Trip.com
>
Cheap Flights
>
United States
>
Illinois
>
Chicago
>
Orlando to Chicago flight
>
Orlando International Airport to Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Orlando International Airport to Midway International Airport over the next 90 days, with one-way fares from £44 and round-trip from £110. Based on Trip.com's latest 7-day flight data.

    • Cheapest
      MCO 12:54
      5h 53m
      1 stop
      MDW 17:47
      Orlando - Chicago | Wed, Nov 18 | Frontier Airlines
      £44 £103
      56% off
      56% off
      £103 £44
    • MCO 09:03
      8h 43m
      1 stop
      MDW 16:46
      Orlando - Chicago | Sun, Jan 10 | Frontier Airlines
      £55 £103
      47% off
      47% off
      £103 £55
    • MCO 09:10
      12h 52m
      1 stop
      MDW 21:02
      Orlando - Chicago | Wed, Dec 16 | Frontier Airlines
      £63 £103
      39% off
      39% off
      £103 £63
    • MCO 07:15
      9h 52m
      1 stop
      MDW 16:07
      Orlando - Chicago | Fri, Dec 4 | Frontier Airlines
      £66
      36% off
      £103 £66
    • MCO 09:10
      27h 23m
      1 stop
      MDW 11:33
      Orlando - Chicago | Mon, Dec 14 | Frontier Airlines
      £67
      35% off
      £103 £67
    • MCO 16:31
      7h 46m
      1 stop
      MDW 23:17
      Orlando - Chicago | Thu, Dec 17 | Frontier Airlines
      £68
      34% off
      £103 £68
    • MCO 16:07
      20h 26m
      1 stop
      MDW 11:33
      Orlando - Chicago | Fri, Dec 11 | Frontier Airlines
      £73
      28% off
      £103 £73
    • MCO 20:08
      4h 53m
      1 stop
      MDW 00:01
      Orlando - Chicago | Sat, Dec 19 | Frontier Airlines
      £73
      28% off
      £103 £73
    • MCO 07:10
      5h 23m
      1 stop
      MDW 11:33
      Orlando - Chicago | Wed, Dec 9 | Frontier Airlines
      £74
      28% off
      £103 £74
    • ORL 13:00
      17h 25m
      1 stop
      CHI 14:00
      Orlando - Chicago | Sat, Nov 14 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      MCO 17:34
      3h 1m
      Direct
      MDW 19:35
      Orlando - Chicago | Sun, Jan 10 | Frontier Airlines
      ORD 17:16
      3h 1m
      Direct
      MCO 21:17
      Chicago - Orlando | Fri, Jan 15 | Frontier Airlines
      £130 £177
      27% off
      27% off
      £177 £130
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Wed, Jan 6 | Frontier Airlines
      ORD 17:45
      3h 1m
      Direct
      MCO 21:46
      Chicago - Orlando | Sun, Jan 10 | Frontier Airlines
      £138 £177
      22% off
      22% off
      £177 £138
    • MCO 07:10
      5h 23m
      1 stop
      MDW 11:33
      Orlando - Chicago | Thu, Dec 17 | Frontier Airlines
      ORD 16:00
      7h 10m
      1 stop
      MCO 00:10
      Chicago - Orlando | Wed, Dec 23 | Frontier Airlines
      £110 £177
      38% off
      38% off
      £177 £110
    • MCO 07:15
      5h 18m
      1 stop
      MDW 11:33
      Orlando - Chicago | Thu, Dec 10 | Frontier Airlines
      ORD 16:00
      7h 10m
      1 stop
      MCO 00:10
      Chicago - Orlando | Wed, Dec 16 | Frontier Airlines
      £110
      38% off
      £177 £110
    • MCO 09:28
      7h 39m
      1 stop
      MDW 16:07
      Orlando - Chicago | Fri, Dec 11 | Frontier Airlines
      ORD 16:00
      7h 10m
      1 stop
      MCO 00:10
      Chicago - Orlando | Wed, Dec 16 | Frontier Airlines
      £114
      36% off
      £177 £114
    • MCO 09:10
      7h 56m
      1 stop
      MDW 16:06
      Orlando - Chicago | Fri, Dec 18 | Frontier Airlines
      ORD 16:00
      7h 10m
      1 stop
      MCO 00:10
      Chicago - Orlando | Wed, Dec 23 | Frontier Airlines
      £118
      33% off
      £177 £118
    • MCO 07:10
      5h 23m
      1 stop
      MDW 11:33
      Orlando - Chicago | Sun, Dec 20 | Frontier Airlines
      ORD 16:00
      7h 10m
      1 stop
      MCO 00:10
      Chicago - Orlando | Wed, Dec 23 | Frontier Airlines
      £127
      28% off
      £177 £127
    • MCO 21:58
      12h 47m
      1 stop
      MDW 09:45
      Orlando - Chicago | Wed, Dec 16 | Frontier Airlines
      ORD 16:00
      7h 10m
      1 stop
      MCO 00:10
      Chicago - Orlando | Wed, Dec 23 | Frontier Airlines
      £132
      25% off
      £177 £132
    • MCO 07:15
      5h 18m
      1 stop
      MDW 11:33
      Orlando - Chicago | Wed, Dec 9 | Frontier Airlines
      MDW 12:28
      7h 25m
      1 stop
      MCO 20:53
      Chicago - Orlando | Sun, Dec 13 | Frontier Airlines
      £133
      25% off
      £177 £133
    • ORL 13:00
      17h 25m
      1 stop
      CHI 14:00
      Orlando - Chicago | Sat, Nov 14 | Normal Airline
      CHI 15:00
      6h
      Direct
      ORL 16:00
