Find Cheap Flights from Orlando (ORL) to Chicago (CHI) from CHF 298

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Selected flight deals from Orlando to Chicago

The lowest prices found within the past 7 days from Orlando to Chicago were CHF 80 for one-way flights and CHF 298 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 4 Jul - Mon, 6 Jul
MCO
Orlando Intl.
ORD
O'Hare Intl.
CHF 298 Return, found 2 days ago
CHF 298
Return
found 2 days ago
Select Delta flight, departing Sat, 4 Jul from Orlando Intl. to O'Hare Intl., returning Mon, 6 Jul, priced at CHF 298 found 2 days ago
Sat, 4 Jul - Mon, 6 Jul
MCO
Orlando Intl.
ORD
O'Hare Intl.
CHF 302 Return, found 2 days ago
CHF 302
Return
found 2 days ago
Select Delta flight, departing Sat, 4 Jul from Orlando Intl. to O'Hare Intl., returning Mon, 6 Jul, priced at CHF 302 found 2 days ago
Fri, 3 Jul - Mon, 6 Jul
MCO
Orlando Intl.
ORD
O'Hare Intl.
CHF 303 Return, found 6 days ago
CHF 303
Return
found 6 days ago
Select Delta flight, departing Fri, 3 Jul from Orlando Intl. to O'Hare Intl., returning Mon, 6 Jul, priced at CHF 303 found 6 days ago
Sat, 4 Jul - Mon, 6 Jul
MCO
Orlando Intl.
ORD
O'Hare Intl.
CHF 306 Return, found 2 days ago
CHF 306
Return
found 2 days ago
Select Delta flight, departing Sat, 4 Jul from Orlando Intl. to O'Hare Intl., returning Mon, 6 Jul, priced at CHF 306 found 2 days ago
Fri, 3 Jul - Mon, 6 Jul
MCO
Orlando Intl.
ORD
O'Hare Intl.
CHF 307 Return, found 6 days ago
CHF 307
Return
found 6 days ago
Select Delta flight, departing Fri, 3 Jul from Orlando Intl. to O'Hare Intl., returning Mon, 6 Jul, priced at CHF 307 found 6 days ago
Cheap Flights from Orlando to Chicago & Flight Information
Origin airport IATA code
MCO
Destination airport IATA code
ORD
Number of flight options
2
Return price
CHF 297
Average flight time
2 hours 9 mins

Best Day to Book Flight from Orlando to Chicago

Chicago Flight Information

Traveling From
Orlando
Origin Airport IATA Code
ORL
Traveling To
Chicago
Destination Airport IATA Code
CHI
Number of Airlines Serving
Available Airlines
Delta, United, American Airlines
Distance
Direct Flight Time
Flight Price
CHF 298

Need a car after flight from Orlando to Chicago

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Place to stay after flight from Orlando to Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf 2 Restaurants, 2 Bars/Lounges und Frühstück (gegen Gebühr). ...
8/10 Very Good! (10,159 reviews)
"Hotel was clean, staff friendly. Old hotel that is being improved. Our room was small but otherwise good for our purposes. Good spot that launch our adventure!"

Reviewed on 3 Jun 2026

Opens in a new windowCongress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Dieses Hotel im Boutique-Stil bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf WLAN-Internetzugang (kostenlos), 2 Restaurants und 2 Bars/Lounges. ...
7.8/10 Good! (1,506 reviews)
"I did not stay because my medical reason for booking this was canceled. They would not work with me to change the dates."

Reviewed on 2 Jun 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) ...
9.4/10 Exceptional! (4,322 reviews)
"Excellent location and good selection of breakfast"

Reviewed on 2 Jun 2026

Opens in a new windowHotel Riu Plaza Chicago
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Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Rosemont. Freu dich auf WLAN-Internetzugang (kostenlos), Frühstück (gegen Gebühr) ...
8.8/10 Excellent! (2,605 reviews)
"Everything was fantastic! From the check in to the Breakfast Buffet to the Dinner restaurant. The Bellmen were great, they brought our luggage to the room & to the car upon checkout. I highly recommend this hotel. 5 Stars"

Reviewed on 2 Jun 2026

Opens in a new windowHyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf WLAN-Internetzugang (kostenlos), Fitnessbereich (rund um ...
8.2/10 Very Good! (1,528 reviews)
"Well its a cool location but its really run down. The room was dirty, the bathroom had hair all over, like all over. The room was run down…as in doors didnt close and the main door didnt lock. The trim was falling off and rotting, literally. It was a huge bummer honestly"

Reviewed on 2 Jun 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Chicago. Freu dich auf WLAN-Internetzugang (kostenlos), Zimmerservice und Fitnessbereich (rund um die ...
8/10 Very Good! (3,049 reviews)
"No toilet paper. Stained curtains. But bed was ok."

Reviewed on 2 Jun 2026

Opens in a new windowFreehand Chicago
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.