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Cheap flights from Chicago 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 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 to Orlando

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:30 am - 2:04 pm
ORD
-
MLB
7h 34m
1 stop
Delta Logo
7:24 pm - 11:59 pm
MLB
-
ORD
5h 35m
1 stop
$277Delta
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
5:34 pm - 11:59 pm
ORD
-
MLB
5h 25m
1 stop
American Airlines Logo
7:07 pm - 11:58 pm
MLB
-
ORD
5h 51m
1 stop
$288American Airlines
Mon, Jun 8 - Wed, Jun 10
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
6:06 pm - 11:46 pm
ORD
-
MLB
4h 40m
1 stop
Delta Logo
7:18 pm - 11:59 pm
MLB
-
ORD
5h 41m
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
6:23 am - 1:50 pm
MDW
-
MLB
6h 27m
1 stop
Delta Logo
5:46 am - 11:56 am
MLB
-
MDW
7h 10m
1 stop
$299Delta
Thu, May 28 - Mon, Jun 1
Delta Logo
8:10 am - 1:50 pm
ORD
-
MLB
4h 40m
1 stop
Delta Logo
5:37 am - 10:13 am
MLB
-
ORD
5h 36m
1 stop
$299Delta
Thu, Jun 4 - Mon, Jun 8
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
5:30 am - 1:50 pm
ORD
-
MLB
7h 20m
1 stop
Delta Logo
2:39 pm - 8:26 pm
MLB
-
ORD
6h 47m
1 stop
$308Delta
Fri, May 29 - Mon, Jun 1
American Airlines Logo
8:21 am - 4:27 pm
ORD
-
MLB
7h 06m
2 stops
American Airlines Logo
1:52 pm - 5:36 pm
MLB
-
ORD
4h 44m
1 stop
$349American Airlines
Tue, Sep 22 - Tue, Oct 6

Delta flights from Chicago to Melbourne, Florida

Our best Delta deals on Chicago to Melbourne, Florida flight tickets
Delta
Jun 9
ORD5:30 amChicago O'Hare Intl
7h 34m
1 stop
MLB2:04 pmMelbourne
Jun 16
MLB7:24 pmMelbourne
5h 35m
1 stop
ORD11:59 pmChicago O'Hare Intl
$277
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

American Airlines flights from Chicago to Melbourne, Florida

Our best American Airlines deals on Chicago to Melbourne, Florida flight tickets
American Airlines
Jun 8
ORD5:34 pmChicago O'Hare Intl
5h 25m
1 stop
MLB11:59 pmMelbourne
Jun 10
MLB7:07 pmMelbourne
5h 51m
1 stop
ORD11:58 pmChicago O'Hare Intl
$288
American Airlines
Sep 22
ORD8:21 amChicago O'Hare Intl
7h 06m
2 stops
MLB4:27 pmMelbourne
Oct 6
MLB1:52 pmMelbourne
4h 44m
1 stop
ORD5:36 pmChicago O'Hare Intl
$349
American Airlines
Jun 10
ORD5:34 pmChicago O'Hare Intl
5h 25m
1 stop
MLB11:59 pmMelbourne
Jun 17
MLB7:07 pmMelbourne
5h 51m
1 stop
ORD11:58 pmChicago O'Hare Intl
$367

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 May 8, 2026.
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

Cheapest round-trip

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Tue 6/9

5:30 am-2:04 pm

1 stop7h 34m

Melbourne

Tue 6/16

7:24 pm-11:59 pm

1 stop5h 35m

$277

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Mon 6/8

5:34 pm-11:59 pm

1 stop5h 25m

Melbourne

Wed 6/10

7:07 pm-11:58 pm

1 stop5h 51m

$288

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

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Wed 5/27

6:06 pm-11:46 pm

1 stop4h 40m

Melbourne

Fri 5/29

7:18 pm-11:59 pm

1 stop5h 41m

$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

Thu 5/28

6:23 am-1:50 pm

1 stop6h 27m

Melbourne

Mon 6/1

5:46 am-11:56 am

1 stop7h 10m

$299
Quickest round-trip

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Thu 6/4

8:10 am-1:50 pm

1 stop4h 40m

Melbourne

Mon 6/8

5:37 am-10:13 am

1 stop5h 36m

$299

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

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Fri 5/29

5:30 am-1:50 pm

1 stop7h 20m

Melbourne

Mon 6/1

2:39 pm-8:26 pm

1 stop6h 47m

$308

ChicagoMelbourne

ORD - MLB

ORDMLB

Chicago O'Hare Intl

Tue 9/22

8:21 am-4:27 pm

2 stops7h 06m

Melbourne

Tue 10/6

1:52 pm-5:36 pm

1 stop4h 44m

$349

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 typical price of a round-trip flight between Chicago and Melbourne, Florida?

What is the cheapest month to fly to Melbourne, Florida?

In general, November 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 $82. If you aren’t able to travel during the month of November, then book flights to Melbourne, Florida from Chicago during August instead. Flights to Melbourne, Florida in August, while not as cheap as those in November, still average around $107.

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

Fastest flight time

4h 27m

Direct flights

None
The fastest flight from Chicago to Melbourne, Florida takes 4h 27m
There are no direct flights from Chicago to Melbourne, Florida. There are no popular flight routes from Chicago to Melbourne, Florida.
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Frequently asked questions about flying from Chicago to Melbourne, Florida

  • How far is Chicago to Melbourne by plane?

    A flight from Chicago to Melbourne will travel around 1030.8 mi. 4h 27m 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
American AirlinesPriceFrom $276Free CancellationRating
7.1
11,667 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.

An easier way to manage your Melbourne, Florida trip

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