Find Cheap Flights from Orlando to Chicago (ORL - CHI)

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Thu 1/18
Thu 1/25
Any month
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Good to Know

Low Season:
February
Best time to beat the crowds
3%
expected price decrease
High Season:
June
Most popular time to fly
15%
expected price increase
Average Price:
$712
(avg. price over the last 2 weeks)
Good Deal:
$493
or less (round trip)

When to Book Flights from Orlando to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

The cheapest flight from Orlando to Chicago was found 33 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
High season is considered to be May, June and July. The cheapest month to fly is February.
Morning departure is around 13% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Book cheap flights from Orlando to Chicago (round-trip)

Airports
Origin
Orlando
$65
only
$65
Destination
Chicago
$65
only
$65
Wed, Jan 24
MCO
ORD
3h 08m
Tue, Jan 30
ORD
MCO
2h 41m
Trip: 7 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

MCO
ORD
Excellent 10.0

Was on time

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

Sat, Jan 20
MCO
ORD
3h 00m
Tue, Jan 30
ORD
MCO
2h 51m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 26
MCO
ORD
3h 03m
Tue, Jan 30
ORD
MCO
2h 42m
Trip: 5 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Okay 4.0

The seats are really small and don't recline. The leg room is enough to fit your shoes and that's it. You pay extra for everything on this airline--bags, food, drinks, seat choice--and they only allow a small personal item no bigger than a backpack for free. The weight limit is only 40 lbs. for checked bags, so be careful how many souvenirs you plan to buy. I would rather pay more for another airline.

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

MCO
ORD
Okay 4.0

Hour delay on tarmac. 15 minute delay upon landing. Waited over an hour for bags on first leg of journey. $50 a bag.

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

Wed, Jan 31
MCO
ORD
3h 03m
Wed, Feb 7
ORD
MCO
2h 41m
Trip: 8 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Excellent 10.0

staff was courteous and plane was neat and clean. a very visible improvement on seating. overall good experience.

if bags are allowed this would be the most effective airline in America. Also add more destinations.

MCO
ORD
Okay 4.0

Hour delay on tarmac. 15 minute delay upon landing. Waited over an hour for bags on first leg of journey. $50 a bag.

MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

MCO
ORD
Okay 4.0

The seats are really small and don't recline. The leg room is enough to fit your shoes and that's it. You pay extra for everything on this airline--bags, food, drinks, seat choice--and they only allow a small personal item no bigger than a backpack for free. The weight limit is only 40 lbs. for checked bags, so be careful how many souvenirs you plan to buy. I would rather pay more for another airline.

Thu, Jan 25
MCO
ORD
3h 03m
Tue, Jan 30
ORD
MCO
2h 51m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 1
MCO
ORD
3h 08m
Sun, Feb 4
ORD
MCO
2h 42m
Trip: 4 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 8.0

The seats are way to narrow. Kept bumping my neighbor.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

MCO
ORD
Poor 0.0

My flight was delayed twice. The flight to Detroit was leaving from a gate nearby. Since my final destination was in Michigan, I asked to be transferred to the Detroit flight, since I would not make my connecting flight to Flint because of delays. The gate agents were wonderful. With 4 minutes before boarding closed, they switched me from the Chicago to the Flint flight, without complaint or additional cost. Very much appreciated!

The initial email regarding the flight delay came before 7 am, the second less than an hour before boarding. The gate agents didn't know about the second delay until they were informed by passengers receiving the email.

MCO
ORD
Okay 4.0

Hour delay on tarmac. 15 minute delay upon landing. Waited over an hour for bags on first leg of journey. $50 a bag.

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

Fri, Feb 2
MCO
ORD
3h 08m
Sun, Feb 4
ORD
MCO
2h 42m
Trip: 3 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Okay 4.0

Hour delay on tarmac. 15 minute delay upon landing. Waited over an hour for bags on first leg of journey. $50 a bag.

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

MCO
ORD
Poor 0.0

My flight was delayed twice. The flight to Detroit was leaving from a gate nearby. Since my final destination was in Michigan, I asked to be transferred to the Detroit flight, since I would not make my connecting flight to Flint because of delays. The gate agents were wonderful. With 4 minutes before boarding closed, they switched me from the Chicago to the Flint flight, without complaint or additional cost. Very much appreciated!

The initial email regarding the flight delay came before 7 am, the second less than an hour before boarding. The gate agents didn't know about the second delay until they were informed by passengers receiving the email.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

Tue, Feb 6
MCO
ORD
3h 03m
Tue, Feb 13
ORD
MCO
2h 42m
Trip: 8 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

Was on time

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

Wed, Jan 24
MCO
ORD
3h 07m
Wed, Jan 31
ORD
MCO
2h 42m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 9
MCO
ORD
3h 03m
Mon, Feb 12
ORD
MCO
2h 42m
Trip: 4 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

MCO
ORD
Excellent 8.0

are flight was on time,the crew was great, very friendly.

you pay too much for luggage.you have to make the seat more comfortable.

MCO
ORD
Excellent 8.0

The seats are way to narrow. Kept bumping my neighbor.

