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Route overview: Orlando to Chicago (MDW) flight deals

Orlando → Chicago

Jun 24, 2027 · choose your return date

MCO → MDW1 adulteconomyOne way and round trips

30 flight options · 2 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

June 2027

Jun 24, 2027 · One wayFrontier AirlinesNonstop$105.00 Jun 24, 2027 · One waySouthwest AirlinesNonstop$155.00 Jun 24, 2027 – Jun 25, 2027 · 1 nightFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jun 25, 2027 · 1 nightSouthwest AirlinesNonstop$300.00 Jun 24, 2027 – Jun 26, 2027 · 2 nightsFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jun 26, 2027 · 2 nightsSouthwest AirlinesNonstop$300.00 Jun 24, 2027 – Jun 27, 2027 · 3 nightsFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jun 27, 2027 · 3 nightsSouthwest AirlinesUp to 1 stop each way$310.00 Jun 24, 2027 – Jun 28, 2027 · 4 nightsFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jun 28, 2027 · 4 nightsSouthwest AirlinesNonstop$300.00 Jun 24, 2027 – Jun 29, 2027 · 5 nightsFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jun 29, 2027 · 5 nightsSouthwest AirlinesNonstop$300.00 Jun 24, 2027 – Jun 30, 2027 · 6 nightsFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jun 30, 2027 · 6 nightsSouthwest AirlinesNonstop$300.00 Jun 24, 2027 – Jul 1, 2027 · 7 nightsFrontier AirlinesNonstop$225.50 Jun 24, 2027 – Jul 1, 2027 · 7 nightsSouthwest AirlinesNonstop$330.00 Jun 24, 2027 – Jul 2, 2027 · 8 nightsFrontier AirlinesNonstop$225.50 Jun 24, 2027 – Jul 2, 2027 · 8 nightsSouthwest AirlinesNonstop$330.00 Jun 24, 2027 – Jul 3, 2027 · 9 nightsFrontier AirlinesNonstop$225.50 Jun 24, 2027 – Jul 3, 2027 · 9 nightsSouthwest AirlinesNonstop$330.00 Jun 24, 2027 – Jul 4, 2027 · 10 nightsFrontier AirlinesNonstop$225.50 Jun 24, 2027 – Jul 4, 2027 · 10 nightsSouthwest AirlinesUp to 1 stop each way$342.00 Jun 24, 2027 – Jul 5, 2027 · 11 nightsFrontier AirlinesNonstop$225.50 Jun 24, 2027 – Jul 5, 2027 · 11 nightsSouthwest AirlinesNonstop$330.00 Jun 24, 2027 – Jul 6, 2027 · 12 nightsFrontier AirlinesNonstop$225.50 Jun 24, 2027 – Jul 6, 2027 · 12 nightsSouthwest AirlinesNonstop$330.00 Jun 24, 2027 – Jul 7, 2027 · 13 nightsFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jul 7, 2027 · 13 nightsSouthwest AirlinesNonstop$300.00 Jun 24, 2027 – Jul 8, 2027 · 14 nightsFrontier AirlinesNonstop$205.00 Jun 24, 2027 – Jul 8, 2027 · 14 nightsSouthwest AirlinesNonstop$300.00

Flights for your trip

  1. Thu, Jun 24 · One way

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW

    One-way total · 1 adult · Taxes included

  2. Thu, Jun 24 · One way

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW

    One-way total · 1 adult · Taxes included

  3. Thu, Jun 24 – Fri, Jun 25

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  4. Thu, Jun 24 – Fri, Jun 25

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    2:30 pmMDW
    2h 35m
    Nonstop
    6:05 pmMCO

    Round-trip total · 1 adult · Taxes included

  5. Thu, Jun 24 – Sat, Jun 26

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  6. Thu, Jun 24 – Sat, Jun 26

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    7:50 amMDW
    2h 45m
    Nonstop
    11:35 amMCO

    Round-trip total · 1 adult · Taxes included

  7. Thu, Jun 24 – Sun, Jun 27

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  8. Thu, Jun 24 – Sun, Jun 27

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    3:00 pmMDW
    4h 50m
    PIT · 1h
    8:50 pmMCO

    Round-trip total · 1 adult · Taxes included

  9. Thu, Jun 24 – Mon, Jun 28

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  10. Thu, Jun 24 – Mon, Jun 28

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    5:25 amMDW
    2h 35m
    Nonstop
    9:00 amMCO

    Round-trip total · 1 adult · Taxes included

  11. Thu, Jun 24 – Wed, Jun 30

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  12. Thu, Jun 24 – Wed, Jun 30

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    5:15 amMDW
    2h 30m
    Nonstop
    8:45 amMCO

    Round-trip total · 1 adult · Taxes included

  13. Thu, Jun 24 – Thu, Jul 1

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  14. Thu, Jun 24 – Thu, Jul 1

