Hady Habib and Kyle Kang will play each other in the 1st round of the Chicago Challenger for the 1st time in their career. They are scheduled to compete on Tuesday at 11:00 am on COURT 1. In this post, we analyze their head to head performance and prediction.
Prediction, odds and live streaming
The pick for Tennis Tonic is Hady Habib who should win in 2 sets.
Hady Habib -> 1.192
Kyle Kang -> 4.25
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Prediction and head to head Hady Habib vs. Kyle Kang
There is no head to head record between Hady Habib and Kyle Kang since this will be the first time that they will clash against each other in the main tour.
Hady Habib
18 - 17win/loss
178
159
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 23-26 | 9-12 | 13-12 | 0-0 | 1-2 | 0-0 |
| 2024 | 47-35 | 21-11 | 25-21 | 1-3 | 0-0 | 0-0 |
| 2023 | 58-27 | 38-11 | 17-10 | 3-6 | 0-0 | 0-0 |
| 2022 | 33-25 | 21-14 | 9-7 | 3-4 | 0-0 | 0-0 |
| 2021 | 40-13 | 31-10 | 9-3 | 0-0 | 0-0 | 0-0 |
Ranked no. 169, Hady will start his run in the Chicago Challenger after he played his last match in the Lexington Challenger where he lost 7-6(7) 6-3 to Hussey in the 2nd round on the 30th of July.
Hady has an overall 17-17 win-loss record in 2025, 7-9 on hard (See FULL STATS).
The Lebanese’s best result of the season was reaching the final in the Ostrava Challenger.
Talking about his overall career, The Lebanese has an overall 319-184 record. He has a positive 191-94 record on hard.
Previously in the Chicago Challenger
Previously, his best result was reaching the qualifications in 2022. See his history.
Kyle Kang
| Year | Total | Hard | Clay | I.hard | Grass | Carpet |
|---|---|---|---|---|---|---|
| 2025 | 20-7 | 20-7 | 0-0 | 0-0 | 0-0 | 0-0 |
| 2024 | 20-14 | 20-14 | 0-0 | 0-0 | 0-0 | 0-0 |
| 2023 | 23-15 | 7-6 | 16-8 | 0-1 | 0-0 | 0-0 |
| 2022 | 14-18 | 9-10 | 5-5 | 0-3 | 0-0 | 0-0 |
| 2021 | 3-2 | 3-1 | 0-0 | 0-1 | 0-0 | 0-0 |
Ranked no. 628, will start his run in the Chicago Challenger after he won the title in M25 Edwardsville after beating 3-6 6-1 6-1
Mchugh in the final.Kang has a compiled 20-6 win-loss record in 2025, 20-6 on hard (See FULL STATS).
Kang’s best result of the current year was getting to the final in M15 Los Angeles and M25 Edwardsville.
Kang won his last 5 matches.
In terms of his career, Kyle has an overall 80-56 record. He has a positive 59-38 record on hard.
Tennis Scores in Chicago Challenger
- Naoki NakagawaNakagawa – Alfredo PerezPerez (6-4 6-3) – Stats, scores, rankings
- Garrett JohnsJohns – Billy HarrisHarris (3-6 6-3 6-4) – Stats, scores, rankings
- Yibing WuWu – Andre IlaganIlagan (1-6 6-2 6-1) – Stats, scores, rankings
- Beibit ZhukayevZhukayev – Patrick MaloneyMaloney (4-6 6-3 6-4) – Stats, scores, rankings
Upcoming matches in the draw
- Jason JungJung – (0-0) – H2H and prediction
- Alex BoltBolt – Tsung-Hao HuangHuang (0-0) – H2H and prediction
- Yibing WuWu – Naoki NakagawaNakagawa (0-0) – H2H and prediction
- August HolmgrenHolmgren – Darian KingKing (1-0) – H2H and prediction
- Andrew FentyFenty – Yu Hsiou HsuHsiou Hsu (0-0) – H2H and prediction
- Stefan DostanicDostanic – Bernard TomicTomic (0-1) – H2H and prediction