Skip to site navigation

Airline tickets and cheap flights price comparison

Flights to Orlando Intl (MCO) from Chicago Midway (MDW)

Price To/From Dates Supplier
$193 RTIncludes taxOrbitz
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
21 Oct 2008
Return:
28 Oct 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$199 RTIncludes taxCheapAir.com
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Travel valid from:
13 Oct 2008
Travel valid until:
30 Jun 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$188 RTIncludes taxCheapTickets
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
31 Oct 2008
Return:
07 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$154 RTIncludes taxCheapOair.com
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
04 Nov 2008
Return:
19 Nov 2008
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOair­.com
Book online
$153 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
21 Oct 2008
Return:
04 Nov 2008
Deal Details
OneTravel­.com
Book online
$163 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
05 Nov 2008
Return:
19 Nov 2008
Deal Details
OneTravel­.com
Book online
$164 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
20 Nov 2008
Return:
04 Dec 2008
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOair­.com
Book online
$165 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
20 Nov 2008
Return:
04 Dec 2008
Deal Details
OneTravel­.com
Book online
$166 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
05 Dec 2008
Return:
19 Dec 2008
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOair­.com
Book online
$167 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
05 Dec 2008
Return:
19 Dec 2008
Deal Details
OneTravel­.com
Book online
$168 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
11 Nov 2008
Return:
26 Nov 2008
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOair­.com
Book online
$169 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
02 Jan 2009
Return:
19 Jan 2009
Deal Details
OneTravel­.com
Book online
$187 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
21 Oct 2008
Return:
31 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$192 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
28 Oct 2008
Return:
04 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$192 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
03 Nov 2008
Return:
10 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$192 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
12 Nov 2008
Return:
19 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$193 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
27 Oct 2008
Return:
03 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$193 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
05 Nov 2008
Return:
12 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$193 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
11 Nov 2008
Return:
18 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$199 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
16 Dec 2008
Return:
17 Dec 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$199 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
14 Nov 2008
Return:
21 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$199 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
17 Nov 2008
Return:
24 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$204 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
30 Oct 2008
Return:
06 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$204 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
27 Nov 2008
Return:
04 Dec 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$204 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
03 Dec 2008
Return:
10 Dec 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$204 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
06 Dec 2008
Return:
13 Dec 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$205 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
21 Nov 2008
Return:
27 Nov 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$205 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
20 Nov 2008
Return:
27 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$205 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
02 Dec 2008
Return:
09 Dec 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$208 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Travel valid from:
13 Oct 2008
Travel valid until:
06 Mar 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$208 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
18 Nov 2008
Return:
25 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$209 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
25 Oct 2008
Return:
01 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$209 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
06 Nov 2008
Return:
13 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$210 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
24 Oct 2008
Return:
31 Oct 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$210 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
08 Nov 2008
Return:
15 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$214 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
05 Dec 2008
Return:
12 Dec 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$217 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
15 Nov 2008
Return:
22 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$224 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
06 Feb 2009
Return:
11 Feb 2009
Deal Details
Other dates & prices offered
Kayak
Book online
$224 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
02 Nov 2008
Return:
09 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$233 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
19 Nov 2008
Return:
26 Nov 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$240 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
29 Nov 2008
Return:
06 Dec 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$254 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
09 Nov 2008
Return:
16 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$258 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
22 Oct 2008
Return:
29 Oct 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$264 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
21 Nov 2008
Return:
28 Nov 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$264 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
24 Nov 2008
Return:
01 Dec 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$265 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
26 Nov 2008
Return:
03 Dec 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$286 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
30 Nov 2008
Return:
07 Dec 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$298 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
16 Oct 2008
Return:
23 Oct 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$329 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
15 Oct 2008
Return:
22 Oct 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$382 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
23 Nov 2008
Return:
30 Nov 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
From $13.95 per day

Find Rental Cars from $13.95 a Day at Hotwire

Rental car brands you trust with low Hotwire Hot Rates!
Hotwire
Book online
Under $500 per person

Delightful Disney 3-night Deals

Stay and play for 3 days with vacation deals under $500 per person. Choose from a variety of flight and hotel options and let the magic begin.
Orbitz
Book online

Modify Search

List all departures
List all destinations

Filter Deals

Filter by price


Reset results
Show

More filters

Fact Finder

Avg. Flight Duration2 hr 35 mins

Orlando Travel Guide

Overview of Orlando

It goes without saying that most people hopping on Orlando cheap flights are families. Disney World and other theme parks, like Universal Studios and SeaWorld, are often considered the essence of Orlando vacations. However, Orlando flights are also filled...

Airport Guides

Departure:
  1. Chicago Midway(MDW)
Destination:
  1. Orlando Intl(MCO)

Travel Tips

Read expert tips on getting the most out of travel

Alternate Airports
Get cheaper flights by flying to alternate airports
Booking Flights by Phone
Best practice for using your phone when purchasing airline tickets
Last-minute Airfares 101
Basic tips on landing last-minute airfare deals

More travel tips

Flight News

Search by Date Search our partners' online booking engines for flights to Orlando Intl from Chicago Midway
Step one

Required

Please enter a valid departure and destination

From

Chicago Midway (MDW)

To

Orlando Intl (MCO)

Select new route

Departure and return dates
  • Please enter a valid date
  • link to calendar
  • link to calendar
Car Rental
Step two

Search Recommended Websites

Orbitz
CheapTickets
CheapO Air
Expedia
SmartFares
OneTravel
Travelocity
Kayak
Costjet
Any comments? Send us your feedback
Supplementary navigation

Skip to site navigation