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

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Thu 12/14
Thu 12/21
Any month
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Good to Know

Low Season:
January
Best time to beat the crowds
3%
expected price decrease
High Season:
June
Most popular time to fly
12%
expected price increase
Average Price:
$1087
(avg. price over the last 2 weeks)
Good Deal:
$1087
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 29 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 January.
Morning departure is around 23% 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

FAQs for Booking Orlando to Chicago Flights

How long does a flight from Orlando to Chicago take?
An average nonstop flight takes 2h 56m, covering a distance of 993 miles.
How many flights are there between Orlando and Chicago?
There are 888 (nonstop) flights between Orlando and Chicago per week, averaging 129 per day.
Which airlines provide the cheapest flights from Orlando to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($67), Multiple Airlines ($78) and Spirit Airlines ($79).
Do I need a passport to fly between Orlando and Chicago?
No.
Which airlines fly most frequently between Orlando and Chicago?
Southwest (22 times daily), United (18 times daily), American Airlines (9 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Orlando to Chicago?
For Orlando to Chicago, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago back to Orlando, the best deals are generally found on Tuesday, with Wednesday being the most expensive.

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

Airports
Origin
Orlando
$67
only
$67
Destination
Chicago
$67
only
$67
Wed, Jan 24
MCO
ORD
3h 07m
Mon, Jan 29
ORD
MCO
2h 51m
Trip: 6 days
6.4GoodShow reviews
Overall 6.4 Good
Based on 133 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ORD
Excellent 8.0

Flight was good

Baggage claim was very slow

MCO
ORD
Good 6.0

Comfortable smooth ride.

Baggage claim takes forever. Waited almost an hour after getting off plane. That is unacceptable. Missed my bus. This has happened both times I've flowned Frontier to Chicago. After 3 hour flight that's brutal. Won't fly Frontier with checked bags again.

MCO
ORD
Mediocre 2.0

They charge for carry ons. They charge for water. The seats are plastic with no leg room and not enough room to put both arms on the rests at the same time. The seat trays a a third of the normal size, about the size of my iPhone. The flight was delayed for over two hours and no one seemed to know why. Even the pilots announced they had no idea. At the gate, the info screens were all wrong, for instance my flight was showing I was going to San Francisco when I was actually going to Chicago. The plane creaked and groaned and truly made me feel unsafe. I will never ever fly with them again.

MCO
ORD
Good 7.0

Everything was OK, except one thing

Waiting for luggage 45min is too long

MCO
ORD
Okay 5.3

If mom and kids got a ticket same day( bought). Why u people placing them zone 1 for mom and son for zone 3. Florida to Chicago they hold my son. They let me go. Chicago to Florida they let us go together. It was very upsetting.

Boarding time announcement seems like the person doesn't want to anybody in the plane.

Tue, Dec 19
MCO
ORD
2h 57m
Mon, Jan 8
ORD
MCO
2h 51m
Trip: 21 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 11
MCO
ORD
3h 03m
Sun, Jan 21
ORD
MCO
2h 42m
Trip: 11 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 130 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
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.

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 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

I sat in seat 7c I had two your girls beside me and they never stopped causing trouble for the whole flight, their mother was sitting on the seat in front of us and she never opened her mouth, they flight staff should of moved me to a different seat but they didn't, it was an absolute disgrace .

Thu, Jan 25
MCO
ORD
3h 07m
Tue, Jan 30
ORD
MCO
2h 51m
Trip: 6 days
6.4GoodShow reviews
Overall 6.4 Good
Based on 133 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ORD
Mediocre 3.6

Not much.

Seats are cheap and very uncomfortable! Paying for carry on? Website was not clear that I had to pay for Everything. I don't think I will be flying this airline again, unless I have no choice.

MCO
ORD
Okay 5.6

Flight was on time. All but one crew member were pleasant and professional. Low cost initial fare, but...

Relatively short flight made absence of beverage and food/snack sufferable (without paying high end bar prices for for snack or drink). Paid for reasonable leg room, carry-ons and a checked bag. So, after all those fees, flight cost was average.

MCO
ORD
Excellent 8.0

Flight was good

Baggage claim was very slow

MCO
ORD
Mediocre 2.0

They charge for carry ons. They charge for water. The seats are plastic with no leg room and not enough room to put both arms on the rests at the same time. The seat trays a a third of the normal size, about the size of my iPhone. The flight was delayed for over two hours and no one seemed to know why. Even the pilots announced they had no idea. At the gate, the info screens were all wrong, for instance my flight was showing I was going to San Francisco when I was actually going to Chicago. The plane creaked and groaned and truly made me feel unsafe. I will never ever fly with them again.