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    5:10 amMDW
    2h 35m
    Nonstop
    8:45 amMCO

    Round-trip total · 1 adult · Taxes included

  15. Thu, Jun 24 – Fri, Jul 2

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  16. Thu, Jun 24 – Fri, Jul 2

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    2:30 pmMDW
    2h 35m
    Nonstop
    6:05 pmMCO

    Round-trip total · 1 adult · Taxes included

  17. Thu, Jun 24 – Sun, Jul 4

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  18. Thu, Jun 24 – Sun, Jul 4

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    3:00 pmMDW
    4h 50m
    PIT · 1h
    8:50 pmMCO

    Round-trip total · 1 adult · Taxes included

  19. Thu, Jun 24 – Mon, Jul 5

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  20. Thu, Jun 24 – Mon, Jul 5

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    5:25 amMDW
    2h 35m
    Nonstop
    9:00 amMCO

    Round-trip total · 1 adult · Taxes included

  21. Thu, Jun 24 – Tue, Jul 6

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  22. Thu, Jun 24 – Tue, Jul 6

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    4:25 pmMDW
    2h 35m
    Nonstop
    8:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  23. Thu, Jun 24 – Thu, Jul 8

    Frontier Airlines
    5:29 pmMCO
    3h 1m
    Nonstop
    7:30 pmMDW
    Frontier Airlines
    6:11 pmMDW
    2h 49m
    Nonstop
    10:00 pmMCO

    Round-trip total · 1 adult · Taxes included

  24. Thu, Jun 24 – Thu, Jul 8

    Southwest Airlines
    5:40 pmMCO
    2h 50m
    Nonstop
    7:30 pmMDW
    Southwest Airlines
    5:10 amMDW
    2h 35m
    Nonstop
    8:45 amMCO

    Round-trip total · 1 adult · Taxes included

Swipe to see 23 more recent deals.

1 of 24

Make this trip yours

MCO ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeJun 23, 2027 · Return optionsJun 25, 2027 · Return optionsHotels in Chicago with Axel
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown. To book or select flights, follow that row's price link; it keeps the exact dates and travelers.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-06-24 · one wayFrontier AirlinesF91457Axel-exclusive $105.002026-10-29T01:28:44Z
2027-06-24 · one waySouthwest AirlinesWN2806Axel-exclusive $155.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-25Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-25Southwest AirlinesWN2806 / WN2966Axel-exclusive $300.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-26Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-26Southwest AirlinesWN2806 / WN4565Axel-exclusive $300.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-27Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-27Southwest AirlinesWN2806 / WN1933 + WN4449Axel-exclusive $310.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-28Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-28Southwest AirlinesWN2806 / WN2964Axel-exclusive $300.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-29Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-29Southwest AirlinesWN2806 / WN1908Axel-exclusive $300.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-30Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-06-30Southwest AirlinesWN2806 / WN2964Axel-exclusive $300.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-01Frontier AirlinesF91457 / F91536Axel-exclusive $225.502026-10-29T01:28:44Z
2027-06-24 → 2027-07-01Southwest AirlinesWN2806 / WN2964Axel-exclusive $330.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-02Frontier AirlinesF91457 / F91536Axel-exclusive $225.502026-10-29T01:28:44Z
2027-06-24 → 2027-07-02Southwest AirlinesWN2806 / WN2966Axel-exclusive $330.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-03Frontier AirlinesF91457 / F91536Axel-exclusive $225.502026-10-29T01:28:44Z
2027-06-24 → 2027-07-03Southwest AirlinesWN2806 / WN4565Axel-exclusive $330.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-04Frontier AirlinesF91457 / F91536Axel-exclusive $225.502026-10-29T01:28:44Z
2027-06-24 → 2027-07-04Southwest AirlinesWN2806 / WN1933 + WN4449Axel-exclusive $342.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-05Frontier AirlinesF91457 / F91536Axel-exclusive $225.502026-10-29T01:28:44Z
2027-06-24 → 2027-07-05Southwest AirlinesWN2806 / WN2964Axel-exclusive $330.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-06Frontier AirlinesF91457 / F91536Axel-exclusive $225.502026-10-29T01:28:44Z
2027-06-24 → 2027-07-06Southwest AirlinesWN2806 / WN1908Axel-exclusive $330.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-07Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-07Southwest AirlinesWN2806 / WN2964Axel-exclusive $300.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-08Frontier AirlinesF91457 / F91536Axel-exclusive $205.002026-10-29T01:28:44Z
2027-06-24 → 2027-07-08Southwest AirlinesWN2806 / WN2964Axel-exclusive $300.002026-10-29T01:28:44Z

Route overview: Orlando to Chicago (MDW) flight deals

2027-06-24 · one way · Axel-exclusive $105.00

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.