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

Thu, Jan 25
MCO
ORD
3h 07m
Wed, Jan 31
ORD
MCO
2h 41m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 20
MCO
ORD
3h 00m
Sat, Jan 27
ORD
MCO
2h 37m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 2
MCO
ORD
3h 03m
Sun, Feb 4
ORD
MCO
2h 42m
Trip: 3 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Poor 0.0

My flight was delayed twice. The flight to Detroit was leaving from a gate nearby. Since my final destination was in Michigan, I asked to be transferred to the Detroit flight, since I would not make my connecting flight to Flint because of delays. The gate agents were wonderful. With 4 minutes before boarding closed, they switched me from the Chicago to the Flint flight, without complaint or additional cost. Very much appreciated!

The initial email regarding the flight delay came before 7 am, the second less than an hour before boarding. The gate agents didn't know about the second delay until they were informed by passengers receiving the email.

MCO
ORD
Okay 4.0

The seats are really small and don't recline. The leg room is enough to fit your shoes and that's it. You pay extra for everything on this airline--bags, food, drinks, seat choice--and they only allow a small personal item no bigger than a backpack for free. The weight limit is only 40 lbs. for checked bags, so be careful how many souvenirs you plan to buy. I would rather pay more for another airline.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

MCO
ORD
Excellent 10.0

staff was courteous and plane was neat and clean. a very visible improvement on seating. overall good experience.

if bags are allowed this would be the most effective airline in America. Also add more destinations.

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

Tue, Jan 23
MCO
ORD
3h 05m
Wed, Jan 24
ORD
MCO
2h 41m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 24
MCO
ORD
3h 03m
Sat, Jan 27
ORD
MCO
2h 37m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 25
MCO
ORD
3h 03m
Tue, Jan 30
ORD
MCO
2h 42m
Trip: 6 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

MCO
ORD
Excellent 8.0

The seats are way to narrow. Kept bumping my neighbor.

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

MCO
ORD
Poor 0.0

My flight was delayed twice. The flight to Detroit was leaving from a gate nearby. Since my final destination was in Michigan, I asked to be transferred to the Detroit flight, since I would not make my connecting flight to Flint because of delays. The gate agents were wonderful. With 4 minutes before boarding closed, they switched me from the Chicago to the Flint flight, without complaint or additional cost. Very much appreciated!

The initial email regarding the flight delay came before 7 am, the second less than an hour before boarding. The gate agents didn't know about the second delay until they were informed by passengers receiving the email.

MCO
ORD
Okay 4.0

The seats are really small and don't recline. The leg room is enough to fit your shoes and that's it. You pay extra for everything on this airline--bags, food, drinks, seat choice--and they only allow a small personal item no bigger than a backpack for free. The weight limit is only 40 lbs. for checked bags, so be careful how many souvenirs you plan to buy. I would rather pay more for another airline.

Fri, Jan 26
MCO
ORD
3h 03m
Sat, Jan 27
ORD
MCO
2h 37m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 26
MCO
ORD
3h 03m
Mon, Jan 29
ORD
MCO
2h 41m
Trip: 4 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

MCO
ORD
Okay 4.0

The seats are really small and don't recline. The leg room is enough to fit your shoes and that's it. You pay extra for everything on this airline--bags, food, drinks, seat choice--and they only allow a small personal item no bigger than a backpack for free. The weight limit is only 40 lbs. for checked bags, so be careful how many souvenirs you plan to buy. I would rather pay more for another airline.

MCO
ORD
Mediocre 2.0

No

The flight was late, boarding took an extraordinary amount of time. Once on the plane, we had to wait 45 more minutes to refuel the plane. All told the delays added more than 3 hours.

MCO
ORD
Okay 4.0

Hour delay on tarmac. 15 minute delay upon landing. Waited over an hour for bags on first leg of journey. $50 a bag.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

Sat, Feb 3
MCO
ORD
3h 00m
Wed, Feb 7
ORD
MCO
2h 42m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 27
MCO
ORD
3h 03m
Sat, Feb 3
ORD
MCO
2h 42m
Trip: 8 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 132 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Excellent 10.0

Was on time

MCO
ORD
Mediocre 3.3

The Crew were nice and helpful.

In the gate they told me I don’t have a seat for me or my child they over-sold and they will give another flight but the thing is I had another international flight after it. Eventhough I made it to my next flight, I know it’s just because of luck because people didn’t show up for their flight. This was my first time fly with spirit airlines and I think the last one.

MCO
ORD
Mediocre 2.0

When i checked in I was told that i could take my one paid for ( at check in prices) through the security and down the gate...they had put a green tag...no less then 3 people said wait right here when you de plane your bag will come up on ramp ...NOT baggage claim I waited 1/2 an hour before I was informed my bag was now in baggage claim.... Meaning run my butt of get my bag go to check in again through security to board another flight. and no help from this airlines I did make my connection.... really poor to say you will do something then totally screw up.

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

MCO
ORD
Excellent 8.0

The seats are way to narrow. Kept bumping my neighbor.

Show more results

Orlando to Chicago Flight Information

Avg. Flight Duration 2h 52m
Flights Arrive in Chicago
Flights Depart from Orlando
Flight Price $65
Distance 987 miles
Airlines Spirit Airlines
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.