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Cheap flights from Chicago to Orlando from $171

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 Orlando departing on 9/23. 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 to Orlando

Cheap round-trip flights

Delta Logo
4:25 pm - 11:29 pmMDW-MLB
6h 04m1 stop
Delta Logo
5:50 am - 9:36 amMLB-MDW
4h 46m1 stop
$362Delta
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Sat, Aug 30 - Mon, Sep 1
Delta Logo
4:25 pm - 11:29 pmMDW-MLB
6h 04m1 stop
Delta Logo
4:41 pm - 9:12 pmMLB-MDW
5h 31m1 stop
$372Delta
Find Deal
Sat, Aug 23 - Sat, Aug 30
Logo
8:12 pm - 8:36 pmORD-MLB
23h 24m3 stops
Logo
9:16 pm - 11:59 pmMLB-ORD
27h 43m3 stops
$376
Find Deal
Wed, Aug 13 - Sun, Aug 17
Logo
8:12 pm - 8:36 pmORD-MLB
23h 24m3 stops
Logo
9:16 pm - 7:07 pmMLB-ORD
22h 51m2 stops
$381
Find Deal
Wed, Aug 13 - Sun, Aug 17
Delta Logo
7:10 am - 2:22 pmORD-MLB
6h 12m1 stop
Delta Logo
3:20 pm - 6:56 pmMLB-ORD
4h 36m1 stop
$387Delta
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Wed, Nov 26 - Tue, Dec 2
American Airlines Logo
8:35 am - 5:20 pmORD-MLB
7h 45m1 stop
American Airlines Logo
1:48 pm - 5:32 pmMLB-ORD
4h 44m1 stop
$389American Airlines
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Sat, Aug 23 - Sat, Aug 30
American Airlines Logo
7:13 am - 1:18 pmORD-MLB
5h 05m1 stop
American Airlines Logo
1:48 pm - 8:11 pmMLB-ORD
7h 23m2 stops
$394American Airlines
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Sat, Aug 23 - Sat, Aug 30
Delta Logo
6:00 am - 1:44 pmMDW-MLB
6h 44m1 stop
Delta Logo
5:50 am - 9:40 amMLB-MDW
4h 50m1 stop
$397Delta
Find Deal
Thu, Sep 11 - Tue, Sep 30
American Airlines Logo
8:09 am - 5:20 pmORD-MLB
8h 11m2 stops
American Airlines Logo
1:48 pm - 8:11 pmMLB-ORD
7h 23m2 stops
$399American Airlines
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Sat, Aug 23 - Sat, Aug 30
American Airlines Logo
5:00 am - 11:25 amORD-MLB
5h 25m1 stop
American Airlines Logo
5:46 pm - 11:48 pmMLB-ORD
7h 02m2 stops
$422American Airlines
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Thu, Sep 11 - Mon, Sep 15

Delta flights from Chicago to Melbourne, Florida

Our best Delta deals on Chicago to Melbourne, Florida flight tickets
Delta
Aug 30
MDW4:25 pmChicago Midway
6h 04m
1 stop
MLB11:29 pmMelbourne
Sep 1
MLB5:50 amMelbourne
4h 46m
1 stop
MDW9:36 amChicago Midway
$362
Find similar
Delta
Aug 23
MDW4:25 pmChicago Midway
6h 04m
1 stop
MLB11:29 pmMelbourne
Aug 30
MLB4:41 pmMelbourne
5h 31m
1 stop
MDW9:12 pmChicago Midway
$372
Find similar
Delta
Nov 26
ORD7:10 amChicago O'Hare Intl
6h 12m
1 stop
MLB2:22 pmMelbourne
Dec 2
MLB3:20 pmMelbourne
4h 36m
1 stop
ORD6:56 pmChicago O'Hare Intl
$387
Find similar