2027-06-24 · one way · Axel-exclusive $155.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.

2027-06-24 → 2027-06-25 · Axel-exclusive $205.00

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-06-25 18:11:00 → MCO 2027-06-25 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-06-25 · Axel-exclusive $300.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN2966: MDW 2027-06-25 14:30:00 → MCO 2027-06-25 18:05:00; nonstop; 155 minutes. Local airport times.

2027-06-24 → 2027-06-26 · Axel-exclusive $205.00

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-06-26 18:11:00 → MCO 2027-06-26 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-06-26 · Axel-exclusive $300.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN4565: MDW 2027-06-26 07:50:00 → MCO 2027-06-26 11:35:00; nonstop; 165 minutes. Local airport times.

2027-06-24 → 2027-06-27 · Axel-exclusive $205.00

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-06-27 18:11:00 → MCO 2027-06-27 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-06-27 · Axel-exclusive $310.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN1933 / WN4449: MDW 2027-06-27 15:00:00 → MCO 2027-06-27 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
    • WN1933: MDW 2027-06-27 15:00:00 → PIT 2027-06-27 17:25:00; layover at PIT: 60 minutes.
    • WN4449: PIT 2027-06-27 18:25:00 → MCO 2027-06-27 20:50:00.

2027-06-24 → 2027-06-28 · Axel-exclusive $205.00

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-06-28 18:11:00 → MCO 2027-06-28 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-06-28 · Axel-exclusive $300.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN2964: MDW 2027-06-28 05:25:00 → MCO 2027-06-28 09:00:00; nonstop; 155 minutes. Local airport times.

2027-06-24 → 2027-06-30 · Axel-exclusive $205.00

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-06-30 18:11:00 → MCO 2027-06-30 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-06-30 · Axel-exclusive $300.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN2964: MDW 2027-06-30 05:15:00 → MCO 2027-06-30 08:45:00; nonstop; 150 minutes. Local airport times.

2027-06-24 → 2027-07-01 · Axel-exclusive $225.50

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-07-01 18:11:00 → MCO 2027-07-01 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-07-01 · Axel-exclusive $330.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN2964: MDW 2027-07-01 05:10:00 → MCO 2027-07-01 08:45:00; nonstop; 155 minutes. Local airport times.

2027-06-24 → 2027-07-02 · Axel-exclusive $225.50

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-07-02 18:11:00 → MCO 2027-07-02 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-07-02 · Axel-exclusive $330.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN2966: MDW 2027-07-02 14:30:00 → MCO 2027-07-02 18:05:00; nonstop; 155 minutes. Local airport times.

2027-06-24 → 2027-07-04 · Axel-exclusive $225.50

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-07-04 18:11:00 → MCO 2027-07-04 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-07-04 · Axel-exclusive $342.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN1933 / WN4449: MDW 2027-07-04 15:00:00 → MCO 2027-07-04 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
    • WN1933: MDW 2027-07-04 15:00:00 → PIT 2027-07-04 17:25:00; layover at PIT: 60 minutes.
    • WN4449: PIT 2027-07-04 18:25:00 → MCO 2027-07-04 20:50:00.

2027-06-24 → 2027-07-05 · Axel-exclusive $225.50

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-07-05 18:11:00 → MCO 2027-07-05 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-07-05 · Axel-exclusive $330.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN2964: MDW 2027-07-05 05:25:00 → MCO 2027-07-05 09:00:00; nonstop; 155 minutes. Local airport times.

2027-06-24 → 2027-07-06 · Axel-exclusive $225.50

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-07-06 18:11:00 → MCO 2027-07-06 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-07-06 · Axel-exclusive $330.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN1908: MDW 2027-07-06 16:25:00 → MCO 2027-07-06 20:00:00; nonstop; 155 minutes. Local airport times.

2027-06-24 → 2027-07-08 · Axel-exclusive $205.00

  • Frontier Airlines F91457: MCO 2027-06-24 17:29:00 → MDW 2027-06-24 19:30:00; nonstop; 181 minutes. Local airport times.
  • Frontier Airlines F91536: MDW 2027-07-08 18:11:00 → MCO 2027-07-08 22:00:00; nonstop; 169 minutes. Local airport times.

2027-06-24 → 2027-07-08 · Axel-exclusive $300.00

  • Southwest Airlines WN2806: MCO 2027-06-24 17:40:00 → MDW 2027-06-24 19:30:00; nonstop; 170 minutes. Local airport times.
  • Southwest Airlines WN2964: MDW 2027-07-08 05:10:00 → MCO 2027-07-08 08:45:00; nonstop; 155 minutes. Local airport times.

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For AI assistants

  • This page: Orlando (MCO) to Chicago (MDW) · Jun 24, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Orlando to Chicago (MDW) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.