MCO
ORD
Good 7.5

No upsell pressure. I flew out on Spirit and back on Frontier. Both tickets were about the same price; both flights were at about the same time of day, and were filled about the same (almost full). But the experience with Spirit was atrocious. They take every opportunity to upsell on their website and at the kiosk (Frontier upsells too, but modestly and not in-my-face). The boarding area was messy and the boarding process was rushed and disorganized (Frontier's was...normal). And the Spirit crew was surly and unhelpful (again, the Frontier crew was...normal). Frontier is everything I expect in a cheap ticket: just plain, normal, pleasant, service.

The seats are painful -- hard, don't recline, too close together, too little space underneath, no power outlets.

Wed, Jan 17
MCO
ORD
2h 56m
Sun, Jan 21
ORD
MCO
2h 51m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 25
MCO
ORD
3h 08m
Sat, Jan 27
ORD
MCO
2h 42m
Trip: 3 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 130 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
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
Mediocre 2.0

I sat in seat 7c I had two your girls beside me and they never stopped causing trouble for the whole flight, their mother was sitting on the seat in front of us and she never opened her mouth, they flight staff should of moved me to a different seat but they didn't, it was an absolute disgrace .

MCO
ORD
Excellent 8.0

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

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.

Thu, Jan 25
MCO
ORD
3h 07m
Tue, Jan 30
ORD
MCO
2h 51m
Trip: 6 days
6.4GoodShow reviews
Overall 6.4 Good
Based on 133 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ORD
Mediocre 2.0

Poor service

Poor service

MCO
ORD
Mediocre 2.0

Worse check in ever. Fly any other carrier. Extra money is well worth it

MCO
ORD
Mediocre 2.0

They charge for carry ons. They charge for water. The seats are plastic with no leg room and not enough room to put both arms on the rests at the same time. The seat trays a a third of the normal size, about the size of my iPhone. The flight was delayed for over two hours and no one seemed to know why. Even the pilots announced they had no idea. At the gate, the info screens were all wrong, for instance my flight was showing I was going to San Francisco when I was actually going to Chicago. The plane creaked and groaned and truly made me feel unsafe. I will never ever fly with them again.

MCO
ORD
Good 7.5

No upsell pressure. I flew out on Spirit and back on Frontier. Both tickets were about the same price; both flights were at about the same time of day, and were filled about the same (almost full). But the experience with Spirit was atrocious. They take every opportunity to upsell on their website and at the kiosk (Frontier upsells too, but modestly and not in-my-face). The boarding area was messy and the boarding process was rushed and disorganized (Frontier's was...normal). And the Spirit crew was surly and unhelpful (again, the Frontier crew was...normal). Frontier is everything I expect in a cheap ticket: just plain, normal, pleasant, service.

The seats are painful -- hard, don't recline, too close together, too little space underneath, no power outlets.

MCO
ORD
Okay 5.6

Flight was on time. All but one crew member were pleasant and professional. Low cost initial fare, but...

Relatively short flight made absence of beverage and food/snack sufferable (without paying high end bar prices for for snack or drink). Paid for reasonable leg room, carry-ons and a checked bag. So, after all those fees, flight cost was average.

Fri, Jan 19
MCO
ORD
3h 07m
Mon, Jan 22
ORD
MCO
2h 44m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Dec 20
MCO
ORD
3h 07m
Tue, Jan 9
ORD
MCO
2h 51m
Trip: 21 days
6.4GoodShow reviews
Overall 6.4 Good
Based on 133 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ORD
Mediocre 3.6

Not much.

Seats are cheap and very uncomfortable! Paying for carry on? Website was not clear that I had to pay for Everything. I don't think I will be flying this airline again, unless I have no choice.

MCO
ORD
Good 6.0

Comfortable smooth ride.

Baggage claim takes forever. Waited almost an hour after getting off plane. That is unacceptable. Missed my bus. This has happened both times I've flowned Frontier to Chicago. After 3 hour flight that's brutal. Won't fly Frontier with checked bags again.

MCO
ORD
Okay 5.6

Flight was on time. All but one crew member were pleasant and professional. Low cost initial fare, but...

Relatively short flight made absence of beverage and food/snack sufferable (without paying high end bar prices for for snack or drink). Paid for reasonable leg room, carry-ons and a checked bag. So, after all those fees, flight cost was average.

MCO
ORD
Good 7.0

Everything was OK, except one thing

Waiting for luggage 45min is too long

MCO
ORD
Mediocre 2.0

Worse check in ever. Fly any other carrier. Extra money is well worth it

Sat, Jan 20
MCO
ORD
3h 07m
Tue, Jan 23
ORD
MCO
2h 44m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 24
MCO
ORD
3h 08m
Sat, Jan 27
ORD
MCO
2h 42m
Trip: 4 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 130 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
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
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

I sat in seat 7c I had two your girls beside me and they never stopped causing trouble for the whole flight, their mother was sitting on the seat in front of us and she never opened her mouth, they flight staff should of moved me to a different seat but they didn't, it was an absolute disgrace .

