Skip to site navigation

Airline tickets and cheap flights price comparison

Flights to USA from Chicago Midway (MDW)

Price To/From Dates Supplier
Save up to 60%Hotwire

4 Star Hotels at 2 Star Prices!

Save up to 60% off hotel retail rates in Los Angeles with low Hotwire Hot Rates!

Date posted: 20 Aug 2008
Hotwire
Book online
$205 RTIncludes taxOrbitz
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
15 Sep 2008
Return:
22 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$204 RTIncludes taxCheapTickets
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
24 Oct 2008
Return:
31 Oct 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$221 RTIncludes taxExpedia
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
05 Sep 2008
Return:
08 Sep 2008
Deal Details
Expedia
Book online
$143 RTIncludes taxCheapOAir.com
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Travel valid from:
06 Nov 2008
Travel valid until:
20 Nov 2008
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOAir­.com
Book online
$203 RTIncludes taxCheapAir.com
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Travel valid from:
20 Aug 2008
Travel valid until:
20 Jul 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$229 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
01 Jan 2009
Return:
31 Jan 2009
Deal Details
Other dates & prices offered
Kayak
Book online
$232 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Miami, FL (MIA)
Travel valid from:
20 Aug 2008
Travel valid until:
09 Jan 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$233 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
18 Oct 2008
Return:
25 Oct 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$240 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
28 Aug 2008
Return:
04 Sep 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$241 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
28 Aug 2008
Return:
04 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$241 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Miami, FL (MIA)
Depart:
30 Aug 2008
Return:
06 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$245 RTIncludes tax
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Depart:
30 Aug 2008
Return:
02 Sep 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$245 RTIncludes tax
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Depart:
05 Nov 2008
Return:
10 Nov 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$245 RTIncludes tax
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Depart:
06 Nov 2008
Return:
10 Nov 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$245 RTIncludes tax
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Depart:
05 Dec 2008
Return:
12 Dec 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$248 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Charlotte, NC (CLT)
Depart:
30 Aug 2008
Return:
06 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$251 RTIncludes tax
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Depart:
30 Oct 2008
Return:
04 Nov 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$251 RTIncludes tax
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Depart:
16 Sep 2008
Return:
23 Sep 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$252 RTIncludes tax
From:
Chicago, IL (MDW)
To:
San Diego, CA (SAN)
Depart:
30 Aug 2008
Return:
06 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$258 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Charlotte, NC (CLT)
Travel valid from:
20 Aug 2008
Travel valid until:
18 Nov 2008
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$260 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Boston, MA (BOS)
Travel valid from:
20 Aug 2008
Travel valid until:
18 Nov 2008
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$263 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Charlotte, NC (CLT)
Depart:
07 Oct 2008
Return:
13 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$264 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Charlotte, NC (CLT)
Depart:
16 Sep 2008
Return:
23 Sep 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$265 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Charlotte, NC (CLT)
Depart:
17 Sep 2008
Return:
24 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$265 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
31 Aug 2008
Return:
07 Sep 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$265 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Boston, MA (BOS)
Depart:
16 Sep 2008
Return:
23 Sep 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$266 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Boston, MA (BOS)
Depart:
30 Aug 2008
Return:
06 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$266 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Boston, MA (BOS)
Depart:
17 Sep 2008
Return:
24 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$269 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Houston, TX (IAH)
Travel valid from:
20 Aug 2008
Travel valid until:
20 Jul 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$270 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Boston, MA (BOS)
Travel valid from:
21 Oct 2008
Travel valid until:
05 Nov 2008
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOAir­.com
Book online
$270 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
12 Oct 2008
Return:
19 Oct 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$270 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
18 Oct 2008
Return:
25 Oct 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$271 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Depart:
12 Oct 2008
Return:
19 Oct 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$273 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Boston, MA (BOS)
Depart:
22 Aug 2008
Return:
24 Aug 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$274 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Charlotte, NC (CLT)
Depart:
17 Oct 2008
Return:
19 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$274 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Miami, FL (MIA)
Travel valid from:
21 Oct 2008
Travel valid until:
05 Nov 2008
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOAir­.com
Book online
$275 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Houston, TX (IAH)
Depart:
16 Sep 2008
Return:
23 Sep 2008
Deal Details
Cheap air tickets, hotels, travel deals, and more.
CheapTickets
Book online
$276 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Houston, TX (IAH)
Depart:
17 Sep 2008
Return:
24 Sep 2008
Deal Details
Get our lowest price or an automatic cash refund!
Orbitz
Book online
$278 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Phoenix, AZ (PHX)
Depart:
03 Oct 2008
Return:
05 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$278 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Phoenix, AZ (PHX)
Depart:
08 Oct 2008
Return:
16 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$278 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Phoenix, AZ (PHX)
Depart:
15 Oct 2008
Return:
18 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$278 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Phoenix, AZ (PHX)
Depart:
29 Oct 2008
Return:
02 Nov 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$278 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Phoenix, AZ (PHX)
Travel valid from:
20 Aug 2008
Travel valid until:
20 Jul 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
$279 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Orlando, FL (MCO)
Travel valid from:
31 Aug 2008
Travel valid until:
15 Sep 2008
Deal Details
BookAirlineTickets­.com
Book online
$279 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Las Vegas, NV (LAS)
Depart:
30 Sep 2008
Return:
03 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$279 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Las Vegas, NV (LAS)
Depart:
14 Oct 2008
Return:
17 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$279 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Las Vegas, NV (LAS)
Depart:
20 Oct 2008
Return:
22 Oct 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$279 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Las Vegas, NV (LAS)
Depart:
17 Nov 2008
Return:
20 Nov 2008
Deal Details
Other dates & prices offered
Kayak
Book online
$279 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Las Vegas, NV (LAS)
Depart:
07 Jan 2009
Return:
17 Jan 2009
Deal Details
Other dates & prices offered
Kayak
Book online
$279 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Las Vegas, NV (LAS)
Travel valid from:
20 Aug 2008
Travel valid until:
20 Jul 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book online
Under $99 a night

