S$140 Cheap Flights from Miami to Chicago

View S$140 flight on Wed, 21 Jan, 2026Opens in a new window

Popular airlines from Miami Intl. Airport (MIA) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Miami to Chicago (MIA-ORD)

Prices were available within the past 7 days and start at S$140 for one-way flights and S$280 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 11 Oct - Tue, 14 Oct
MIA
Miami
ORD
Chicago
S$280 Return, found 9 hours ago
S$280
Return
found 9 hours ago
Select Delta flight, departing Sat, 11 Oct from Miami to Chicago, returning Tue, 14 Oct, priced at S$280 found 9 hours ago
American Airlines
Mon, 6 Oct - Wed, 15 Oct
MIA
Miami
ORD
Chicago
S$332 Return, found 9 hours ago
S$332
Return
found 9 hours ago
Select American Airlines flight, departing Mon, 6 Oct from Miami to Chicago, returning Wed, 15 Oct, priced at S$332 found 9 hours ago
United
Tue, 7 Oct - Sun, 12 Oct
MIA
Miami
ORD
Chicago
S$332 Return, found 9 hours ago
S$332
Return
found 9 hours ago
Select United flight, departing Tue, 7 Oct from Miami to Chicago, returning Sun, 12 Oct, priced at S$332 found 9 hours ago
Delta
Wed, 8 Oct - Tue, 14 Oct
MIA
Miami
ORD
Chicago
S$346 Return, found 9 hours ago
S$346
Return
found 9 hours ago
Select Delta flight, departing Wed, 8 Oct from Miami to Chicago, returning Tue, 14 Oct, priced at S$346 found 9 hours ago
American Airlines
Mon, 6 Oct - Thu, 16 Oct
MIA
Miami
ORD
Chicago
S$351 Return, found 9 hours ago
S$351
Return
found 9 hours ago
Select American Airlines flight, departing Mon, 6 Oct from Miami to Chicago, returning Thu, 16 Oct, priced at S$351 found 9 hours ago
United
Mon, 6 Oct - Sun, 12 Oct
MIA
Miami
ORD
Chicago
S$357 Return, found 9 hours ago
S$357
Return
found 9 hours ago
Select United flight, departing Mon, 6 Oct from Miami to Chicago, returning Sun, 12 Oct, priced at S$357 found 9 hours ago
American Airlines
Sun, 7 Sep - Thu, 11 Sep
MIA
Miami
ORD
Chicago
S$363 Return, found 4 days ago
S$363
Return
found 4 days ago
Select American Airlines flight, departing Sun, 7 Sep from Miami to Chicago, returning Thu, 11 Sep, priced at S$363 found 4 days ago
American Airlines
Sun, 7 Sep - Thu, 11 Sep
MIA
Miami
ORD
Chicago
S$375 Return, found 4 days ago
S$375
Return
found 4 days ago
Select American Airlines flight, departing Sun, 7 Sep from Miami to Chicago, returning Thu, 11 Sep, priced at S$375 found 4 days ago
Delta
Thu, 4 Sep - Sun, 7 Sep
MIA
Miami
ORD
Chicago
S$382 Return, found 4 days ago
S$382
Return
found 4 days ago
Select Delta flight, departing Thu, 4 Sep from Miami to Chicago, returning Sun, 7 Sep, priced at S$382 found 4 days ago
American Airlines
Sun, 12 Oct - Wed, 15 Oct
MIA
Miami
ORD
Chicago
S$383 Return, found 9 hours ago
S$383
Return
found 9 hours ago
Select American Airlines flight, departing Sun, 12 Oct from Miami to Chicago, returning Wed, 15 Oct, priced at S$383 found 9 hours ago

Find the cheapest month to fly from Miami (MIA) to Chicago (ORD)

September is typically the cheapest month to fly

From S$96 - S$171 per traveller.

Graph displaying average flight prices per month

Miami to Chicago route information
Origin airport
Miami Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$272
Distance
1918 km
Average flight time
2 hours 27 mins

Flights from Miami to Chicago

There are several airlines that operate frequent flights from Miami (MIA) to Chicago (ORD) including

The earliest flight leaves Miami Intl. Airport at 05:45 and arrives at O'Hare Intl. Airport at 00:01. The last flight of the day departs Miami at 22:40 and arrives at Chicago at 23:59.

The flight distance from Miami to Chicago is about 1939 km, the shortest flight is 03 hours 12 minutes with United Airlines.

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Miami Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Miami to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Miami to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from Miami Airport to O'Hare Airport?
Round-trip flights between Miami Airport and O'Hare Intl. Airport (ORD) start from S$280. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year — book today so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Miami Airport to ORD?
The majority of flights can be conveniently cancelled online, but whether or not you incur a fee all comes down to your airline. If you do have to cancel your holiday, follow the easy instructions in the Customer Service Portal.
How do I find cheap flights from Miami Intl. Airport (MIA) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Miami Airport to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Miami Airport to ORD?
Around 1,950 kilometres separates Miami and Chicago, so pack some entertainment to keep you busy for a few hours. That gripping novel you haven't had time to start will be ideal.
Which airlines fly direct from MIA to O'Hare Intl. Airport (ORD)?
One airline that operates on the route from MIA to O'Hare Intl. Airport (ORD) is American Airlines (AA). It offers 212 monthly flights. Love some more options? Check out the airfares with United Airlines (UA). This carrier offers 82 flights a month between these destinations.
Are Miami Airport to ORD flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Miami Intl. Airport (MIA) to O'Hare Airport at the last minute could be your ticket to an awesome deal. However, it could end up costing you a whole lot more! If you'd rather err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back regularly as deals are updated on Expedia all the time.

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