/21

6:00 am-2:23 pm

1 stop7h 23m

Melbourne

Tue 2/24

11:20 am-4:25 pm

1 stop6h 05m

$342

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Fri 10/31

6:00 am-1:45 pm

1 stop6h 45m

Melbourne

Tue 11/4

11:11 am-4:14 pm

1 stop6h 03m

$392

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 3/14

4:30 pm-10:44 pm

1 stop5h 14m

Melbourne

Fri 3/20

3:20 pm-9:46 pm

1 stop7h 26m

$427

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 3/14

6:00 am-2:23 pm

1 stop7h 23m

Melbourne

Sun 3/22

5:55 am-9:56 am

1 stop5h 01m

$437

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 3/14

6:00 am-2:23 pm

1 stop7h 23m

Melbourne

Sun 3/22

5:55 am-9:56 am

1 stop5h 01m

$472

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Wed 11/5

6:00 am-1:45 pm

1 stop6h 45m

Melbourne

Wed 11/12

6:00 am-11:52 am

1 stop6h 52m

$477

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sun 3/15

10:35 am-5:59 pm

1 stop6h 24m

Melbourne

Sun 3/22

5:55 am-9:56 am

1 stop5h 01m

$482

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sun 3/15

10:35 am-5:59 pm

1 stop6h 24m

Melbourne

Fri 3/20

3:20 pm-9:46 pm

1 stop7h 26m

$487

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sun 3/15

10:35 am-5:59 pm

1 stop6h 24m

Melbourne

Sat 3/21

3:20 pm-9:46 pm

1 stop7h 26m

$533

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sun 3/15

10:35 am-5:59 pm

1 stop6h 24m

Melbourne

Fri 3/20

3:20 pm-9:46 pm

1 stop7h 26m

$553

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to Melbourne, Florida

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 day to depart on your flight to Melbourne, Florida?

The cheapest day to depart on your flight to Melbourne, Florida is on a Saturday when prices can be found for as low as $406. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $653.

What is the cheapest time of day to depart on your flight to Melbourne, Florida?

According to our data, the cheapest time of day to fly to Melbourne, Florida is in the evening. momondo users have found flights departing from Chicago Midway Airport to Melbourne, Florida in the evening for as low as $155. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the morning are often more expensive with an average ticket price of $466.

When to book flights from Chicago Midway Airport to Melbourne, Florida

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

Cheap Chicago Midway Airport to Melbourne, Florida (MDW to MLB) flight deals and tips

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

Direct flights

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

    There are 1027.8 mi between Chicago Midway and Melbourne. In terms of flight time, this usually takes a little over 4h 14m.

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

    Prices for flights from Chicago Midway Airport to Melbourne Airport refresh daily.

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

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

    The necessary travel and health documents for your Melbourne Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Melbourne for you.

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

All flight searches from Chicago to Melbourne on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search for Chicago to Melbourne flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Chicago to Melbourne 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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