Hotel Deals Under $99 per Night

Staying in your favorite city doesn't need to break the bank. Book your wallet-friendly flight from the list above and book your hotel today for the best savings.
CheapTickets
Book online
Book Now

Sunshine Guaranteed

If your Los Angeles vacation is rained out, your Priceline vacation is free.
Priceline­.com
Book online

Business Class Deals

$814 RTIncludes taxCheapAir.com
From:
Chicago, IL (MDW)
To:
Boston, MA (BOS)
Travel valid from:
20 Aug 2008
Travel valid until:
20 Jul 2009
Deal Details
Major Airline!
CheapAir­.com
Book online
$902 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Miami, FL (MIA)
Travel valid from:
20 Aug 2008
Travel valid until:
20 Jul 2009
Deal Details
Major Airline!
CheapAir­.com
Book online
$984 RTIncludes tax
From:
Chicago, IL (MDW)
To:
Charlotte, NC (CLT)
Travel valid from:
20 Aug 2008
Travel valid until:
20 Jul 2009
Deal Details
Major Airline!
CheapAir­.com
Book online
See all Business Class Deals

Handpicked Deals

4 Star Hotels at 2 Star Prices!

Save up to 60% off hotel retail rates in Chicago with low Hotwire Hot Rates!

Date posted:
20 Aug 2008
 Hotwire
Save up to 60%
Book Online
See all Hand Picked Deals

Modify Search

List all departures
List all destinations

Filter Deals

Filter by price


Reset results
Show

More filters

Business class deals

Fact Finder

USA Travel Guide

Overview of USA

The "land of opportunity" is also a land of great diversity made up of many cultures and incredible scenery. International travelers booking flights to the United States are welcomed throughout the 50 states and domestic travelers find plenty of opportunity...

Travel Tips

Read expert tips on getting the most out of travel

Fat-Finger Fares
The ultimate cheap airline tickets
Getting Bumped
When airlines overbook, you might lose your seat
Alternate Airports
Get cheaper flights by flying to alternate airports

More travel tips

Flight News

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

Required

Please enter a valid departure and destination

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

Once you have entered your info and clicked on 'Search recommended websites' you will see a list of our partners, including

Any comments? Send us your feedback
Supplementary navigation

Skip to site navigation