      Chicago - Orlando | Mon, Nov 16 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Thu, Dec 24 | Frontier Airlines
      £78 £174
      55% off
      55% off
      £174 £78
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Thu, Dec 17 | Frontier Airlines
      £79 £103
      23% off
      23% off
      £103 £79
    • MCO 17:46
      3h 1m
      Direct
      MDW 19:47
      Orlando - Chicago | Sat, Nov 21 | Frontier Airlines
      £80 £103
      22% off
      22% off
      £103 £80
    • MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Mon, Dec 21 | Frontier Airlines
      £85
      51% off
      £174 £85
    • MCO 17:39
      3h 1m
      Direct
      MDW 19:40
      Orlando - Chicago | Sat, Dec 19 | Frontier Airlines
      £85
      51% off
      £174 £85
    • MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Tue, Dec 22 | Frontier Airlines
      £88
      49% off
      £174 £88
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Wed, Dec 23 | Frontier Airlines
      £89
      49% off
      £174 £89
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Tue, Dec 29 | Frontier Airlines
      £94
      46% off
      £174 £94
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Wed, Dec 30 | Frontier Airlines
      £97
      44% off
      £174 £97
    • ORL 13:00
      17h 25m
      1 stop
      CHI 14:00
      Orlando - Chicago | Sat, Nov 14 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest nonstop
      MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Thu, Dec 24 | Frontier Airlines
      £78 £212
      63% off
      63% off
      £212 £78
    • MCO 17:46
      3h 1m
      Direct
      MDW 19:47
      Orlando - Chicago | Sat, Nov 21 | Frontier Airlines
      £80 £212
      62% off
      62% off
      £212 £80
    • MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Mon, Dec 21 | Frontier Airlines
      £85 £212
      60% off
      60% off
      £212 £85
    • MCO 17:39
      3h 1m
      Direct
      MDW 19:40
      Orlando - Chicago | Sat, Dec 19 | Frontier Airlines
      £85
      60% off
      £212 £85
    • MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Tue, Dec 22 | Frontier Airlines
      £88
      57% off
      £212 £88
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Wed, Dec 23 | Frontier Airlines
      £89
      57% off
      £212 £89
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Tue, Dec 29 | Frontier Airlines
      £94
      56% off
      £212 £94
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Wed, Dec 30 | Frontier Airlines
      £97
      54% off
      £212 £97
    • MCO 17:34
      3h 1m
      Direct
      MDW 19:35
      Orlando - Chicago | Thu, Jan 7 | Frontier Airlines
      £101
      52% off
      £212 £101
    • ORL 13:00
      17h 25m
      1 stop
      CHI 14:00
      Orlando - Chicago | Sat, Nov 14 | Normal Airline
      Find more flights
      Find more flights
    • MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Thu, Dec 24 | Frontier Airlines
      £78 £174
      55% off
      55% off
      £174 £78
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Thu, Dec 17 | Frontier Airlines
      £79 £103
      23% off
      23% off
      £103 £79
    • MCO 17:46
      3h 1m
      Direct
      MDW 19:47
      Orlando - Chicago | Sat, Nov 21 | Frontier Airlines
      £80 £103
      22% off
      22% off
      £103 £80
    • MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Mon, Dec 21 | Frontier Airlines
      £85
      51% off
      £174 £85
    • MCO 17:39
      3h 1m
      Direct
      MDW 19:40
      Orlando - Chicago | Sat, Dec 19 | Frontier Airlines
      £85
      51% off
      £174 £85
    • MCO 17:01
      3h 1m
      Direct
      MDW 19:02
      Orlando - Chicago | Tue, Dec 22 | Frontier Airlines
      £88
      49% off
      £174 £88
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Wed, Dec 23 | Frontier Airlines
      £89
      49% off
      £174 £89
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Tue, Dec 29 | Frontier Airlines
      £94
      46% off
      £174 £94
    • MCO 17:29
      3h 1m
      Direct
      MDW 19:30
      Orlando - Chicago | Wed, Dec 30 | Frontier Airlines
      £97
      44% off
      £174 £97
    • ORL 13:00
      17h 25m
      1 stop
      CHI 14:00
      Orlando - Chicago | Sat, Nov 14 | Normal Airline
      Find more flights
      Find more flights

Displayed flight fares from Orlando to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com Price Insights: Flights from Orlando International Airport to Midway International Airport

What is the cheapest month to fly from Orlando International Airport to Midway International Airport?