MCO
ORD
Excellent 10.0

Was on time

MCO
ORD
Excellent 10.0

Our flight attendant Carmen was Amazing!!

Wed, Jan 24
MCO
ORD
3h 07m
Mon, Jan 29
ORD
MCO
2h 51m
Trip: 6 days
6.4GoodShow reviews
Overall 6.4 Good
Based on 133 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ORD
Good 6.0

Comfortable smooth ride.

Baggage claim takes forever. Waited almost an hour after getting off plane. That is unacceptable. Missed my bus. This has happened both times I've flowned Frontier to Chicago. After 3 hour flight that's brutal. Won't fly Frontier with checked bags again.

MCO
ORD
Excellent 10.0

Friendly staff, easy boarding process, good seats

Nothing

MCO
ORD
Mediocre 2.0

Worse check in ever. Fly any other carrier. Extra money is well worth it

MCO
ORD
Good 7.0

The Air Bus 321 was clean and the staff were friendly.

They put us on a broken plane and it took 2.5hrs to fix and get us in the air. Offering a high rate credit card with miles on it is not at all acceptable.

MCO
ORD
Okay 5.3

If mom and kids got a ticket same day( bought). Why u people placing them zone 1 for mom and son for zone 3. Florida to Chicago they hold my son. They let me go. Chicago to Florida they let us go together. It was very upsetting.

Boarding time announcement seems like the person doesn't want to anybody in the plane.

Sat, Jan 27
MCO
ORD
3h 08m
Sun, Jan 28
ORD
MCO
2h 41m
Trip: 2 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 130 reviews
Overall
5.6
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
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

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

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.

Wed, Jan 10
MCO
ORD
2h 58m
Tue, Jan 16
ORD
MCO
2h 51m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 18
MCO
ORD
3h 07m
Fri, Jan 19
ORD
MCO
2h 51m
Trip: 2 days
6.4GoodShow reviews
Overall 6.4 Good
Based on 133 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ORD
Okay 5.6

Flight was on time. All but one crew member were pleasant and professional. Low cost initial fare, but...

Relatively short flight made absence of beverage and food/snack sufferable (without paying high end bar prices for for snack or drink). Paid for reasonable leg room, carry-ons and a checked bag. So, after all those fees, flight cost was average.

MCO
ORD
Good 7.0

The Air Bus 321 was clean and the staff were friendly.

They put us on a broken plane and it took 2.5hrs to fix and get us in the air. Offering a high rate credit card with miles on it is not at all acceptable.

MCO
ORD
Excellent 10.0

Friendly staff, easy boarding process, good seats

Nothing

MCO
ORD
Good 7.5

No upsell pressure. I flew out on Spirit and back on Frontier. Both tickets were about the same price; both flights were at about the same time of day, and were filled about the same (almost full). But the experience with Spirit was atrocious. They take every opportunity to upsell on their website and at the kiosk (Frontier upsells too, but modestly and not in-my-face). The boarding area was messy and the boarding process was rushed and disorganized (Frontier's was...normal). And the Spirit crew was surly and unhelpful (again, the Frontier crew was...normal). Frontier is everything I expect in a cheap ticket: just plain, normal, pleasant, service.

The seats are painful -- hard, don't recline, too close together, too little space underneath, no power outlets.

MCO
ORD
Excellent 8.0

Flight was good

Baggage claim was very slow

Mon, Jan 29
MCO
ORD
3h 08m
Tue, Jan 30
ORD
MCO
2h 42m
Trip: 2 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 130 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
MCO
ORD
Mediocre 2.0

I sat in seat 7c I had two your girls beside me and they never stopped causing trouble for the whole flight, their mother was sitting on the seat in front of us and she never opened her mouth, they flight staff should of moved me to a different seat but they didn't, it was an absolute disgrace .

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
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.

Fri, Jan 12
MCO
ORD
3h 08m
Tue, Jan 16
ORD
MCO
2h 51m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 26
MCO
ORD
3h 03m
Sun, Jan 28
ORD
MCO
2h 41m
Trip: 3 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 130 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
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
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

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.

Fri, Jan 26
MCO
ORD
3h 03m
Mon, Jan 29
ORD
MCO
2h 51m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 30
MCO
ORD
3h 08m
Wed, Feb 7
ORD
MCO
2h 41m
Trip: 9 days
5.9OkayShow reviews
Overall 5.9 Okay
Based on 130 reviews
Overall
5.6
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
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 8.0

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

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 10.0

Our flight attendant Carmen was Amazing!!

Show more results
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Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.