American Airlines flights from Chicago to Melbourne, Florida

Our best American Airlines deals on Chicago to Melbourne, Florida flight tickets
American Airlines
Aug 23
ORD8:35 amChicago O'Hare Intl
7h 45m
1 stop
MLB5:20 pmMelbourne
Aug 30
MLB1:48 pmMelbourne
4h 44m
1 stop
ORD5:32 pmChicago O'Hare Intl
$389
Find similar
American Airlines
Aug 23
ORD7:13 amChicago O'Hare Intl
5h 05m
1 stop
MLB1:18 pmMelbourne
Aug 30
MLB1:48 pmMelbourne
7h 23m
2 stops
ORD8:11 pmChicago O'Hare Intl
$394
Find similar
American Airlines
Aug 23
ORD8:09 amChicago O'Hare Intl
8h 11m
2 stops
MLB5:20 pmMelbourne
Aug 30
MLB1:48 pmMelbourne
7h 23m
2 stops
ORD8:11 pmChicago O'Hare Intl
$399
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 July 30, 2025.
Use the filters below to find and compare flights from Chicago to Melbourne, Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 8/30

4:25 pm-11:29 pm

1 stop6h 04m

Melbourne

Mon 9/1

5:50 am-9:36 am

1 stop4h 46m

$362

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Sat 8/23

4:25 pm-11:29 pm

1 stop6h 04m

Melbourne

Sat 8/30

4:41 pm-9:12 pm

1 stop5h 31m

$372

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Wed 8/13

8:12 pm-8:36 pm

3 stops23h 24m

Melbourne

Sun 8/17

9:16 pm-11:59 pm

3 stops27h 43m

$376

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Wed 8/13

8:12 pm-8:36 pm

3 stops23h 24m

Melbourne

Sun 8/17

9:16 pm-7:07 pm

2 stops22h 51m

$381

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Wed 11/26

7:10 am-2:22 pm

1 stop6h 12m

Melbourne

Tue 12/2

3:20 pm-6:56 pm

1 stop4h 36m

$387

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Sat 8/23

8:35 am-5:20 pm

1 stop7h 45m

Melbourne

Sat 8/30

1:48 pm-5:32 pm

1 stop4h 44m

$389

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Sat 8/23

7:13 am-1:18 pm

1 stop5h 05m

Melbourne

Sat 8/30

1:48 pm-8:11 pm

2 stops7h 23m

$394

ChicagoMelbourne

MDW - MLB

MDWMLB

Chicago Midway

Thu 9/11

6:00 am-1:44 pm

1 stop6h 44m

Melbourne

Tue 9/30

5:50 am-9:40 am

1 stop4h 50m

$397

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Sat 8/23

8:09 am-5:20 pm

2 stops8h 11m

Melbourne

Sat 8/30

1:48 pm-8:11 pm

2 stops7h 23m

$399

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Thu 9/11

5:00 am-11:25 am

1 stop5h 25m

Melbourne

Mon 9/15

5:46 pm-11:48 pm

2 stops7h 02m

$422

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago 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 month to fly to Melbourne, Florida?

In general, August is the cheapest month to fly from Chicago to Melbourne, Florida. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $107. If you aren’t able to travel during the month of August, then book flights to Melbourne, Florida from Chicago during May instead. Flights to Melbourne, Florida in May, while not as cheap as those in August, still average around $233.

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 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 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 to Melbourne, Florida

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

Cheap Chicago to Melbourne, Florida (CHI to MLB) flight deals and tips

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

Best Price Found

$171

Fastest flight time

4h 06m

Direct flights

None

Airports in Melbourne, Florida

1 airport
The best one-way flight to Melbourne, Florida from Chicago in the past 72 hours is $171. The best round-trip flight deal from Chicago to Melbourne, Florida found on momondo in the last 72 hours is $362.
The fastest flight from Chicago to Melbourne, Florida takes 4h 06m
There are no direct flights from Chicago to Melbourne, Florida. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Melbourne Airport and Chicago Midway Airport - Melbourne Airport.
There is 1 airport near Melbourne, Florida: Melbourne (MLB)
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  • How far is Chicago to Melbourne by plane?

    A flight from Chicago to Melbourne will travel around 1030.8 mi. 4h 06m is a normal flight duration for this route.

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

    Prices for flights from Chicago to Melbourne Airport are refreshed on a daily basis.

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

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

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

    The required travel and health documents for your Melbourne 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 Melbourne Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Melbourne, Florida?

Best airlines flying from Chicago to Melbourne, Florida

Compare and see reviews for airlines that fly from Chicago to Melbourne, Florida with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $312Free CancellationRating
8.0
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $346Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Melbourne. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Melbourne from Chicago with this policy.

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

momondo provides multiple filters to help you find the best flight to Melbourne from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Melbourne from Chicago. 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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