The data is based on the past 12 months and shows the average one-way ticket prices from Orlando International Airport to Midway International Airport for each month in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest one-way flights from Orlando International Airport to Midway International Airport are usually in December, with an average price of £46. It is best to avoid June, when the average price can reach £185.

£185
£116
£46
0
    Cheapest
  • £82
    Nov
  • £46
    Dec
  • £88
    Jan
  • £77
    Feb
  • £121
    Mar
  • £72
    Apr
  • £98
    May
  • £185
    Jun
  • £104
    Jul
  • £110
    Aug
  • £109
    Sep
  • £113
    Oct

What is the cheapest day of the week to fly from Orlando International Airport to Midway International Airport?

The data is based on the past 12 months and shows the average ticket prices from Orlando International Airport to Midway International Airport for each day of the week in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest departure day from Orlando International Airport to Midway International Airport is Tuesday, with average prices usually lower than other days. Avoid departing on Thursday as prices are typically highest on that day.

£187
£121
£54
0
  • £97
    Mon
  • £54
    Tue
  • £80
    Wed
  • £187
    Thu
  • £77
    Fri
  • £110
    Sat
  • £115
    Sun

Which airline offers the cheapest flights from Orlando International Airport to Midway International Airport?

The cheapest airline flying from Orlando International Airport to Midway International Airport is Frontier Airlines (from £44) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From £44
Delta Air Lines
From £85
Hahn Air
From £95
Jetblue Airways
From £139

Find more flights and airlines

What is the flight schedule from Orlando International Airport to Midway International Airport?

Check the schedule for flights from Orlando to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. F94025

    Orlando International Airport

    20:58

    MCO

    2h 8m

    Direct

    23:06

    ATL

    S M T W T F S
    Search

  2. F92291

    Hartsfield–Jackson Atlanta International Airport

    22:44

    ATL

    2h 2m

    Direct

    23:46

    MDW

    S M T W T F S

  3. F93507

    Orlando International Airport

    13:01

    MCO

    1h 50m

    Direct

    14:51

    ATL

    S M T W T F S
    Search

  4. F92779

    Hartsfield–Jackson Atlanta International Airport

    10:00

    ATL

    2h 9m

    Direct

    11:09

    MDW

    S M T W T F S

  5. F91563

    Orlando International Airport

    07:01

    MCO

    1h 59m

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  6. F92779

    Hartsfield–Jackson Atlanta International Airport

    10:00

    ATL

    2h 9m

    Direct

    11:09

    MDW

    S M T W T F S

  7. F91241

    Orlando International Airport

    10:01

    MCO

    1h 49m

    Direct

    11:50

    ATL

    S M T W T F S
    Search

  8. F92779

    Hartsfield–Jackson Atlanta International Airport

    10:00

    ATL

    2h 9m

    Direct

    11:09

    MDW

    S M T W T F S

  9. F93507

    Orlando International Airport

    13:01

    MCO

    1h 50m

    Direct

    14:51

    ATL

    S M T W T F S
    Search

  10. F92291

    Hartsfield–Jackson Atlanta International Airport

    22:44

    ATL

    2h 2m

    Direct

    23:46

    MDW

    S M T W T F S

  11. F91241

    Orlando International Airport

    10:01

    MCO

    1h 49m

    Direct

    11:50

    ATL

    S M T W T F S
    Search

  12. F92291

    Hartsfield–Jackson Atlanta International Airport

    22:44

    ATL

    2h 2m

    Direct

    23:46

    MDW

    S M T W T F S
Find more flights and airlines

About Orlando International Airport and Midway International Airport

Learn about Orlando International Airport (MCO) and Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,596.77km
Cheapest one-way ticket price £44
Cheapest return ticket price £110

FAQs for Orlando International Airport to Midway International Airport Flights

  • How long is the flight from Orlando International Airport to Midway International Airport?

    Orlando International Airport to Midway International Airport takes about 3 hours 3 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 7 daily flights from Orlando International Airport (MCO) to Midway International Airport (MDW).
  • The earliest flight from Orlando International Airport to Midway International Airport departs at 07:10, and the last departs at 21:05, with about 19 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Orlando International Airport (MCO) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around £221 in November, the most expensive month to book this route.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • Frontier Airlines is a very popular airline operating an average of 6664 flights per month.
  • One-way flights from Orlando International Airport to Midway International Airport currently start from £44, and round-trip fares start from £110. The current lowest fare is a Frontier Airlines flight departing on Wed, Nov 18; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Orlando International Airport to Midway International Airport is £143. Prices may vary depending on the departure date, airline, and availability.
  • Enter Orlando International Airport and Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Find Cheap Flights with Trip.com