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Cheap flights from Chicago Midway Airport to Orlando from $139

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 5/26. 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 Chicago Midway Airport to Orlando

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:12 pm - 11:46 pm
MDW
-
MLB
5h 34m
1 stop
Delta Logo
5:46 am - 10:00 am
MLB
-
MDW
5h 14m
1 stop
$297Delta
Wed, May 27 - Fri, May 29
Delta Logo
6:05 am - 2:17 pm
MDW
-
MLB
7h 12m
1 stop
Delta Logo
3:20 pm - 9:46 pm
MLB
-
MDW
7h 26m
1 stop
$298Delta
Sat, Aug 15 - Wed, Sep 30
Delta Logo
5:08 pm - 11:46 pm
MDW
-
MLB
5h 38m
1 stop
Delta Logo
2:39 pm - 9:09 pm
MLB
-
MDW
7h 30m
1 stop
$308Delta
Fri, May 29 - Mon, Jun 1
Delta Logo
5:25 pm - 10:47 pm
MDW
-
MLB
4h 22m
1 stop
Delta Logo
3:20 pm - 9:46 pm
MLB
-
MDW
7h 26m
1 stop
$318Delta
Tue, Sep 29 - Wed, Sep 30
Delta Logo
6:00 am - 2:24 pm
MDW
-
MLB
7h 24m
1 stop
Delta Logo
3:20 pm - 9:45 pm
MLB
-
MDW
7h 25m
1 stop
$329Delta
Sat, Oct 3 - Tue, Oct 6
Delta Logo
6:00 am - 2:24 pm
MDW
-
MLB
7h 24m
1 stop
Delta Logo
3:20 pm - 9:46 pm
MLB
-
MDW
7h 26m
1 stop
$339Delta
Mon, Sep 28 - Sat, Oct 3
Delta Logo
6:00 am - 2:24 pm
MDW
-
MLB
7h 24m
1 stop
Delta Logo
6:35 pm - 8:49 am
MLB
-
MDW
15h 14m
2 stops
$341Delta
Tue, Sep 29 - Tue, Oct 6
Delta Logo
6:00 am - 2:24 pm
MDW
-
MLB
7h 24m
1 stop
Delta Logo
6:35 pm - 8:49 am
MLB
-
MDW
15h 14m
2 stops
$352Delta
Sat, Oct 3 - Tue, Oct 6
Delta Logo
6:23 am - 1:50 pm
MDW
-
MLB
6h 27m
1 stop
Delta Logo
6:40 am - 10:09 am
MLB
-
MDW
4h 29m
1 stop
$355Delta
Sat, Jun 6 - Sat, Jun 13
Delta Logo
6:23 am - 1:50 pm
MDW
-
MLB
6h 27m
1 stop
Delta Logo
5:46 am - 10:00 am
MLB
-
MDW
5h 14m
1 stop
$357Delta
Sun, May 24 - Wed, May 27

Delta flights from Chicago Midway Airport to Melbourne, Florida

Our best Delta deals on Chicago Midway Airport to Melbourne, Florida flight tickets
Delta
May 27
MDW5:12 pmChicago Midway
5h 34m
1 stop
MLB11:46 pmMelbourne
May 29
MLB5:46 amMelbourne
5h 14m
1 stop
MDW10:00 amChicago Midway
$297
Delta
Aug 15
MDW6:05 amChicago Midway
7h 12m
1 stop
MLB2:17 pmMelbourne
Sep 30
MLB3:20 pmMelbourne
7h 26m
1 stop
MDW9:46 pmChicago Midway
$298
Delta
May 29
MDW5:08 pmChicago Midway
5h 38m
1 stop
MLB11:46 pmMelbourne
Jun 1
MLB2:39 pmMelbourne
7h 30m
1 stop
MDW9:09 pmChicago Midway
$308

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 May 9, 2026.
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

Cheapest round-trip
Quickest round-trip

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Wed 5/27

5:12 pm-11:46 pm

1 stop5h 34m

Melbourne

Fri 5/29

5:46 am-10:00 am

1 stop5h 14m

$297

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 8/15

6:05 am-2:17 pm

1 stop7h 12m

Melbourne

Wed 9/30

3:20 pm-9:46 pm

1 stop7h 26m

$298

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Fri 5/29

5:08 pm-11:46 pm

1 stop5h 38m

Melbourne

Mon 6/1

2:39 pm-9:09 pm

1 stop7h 30m

$308

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Tue 9/29

5:25 pm-10:47 pm

1 stop4h 22m

Melbourne

Wed 9/30

3:20 pm-9:46 pm

1 stop7h 26m

$318

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 10/3

6:00 am-2:24 pm

1 stop7h 24m

Melbourne

Tue 10/6

3:20 pm-9:45 pm

1 stop7h 25m

$329

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Mon 9/28

6:00 am-2:24 pm

1 stop7h 24m

Melbourne

Sat 10/3

3:20 pm-9:46 pm

1 stop7h 26m

$339

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Tue 9/29

6:00 am-2:24 pm

1 stop7h 24m

Melbourne

Tue 10/6

6:35 pm-8:49 am

2 stops15h 14m

$341

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 10/3

6:00 am-2:24 pm

1 stop7h 24m

Melbourne

Tue 10/6

6:35 pm-8:49 am

2 stops15h 14m

$352

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 6/6

6:23 am-1:50 pm

1 stop6h 27m

Melbourne

Sat 6/13

6:40 am-10:09 am

1 stop4h 29m

$355

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sun 5/24

6:23 am-1:50 pm

1 stop6h 27m

Melbourne

Wed 5/27

5:46 am-10:00 am

1 stop5h 14m

$357

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 Orlando from

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 airline that flies from Chicago Midway to Melbourne?

Delta is the most popular carrier operating from Chicago Midway to Melbourne

What airlines fly to Melbourne, Florida?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Melbourne, Florida from Chicago Midway Airport 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 Melbourne, Florida. Keep in mind that there are 3 different airlines that fly to Melbourne, Florida on a routine basis, so you have a few additional options to choose from.

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

Fastest flight time

4h 57m

Direct flights

None
The fastest flight from Chicago Midway Airport to Melbourne, Florida takes 4h 57m
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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Frequently asked questions about flying from Chicago Midway Airport to Melbourne, Florida

  • 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 57m.

  • 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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